Temephos - analytical standard, Moligand™ , CAS No.3383-96-8

CAS: 3383-96-8 Cat. No.: T113675 Formula: C₁₆H₂₀O₆P₂S₃ Molecular Weight: 466.47 Beilstein Registry Number: 1896901 EC Number: 222-191-1 PubChem CID: 5392

GRADE & PURITY Analytical standard, Moligand™

Synonyms

ABATE | EPA Pesticide Chemical Code 059001 | DB12231 | AC-52160 | HSDB 956 | BSPBio_002465 | NSC 755842 | O,O,O',O'-Tetramethyl O,O'-thiodi-P-phenylene bis(phosphorothioate) | Temefos (USAN/INN) | TEMEFOS [WHO-DD] | NCGC00163910-03 | Tox21_301778 | Americ

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

ABATE | EPA Pesticide Chemical Code 059001 | DB12231 | AC-52160 | HSDB 956 | BSPBio_002465 | NSC 755842 | O,O,O',O'-Tetramethyl O,O'-thiodi-P-phenylene bis(phosphorothioate) | Temefos (USAN/INN) | TEMEFOS [WHO-DD] | NCGC00163910-03 | Tox21_301778 | Americ

Specifications & Purity

analytical standard, Moligand™

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard, Moligand™

Names and Identifiers

Canonical Smiles

COP(=S)(OC)OC1=CC=C(C=C1)SC2=CC=C(C=C2)OP(=S)(OC)OC

IUPAC Name

[4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-dimethoxy-sulfanylidene-λ5-phosphane

InChIKey

WWJZWCUNLNYYAU-UHFFFAOYSA-N

INCHI

1S/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3

Isomeric SMILES

COP(=S)(OC)OC1=CC=C(C=C1)SC2=CC=C(C=C2)OP(=S)(OC)OC

PubChem CID

5392

UN Number

3077

Packing Group

III

Molecular Weight

466.47

Beilstein

1896901

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic thiophosphoric acids and derivatives
      • Subclass Thiophosphoric acid esters
        • Level5 Aryl thiophosphates
          • Level6 Phenyl thiophosphates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic thiophosphoric acids and derivatives
• Subclass: Thiophosphoric acid esters
• Intermediate Tree Nodes: Aryl thiophosphates
• Direct Parent: Phenyl thiophosphates
• Alternative Parents: Diarylthioethers Thiophosphate triesters Thiophenol ethers Phenoxy compounds Sulfenyl compounds Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenyl thiophosphate - Diarylthioether - Phenoxy compound - Aryl thioether - Thiophosphate triester - Thiophenol ether - Benzenoid - Monocyclic benzene moiety - Sulfenyl compound - Thioether - Organic oxygen compound - Hydrocarbon derivative - Organosulfur compound - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenyl thiophosphates. These are organothiophosphorus compounds that contain a thiophosphoric acid O-esterified with a phenyl group.
• External Descriptors: Organophosphorus insecticides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

Discover Target: PTH1R

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

Discover Target: PLK1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

Discover Target: PIN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PABPC1 Tbio Polyadenylate-binding protein 1 (2615 Activities)

Discover Target: PABPC1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

Discover Target: PMP22

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Aedes aegypti (630 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Luciferin 4-monooxygenase (66902 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 30-31°C
• Molecular Weight: 466.500 g/mol
• XLogP3: 6.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 465.99 Da
• Monoisotopic Mass: 465.99 Da
• Topological Polar Surface Area: 145.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 474.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Application Protocols

The following protocols are general, literature-based examples for working with temephos as an analytical standard; they are NOT product specifications. Adjust to your laboratory’s SOPs and instrument requirements.

1. Stock and calibration standards

• Weigh ~10 mg temephos into an amber 10 mL volumetric flask (record to 0.01 mg).
• Dissolve and dilute to volume with acetonitrile (LC) or isooctane (GC) to prepare a 1 mg/mL stock.
• Prepare serial dilutions (e.g., 0.5–5000 ng/mL) in matching solvent or mobile phase (maintain ≥70% organic for LC). Store aliquots at −20 °C.

2. Water sample extraction (SPE–C18, example)

• Condition 500 mg C18 with 5 mL MeOH then 5 mL water.
• Load up to 500 mL sample (pH ~6–7, optionally 10% MeOH as wetting agent).
• Wash with 10 mL water; dry cartridge under vacuum 5–10 min.
• Elute with 10 mL MeCN (or DCM/EtOAc for GC workflows). Evaporate gently and reconstitute to 1 mL in final solvent.

3. GC-MS analysis (example)

• Column: 30 m × 0.25 mm, 0.25 µm, 5% phenyl.
• Oven: 80 °C (1 min) → 20 °C/min → 280 °C (10 min).
• Inlet 260 °C; transfer line 280 °C. Monitor characteristic ions per library.

Always include procedural blanks, matrix spikes, and surrogate/internal standards where applicable.

Biological Roles

Temephos is an organophosphorothioate compound whose primary biological activity (literature) is inhibition of acetylcholinesterase in insects, disrupting cholinergic neurotransmission. As a research analyte, it is used to:

• Serve as a reference for studying structure–activity relationships (SAR) of phosphorothioates and their bioactivation (e.g., oxidative desulfuration to oxon forms) and detoxification pathways (hydrolysis by esterases).
• Model environmental fate and bioaccumulation behavior of hydrophobic organophosphates, including sorption to organic matter and partitioning into lipid phases (log Kow ~5.7–6.0; literature).
• Provide a benchmark for evaluating analytical methods for organophosphate residues in environmental monitoring.

Notes:

• Biotransformation (literature): Oxidative desulfuration and hydrolysis can yield more polar metabolites; rate depends on species and enzyme systems.
• Ecotoxicological context (literature): Highly toxic to aquatic invertebrates; research often examines degradation kinetics and mitigation strategies. Avoid environmental release in laboratory settings.

No medical or therapeutic applications are implied. For lab research use only (Product Data).

Buffer Applications

Temephos is a hydrophobic, non-ionic organophosphorothioate and is not used to prepare aqueous buffer systems. It is practically insoluble in water and has no relevant acid/base buffering capacity in typical biological pH ranges.

Practical note: If an aqueous phase is required for an analytical workflow (e.g., LC), prepare organic-rich diluents (MeCN/H2O) or use miscible co-solvents to keep the analyte in solution. Otherwise, refer to Solvent Selection for suitable organic media.

Green Alternatives

For this analytical standard, “green” considerations focus on solvent and sample-prep choices rather than replacing the analyte itself.

Greener solvent choices (literature guidance):

• Replace DCM/chloroform with EtOAc, MeTHF, or cyclopentyl methyl ether (CPME) where chromatographic performance allows.
• Prefer heptane or isooctane over n-hexane to reduce neurotoxicity concerns while maintaining GC compatibility.
• Use MeCN efficiently; consider ethanol or isopropanol where UV/MS compatibility is acceptable, acknowledging possible solubility/training impacts.

Small comparison (general):

• DCM vs EtOAc: EtOAc is less toxic and bioaccumulative; DCM may offer superior extraction for very hydrophobic analytes but at higher environmental/health cost.
• Hexane vs Heptane/Isooctane: Similar nonpolarity; heptane/isooctane provide improved safety profiles with minimal analytical compromise.

Operational improvements:

• Minimize solvent volumes via microextraction (LLE miniaturization, SPME) and SPE with optimized elution.
• Consolidate sample cleanup steps (dispersive SPE) to cut solvent use.
• Employ energy-efficient evaporation (nitrogen blowdown at ambient or low temperatures) to reduce emissions.

Trade-offs: Greener solvents can slightly alter recovery, retention, or detector response. Validate method performance (linearity, recovery, precision) during substitution to maintain data quality.

Pharmaceutical Uses

This product is not an excipient or pharmaceutical ingredient in this catalog context. No pharmacopeial monograph is indicated in the Product Data.

Research-related handling only:

• Intended use: Analytical standard for laboratory research (Product Data: For research use only).
• Do not formulate for human or veterinary administration. Avoid any implication of therapeutic use.

If your laboratory operates under GMP or GLP when handling analytical standards, consult your QA unit for qualification procedures and document control of standards (e.g., receipt, storage at −20 °C, working solution preparation, and expiration management).

Physical Properties

Item-specific physico-chemical specifications are not provided in the Product Data for this SKU. The following are general literature values for temephos to aid method development; they are NOT product specifications.

• Physical state/appearance: Viscous liquid or low-melting solid; hydrophobic (literature)
• Molecular weight: ~466.4 g/mol (literature)
• Melting point: reports vary ~30–31 °C; may present as semi-solid near ambient (literature)
• Boiling point: decomposes; distillation under high vacuum sometimes reported; avoid prolonged heating (literature)
• Density: ~1.3 g/mL at 25 °C (literature, approximate)
• Solubility: Practically insoluble in water; soluble in many organic solvents (e.g., acetone, acetonitrile, toluene, dichloromethane, ethyl acetate) (literature)
• Log Kow: ~5.7–6.0 (literature; highly hydrophobic)
• Vapor pressure: very low at 20–25 °C (literature)
• Hydrolysis: relatively stable in neutral to mildly acidic media; hydrolyzes faster in alkaline conditions (literature)
• UV absorbance: strong aromatic/thiophosphate bands; analytical monitoring often around 230–280 nm depending on solvent/mobile phase (literature)

Item-specific values (water content, residual solvents, stabilizers, UV cutoff, metal content, etc.): Not specified for this item; refer to CoA/Spec Sheet.

Quality & Grades

• Grade/Purity: Analytical standard (Product Data). Analytical standards are intended for quantitative and qualitative calibration/verification in chromatographic and spectrometric methods. Such materials are typically high-purity, with tight controls on identity and assay, and may include documentation for traceability and measurement uncertainty. Always review the CoA for purity, uncertainty, and any reference standard alignment.
• Brand designation: Moligand™ (Product Data). This is an Aladdin product line designation; consult catalog notes for positioning and documentation associated with Moligand™ items.

What to expect for an analytical standard (general guidance):

• Identity confirmation by one or more orthogonal techniques (e.g., NMR, MS, IR) and a defined assay method.
• Information on recommended solvents, potential stabilizers, and handling may be provided in the CoA.
• Batch-specific attributes such as water content, residual solvents, and degradation profile are often reported for standards. For this SKU, any such attributes are: Not specified for this item; refer to CoA/Spec Sheet.

Use considerations:

• Prepare fresh stock solutions gravimetrically where possible to minimize uncertainty.
• Document lot number and expiration/retest date in regulated workflows (e.g., environmental testing for organophosphates).

Reaction & Applications

Primary use for this SKU is as an analytical standard for environmental and residue analysis rather than as a synthetic reagent.

Analytical applications (literature; expand on Manufacturer Applications):

• Method development and calibration for GC-ECD/GC-MS of organophosphorothioates in water, soil, and biota extracts. Typical sample prep includes liquid–liquid extraction or SPE (C18, silica) with nonpolar to mid-polar eluents.
• LC-UV/LC-MS/MS quantitation using reversed-phase columns (C18/C8); gradients with MeCN/H2O often provide retention, potentially with ion-pair or ammonium buffers minimized to maintain MS compatibility.
• Degradate monitoring: Analytical tracking of hydrolysis/oxidation products (e.g., corresponding phosphorothioate/phosphate derivatives) under storage and environmental conditions.

Practical tips:

• Prepare fresh working solutions frequently; avoid repeated freeze–thaw. Store concentrated stocks at −20 °C in MeCN or isooctane in amber vials.
• Avoid strong base during sample prep; alkaline environments accelerate hydrolysis and can bias quantitation.
• Use surrogate/internal standards where appropriate to correct for matrix effects and recovery (e.g., structurally related organophosphates or isotopically labeled analogs, where available).

Note: While temephos is a functional organophosphate, it is not typically employed as a reagent in routine synthetic transformations due to its specialized structure and toxicity profile.

Reaction Conditions

As an analytical standard, “reaction conditions” primarily pertain to sample preparation and instrumental conditions. The following are literature-based, non-binding examples to aid method development; they are NOT product specifications.

• GC-MS/ECD: Prepare standards in isooctane or hexane (1–1000 ng/mL). Split/splitless injection at 250–280 °C; nonpolar to mid-polar columns (e.g., 5% phenyl-methylpolysiloxane). Oven programs often start at 70–90 °C with 10–20 °C/min ramps. Avoid excessive inlet dwell to minimize thermal degradation.
• LC-UV/MS: Reversed-phase C18; mobile phase MeCN/H2O (70:30 to 95:5). Flow 0.2–0.5 mL/min (MS) or 1.0 mL/min (UV). Detection near 230–280 nm (UV) or ESI/APCI MS (often APCI+ favored for neutral hydrophobes). Maintain ≥70% organic to prevent on-column precipitation.
• SPE cleanup: C18 cartridges conditioned with MeOH then water. Load aqueous sample salted (e.g., NaCl). Wash with water, elute with MeCN or EtOAc/MeOH. Alternatively, silica SPE with hexane wash and DCM/EtOAc elution for GC.
• Hydrolytic stability: Handle at neutral pH; avoid >pH 8 during prep. Minimize exposure to strong base and prolonged heat/light to reduce degradate formation.

Validation targets (method): Typical LOQs in water matrices can reach low ng/L with tandem MS or ECD; confirm linearity, recovery, matrix effects, and stability in your specific setup.

Safety & Handling

Item-specific GHS classification, pictograms, and H-statements are not provided in the Product Data. Always consult the SDS supplied with the lot for authoritative information.

General organophosphorothioate safety considerations (literature; not product-specific):

• Hazards: Harmful if swallowed or inhaled; may cause cholinesterase inhibition; very toxic to aquatic life with long-lasting effects. Avoid skin/eye contact and environmental release.
• PPE: Wear lab coat, chemical-resistant gloves (e.g., nitrile), splash goggles; use in a fume hood to avoid inhalation of vapors/aerosols.
• First aid (summary; defer to SDS): Move person to fresh air; rinse skin/eyes with water for ≥15 min upon contact; seek medical attention if symptoms occur. Remove contaminated clothing.
• Storage incompatibilities: Avoid strong bases (accelerate hydrolysis), strong oxidizers, and prolonged exposure to heat and light. Keep container tightly closed to minimize moisture ingress and volatilization.
• Reactivity/instability: Generally stable under recommended storage; slowly hydrolyzes under alkaline conditions producing phosphorothioate/phosphate derivatives.

Product Data—logistics and storage:

• Storage condition: Store at −20 °C (Product Data).
• Shipping: Ice chest + ice pads (Product Data).

Environmental note: Prevent release to drains. Collect residues as hazardous organic waste per institutional and local regulations.

Solvent Selection

Temephos is a highly hydrophobic organophosphorothioate analyte. Solvent choice is central to accurate preparation of standards and to extraction/cleanup in environmental matrices.

• Polarity/miscibility (literature): Insoluble in water; readily soluble in nonpolar to moderately polar organics (e.g., hexane/heptane, toluene, dichloromethane [DCM], ethyl acetate [EtOAc], acetone, acetonitrile [MeCN], methanol).
• Recommended stock solvents (analytical practice):
  • MeCN or acetone for LC-based workflows (good stability, low UV/background).
  • Isooctane, hexane, or toluene for GC workflows (low proticity; good compatibility with ECD/MS detectors).
  • DCM or EtOAc for intermediate concentrates (transfer to final solvent before long-term storage).
• Aqueous compatibility: Poor. For LC, prepare organic-rich diluents (e.g., MeCN with 0–20% water) to avoid precipitation; maintain consistent organic fraction during calibration.
• Adsorption minimization: Use amber glass vials with PTFE-lined caps; pre-rinse containers with the working solvent to reduce hydrophobic adsorption.

Comparison (literature guidance):

• Hexane vs isooctane: Isooctane often reduces evaporative losses and is less odoriferous; hexane provides lower viscosity for injections.
• MeCN vs MeOH: MeCN offers lower viscosity/backpressure in LC and less hydrogen bonding that can alter retention; MeOH may be suitable for UV work but can worsen peak shape for very hydrophobic analytes without modifiers.

Storage & Reconstitution

Item-specific storage and shipping:

• Storage condition: Store at −20 °C (Product Data).
• Shipped: Ice chest + ice pads (Product Data).

General handling for analytical standards (apply to this SKU unless superseded by CoA/SDS):

• Protect from light and moisture. Use amber glass vials with PTFE-lined closures. Flush headspace with inert gas if long-term storage is anticipated.
• Minimize freeze–thaw by preparing single-use aliquots of concentrated stock solutions (e.g., 0.5–2 mg/mL) in acetonitrile (LC) or isooctane/hexane (GC).
• Thaw at room temperature, mix gently; inspect for precipitation or phase separation. If precipitated, warm slightly and sonicate; avoid prolonged heating.
• Stability: Literature indicates improved stability in dry, oxygen-limited, neutral conditions. Avoid alkaline media and elevated temperatures to limit hydrolysis/oxidation.

Reconstitution guidance:

• Solid/semi-solid near ambient temperatures may require gentle warming (30–35 °C) to facilitate transfer. Rinse vessels with small volumes of chosen solvent to ensure quantitative preparation.

Item-specific specifications for stabilizers, peroxide content, water content, or retest/expiry: Not specified for this item; refer to CoA/Spec Sheet.

For research use only (Product Data).

Structure & Identity

Temephos is an organophosphorothioate insecticide featuring two phosphorothioate moieties tethered to a central thioether-bridged para-phenylene unit (a para–phenylenethiobis core). Functionally, it contains dialkyl phosphorothioate esters and aryl–thioether linkages.

• CAS: 3383-96-8 (Product Data)
• PubChem CID: 5392 (Product Data)
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet. (Product Data shows a non-standard placeholder)
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: C16H20O6P2S3 (literature)
• Molecular weight: ~466.4 g/mol (literature)

Structural description (2D):

• Central thioether (–S–) connects two para-substituted phenyl rings.
• Each phenyl is para-substituted by a thio-linked phosphorothioate ester [–S–P(=S)(OCH3)2], giving two O,O-dimethyl phosphorodithioate-like termini (organophosphorothioate).
• No stereocenters; overall molecule is achiral.

Identity notes:

• Synonyms (literature): Abate; O,O,O′,O′-tetramethyl O,O′-thiodi-p-phenylene bis(phosphorothioate).
• Class: Organophosphorothioate; hydrophobic, weakly polar analyte useful as an environmental analytical standard.

All item-specific identifiers supplied with shipped material (label, CoA) should be considered authoritative for this catalog SKU (Analytical standard, Moligand™).

Synthetic Utility

Temephos is not commonly used as a building block or reagent in preparative organic synthesis due to its specialized organophosphorothioate structure and toxicity profile. Accordingly, its synthetic utility in standard transformations is limited.

However, in a research context (literature):

• It can serve as a probe substrate when studying hydrolysis/oxidation of organophosphorothioates (e.g., catalysis with nucleophilic or metal–oxo systems), enabling kinetic and mechanistic investigations of P=S vs P=O reactivity.
• It provides a benchmark compound for testing remediation strategies (advanced oxidation processes, photocatalysis) pertinent to environmental chemistry.

For practical synthetic operations (e.g., as a reagent or protecting group carrier), alternative, safer phosphorus reagents (dialkyl chlorophosphates, phosphoramidites, H-phosphonates) are strongly preferred. For uses centered on analysis, see Reaction & Applications and Application Protocols.

Target Specificity

Not applicable. This product is a small-molecule analytical standard, not a biological targeting reagent (e.g., antibody, enzyme inhibitor supplied for bioassays with defined selectivity claims). No antigen/epitope, clone, isotype, or species reactivity data are relevant.