Bisphenol A diglycidyl ether phenol-diol-d , CAS No.B1440022

CAS: B1440022 Cat. No.: B1440022 Formula: C₁₈H₈D₁₄O₄ Peso molecolare: 316.45

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Panoramica

Bisphenol A diglycidyl ether phenol-diol-d 14 is deuterium labeled 4-Hydroxy Bisphenol A (2,3-Dihydroxypropyl) Ether.

Specifications

Condizioni di conservazione di stoccaggio

Store at -20°C

Spedito in

Ice chest + Ice pads

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Nomi e identificatori

Peso molecolare

316.45

Application Protocols

No manufacturer-tested biological application protocols (e.g., WB, IHC, IF, FC) are applicable to this chemical reagent.

General laboratory usage examples (non-product-specific; adapt as needed):

• LC–MS internal standard prep: Weigh an appropriate amount into a dry amber vial; dissolve in acetonitrile or DMSO to prepare a 1–10 mg/mL stock. Store aliquots at ≤−20 °C. Spike working solutions at a fixed concentration relative to the unlabeled analyte.
• Cure kinetics study: Combine with a selected amine hardener at a defined epoxide:amine equivalent ratio; mix under dry nitrogen; monitor by DSC/DEA or FTIR (epoxide band near ~915 cm−1 decrease; literature) through a staged cure profile.

These are illustrative only. For validated, item-specific protocols and recommended concentrations, consult your internal SOPs and the item’s CoA.

Biological Roles

This product is an epoxy monomer/oligomer intended for research and materials science. It does not serve a biological role in living systems.

General scientific context (not product-specific and not a clinical claim):

• Bisphenol A diglycidyl ether–type molecules are synthetic and used to create thermoset polymer networks; they are not metabolites or cofactors.
• Deuterated analogs are employed as internal standards in bioanalytical method development for research on migration or exposure pathways, where isotopic labeling improves quantitation through isotope dilution mass spectrometry. Such studies are non-clinical and require appropriate ethical and regulatory oversight.

No biological function, signaling role, or metabolic pathway relevance is attributed to this item. Users seeking biochemical reagents (buffers, substrates, cofactors) should consult other catalog categories specialized for life science reagents.

Research use only: As stated, this product is for research use only and is not intended for diagnostic or therapeutic applications.

Buffer Applications

Not typically applicable. Epoxy monomers like bisphenol A diglycidyl ether derivatives are insoluble or unstable in aqueous buffer systems and are not used to prepare biological buffers.

Guidance:

• If trace amounts must be handled in aqueous media for analytical extraction or cleanup, keep pH near neutral, limit contact time, and avoid strong acids/bases that catalyze epoxide ring opening.
• For chromatography-related buffers, prepare organic-rich mobile phases (e.g., acetonitrile/water with volatile salts) and validate stability of the analyte and deuterated internal standard under the chosen conditions.

For buffer formulations, consider dedicated buffering agents (phosphate, Tris, HEPES, etc.) available in separate catalog sections.

Green Alternatives

Sustainability considerations focus on both solvent selection and resin choice.

Greener processing solvents (literature):

• 2-Methyltetrahydrofuran (2-MeTHF) and cyclopentyl methyl ether (CPME) offer lower toxicity and improved safety relative to chlorinated solvents. Ethyl acetate and propylene carbonate are additional options with favorable environmental profiles.

Resin alternatives (context):

• Bio-based epoxies (e.g., epoxidized plant oils, lignin- or cardanol-derived epoxies) can reduce reliance on bisphenol A feedstocks. However, they typically differ in Tg, modulus, and chemical resistance; direct substitution may not match performance.

Comparison snapshot (general; not item-specific):

• DCM/chloroform vs 2-MeTHF/CPME: ethers reduce halogenated waste and often allow closed-loop recovery; they may change cure rates/solubility.
• Acetone vs ethyl acetate: both are common; ethyl acetate is less volatile and can be preferable for worker exposure control.
• BADGE vs bio-based epoxy: bio-based systems offer lower BPA content but may require reformulation of hardeners and cure schedules to achieve target properties.

Implementation tips:

• Pilot substitutions at small scale to validate cure kinetics, viscosity, and film formation.
• Verify analytical compatibility if using deuterated standards—matrix effects can shift when changing solvent or resin backbones.

Pharmaceutical Uses

This product is not an excipient or active pharmaceutical ingredient. It is offered for laboratory research use only.

Contextual notes (general, non-clinical):

• Deuterated analogs of industrial chemicals are sometimes employed as internal standards in quality control or analytical method development supporting manufacturing environments (e.g., extractables/leachables studies of packaging or processing equipment). In such cases, the compound serves solely as an analytical calibration aid, not as a formulation component.
• If used in GMP-supporting analytical labs, ensure traceability: document isotopic enrichment, lot consistency, and storage conditions. Reference methods typically rely on isotope dilution mass spectrometry.

Compliance reminder:

• No therapeutic, diagnostic, or clinical use is implied. Follow institutional procedures for handling industrial epoxy monomers and ensure appropriate safety assessments when analytical standards are used around pharmaceutical production lines.

Physical Properties

Item-specific properties (as sold):

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Literature/general properties for the BADGE (DGEBA) family (not product specifications):

• Typical physical form: viscous liquid or low-melting solid depending on oligomer content and purity; glassy solid on cooling is common for high-purity monomer.
• Density: ~1.1–1.2 g/mL at 25 °C (literature, varies with grade/oligomer content).
• Refractive index: nD ~1.57–1.59 (literature, typical for aromatic epoxies).
• Solubility: miscible with many polar aprotic organic solvents (acetone, MEK, THF, DCM, DMF), limited solubility in water; epoxide ring slowly hydrolyzes in aqueous/basic media (literature).
• Viscosity: strongly temperature dependent; can drop an order of magnitude between 25 and 60 °C (literature trend).
• Boiling point/decomposition: monomer tends to thermally polymerize/decompose before a clean normal boiling point; vacuum distillation possible in specialized setups (literature).

Important cautions:

• The above ranges are provided for general context only. Do not treat them as item specifications. For verified physical constants (including isotopic labeling level, residual solvents, exact viscosity), consult the item’s CoA/Spec Sheet and SDS.

Quality and Grades

Item-specific grade/purity: Not specified for this item; refer to CoA/Spec Sheet.

Context and expectations for this class of materials:

• Grade meaning: Epoxy monomers may be offered as analytical, research, or materials grades. Higher grades emphasize low hydrolyzables, controlled epoxide equivalent weight (EEW), and low ionic/metal contaminants—important for reproducible curing kinetics and electrical properties.
• Isotopic labeling: For deuterium-labeled analogs, quality often includes a stated isotopic enrichment (atom % D) and labeling position(s). These details critically impact mass spectrometry or tracer studies. Since this item’s exact labeling is not specified, consult the CoA for enrichment, labeling map, and any stabilizers.
• Stabilizers: Some epoxy monomers are supplied unstabilized; others may include inhibitors or dehydration agents to suppress hydrolysis/polymerization. If present, the stabilizer identity and level should be listed on the CoA.
• Analytical controls: Typical QC parameters include EEW, epoxide content (%), viscosity at specified temperature, residual solvents, water content (Karl Fischer), and UV absorbance profile for analytical use. These are not provided here and should be obtained from the Spec Sheet.

Recommendation: Use the same lot for a complete study when quantitative comparisons are needed, especially in isotopic labeling experiments.

Reaction and Applications

Use domain: Research on epoxy chemistry, polymer networks, and analytical quantification. The deuterium label (phenol-diol-d) suggests utility as an internal standard or mechanistic tracer in curing, degradation, or migration studies.

Typical reaction families (literature, for BADGE epoxides):

• Nucleophilic ring opening of epoxides by amines (primary/secondary) to form beta-hydroxy amines; foundational for thermoset curing.
• Anhydride curing (often with imidazole or tertiary amine catalysts) to yield ester linkages.
• Thiol–epoxy click reactions under base or photobase catalysis for rapid network formation.
• Alcoholic ring opening (acid/base catalyzed) leading to diol ethers; basis for toughening/chain extension.

Applications:

• Calibration/quantitation: Deuterated analogs aid LC–MS/GC–MS quantification of BADGE and derivatives in materials research (matrix-matched quantitation) and migration testing (non-clinical, research).
• Mechanistic probes: Track diffusion, cure conversion, and degradation pathways via isotopic tracing.
• Model networks: Create stoichiometrically defined curing experiments to study kinetics, glass transition (Tg), and crosslink density.

Practical tips:

• Maintain low moisture to control epoxide content; confirm epoxide equivalent weight (EEW) before kinetic studies.
• Degas solutions when measuring cure kinetics calorimetrically (DSC/DEA) to reduce bubbles.
• For isotopic integrity, minimize protic solvents and prolonged exposure to acidic/basic conditions that could promote H/D exchange at labeled positions.

Reaction Conditions

General literature guidance for bisphenol A diglycidyl ether (not item-specific; optimize to your system):

Epoxy–amine curing:

• Solvents: neat, or in acetone, 2-MeTHF, toluene, or DMF (anhydrous). Avoid strongly protic media.
• Temperature: 25–120 °C depending on amine structure (aliphatic can cure at ambient; aromatic often requires heat).
• Catalysts: tertiary amines or imidazoles to accelerate cure; 0.1–2 wt% typical.
• Notes: Exothermic; use staged temperature ramps. Post-cure at 120–160 °C can increase Tg.

Anhydride curing:

• Solvents: non-protic, e.g., acetone, CPME, toluene.
• Temperature: 80–150 °C with catalysts (imidazoles, tertiary amines, phosphonium salts).
• Stoichiometry: epoxide:anhydride ~1:0.8–1.2 equivalents; optimize for properties.

Thiol–epoxy click:

• Base catalysis (e.g., DBU, TBD) or photobase generators.
• Temperature: ambient to 60 °C; fast gelation is common.

Analytical applications (deuterated standard):

• Stock solutions: prepare in acetonitrile or DMSO at known concentration; store cold and anhydrous.
• LC–MS: use neutral to slightly acidic mobile phases to limit on-column reaction; validate ionization behavior relative to unlabeled analyte.

Warning: The above are representative conditions from literature. This item’s purity, isotopic enrichment, and any stabilizers are not specified; consult the CoA and perform small-scale trials.

Safety and Handling

Item-specific hazard data:

• Signal Word: Not specified for this item; refer to SDS.
• H-Statements: Not specified for this item; refer to SDS.
• GHS Classification: Not specified for this item; refer to SDS.
• Pictograms: Not specified for this item; refer to SDS.

General safety information for epoxy monomers (literature/typical for BADGE-type materials; not product-specific):

• Hazards: skin/eye irritant, skin sensitizer (allergic dermatitis risk upon repeated exposure); harmful to aquatic life; epoxide functionality is reactive toward nucleophiles.
• PPE: chemical-resistant gloves (e.g., nitrile), lab coat, safety goggles/face shield. Use in a fume hood to minimize inhalation of vapors/aerosols.
• Handling: avoid contact with skin; prevent moisture and base contamination to limit premature ring opening. Use dedicated tools to avoid cross-contamination with amine hardeners.
• First aid (overview): skin—wash with soap and water; remove contaminated clothing. Eyes—rinse with water for 15+ minutes. Inhalation—move to fresh air. Ingestion—rinse mouth; seek medical attention. Always follow the SDS.
• Incompatibilities: strong bases, strong acids, amines, thiols (initiate exothermic ring-opening); oxidizing agents; prolonged exposure to moisture.
• Thermal risks: heating with amines/anhydrides can lead to exotherms during curing; scale carefully and provide heat dissipation.

Always defer to the official SDS for authoritative hazard, exposure limits, spill control, and waste disposal guidance.

Solvent Selection

Applicability: As a bisphenol A diglycidyl ether–type epoxy monomer/oligomer, this compound is typically processed and analyzed in organic solvents; it is not water-miscible and hydrolyzes under aqueous basic conditions.

General solvent behavior for BADGE-class materials (literature):

• Polar aprotic solvents: acetone, MEK, acetonitrile, ethyl acetate, THF, DCM, chloroform, DMF, DMSO—good solubility and manageable viscosity.
• Aromatics/ethers: toluene, CPME, 2-MeTHF—useful for coatings and greener processing alternatives.
• Alcohols: methanol/ethanol can react slowly with epoxides under acidic/basic catalysis; use cautiously.
• Water: poor solubility; ring opening and emulsification issues possible with bases.

Selection guidance:

• For analytical sample prep (e.g., LC–MS with deuterated standards): acetonitrile or methanol/water mixtures (keep neutral pH, minimize residence time) may be used; DMSO is suitable for stock solutions.
• For formulation/curing studies: choose solvents that do not compete with curing chemistry (e.g., avoid strong nucleophiles); acetone, 2-MeTHF, or toluene are common processing media.
• Drying: use anhydrous grades; pre-dry with molecular sieves (3 Å or 4 Å) to limit hydrolysis.

Note: No item-specific solvent compatibility is provided; verify solubility and stability empirically and consult the CoA/SDS.

Storage and Reconstitution

Item-specific storage and shipping (from Product Data):

• Storage Conditions: Store at −20 °C.
• Shipped In: Ice chest + Ice pads.

General handling and reconstitution guidance for BADGE-type materials (not product specifications):

• Protect from moisture and light. Store in tightly sealed, dry containers (preferably amber glass) under inert gas if possible.
• Warm gently to room temperature before opening to minimize condensation. If highly viscous or semi-solid, warm to 30–40 °C to facilitate transfer—avoid overheating.
• For analytical stocks, prepare solutions in dry acetonitrile or DMSO, aliquot into dry vials, and keep at −20 °C. Minimize freeze–thaw cycles to preserve epoxide content and isotopic integrity.
• If long-term storage is required, periodic QC (e.g., epoxide content by titration or 1H/13C NMR; isotopic enrichment by MS) is recommended.

Disposal: Follow local regulations and the SDS. Epoxy residues and contaminated materials should be collected as hazardous organic waste.

Note: Any stabilizers, water content limits, or specific reconstitution procedures for this item are not specified; refer to the CoA/Spec Sheet.

Structure and Identity

Overview: This product name suggests a bisphenol A diglycidyl ether (BADGE/DGEBA) framework incorporating a phenolic diol that is deuterium-labeled (phenol-diol-d), typically used as an isotopically labeled epoxy monomer/oligomer standard in materials or analytical studies.

Item-specific identifiers (from Product Data):

• CAS: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular Weight: Not specified for this item; refer to CoA/Spec Sheet.

Structural features (general/literature for bisphenol A diglycidyl ether class):

• Functional groups: two terminal epoxide (glycidyl) rings connected via an ether linkage to a bisphenol A core; internal aromatic rings joined through an isopropylidene bridge.
• Isotopic label: “phenol-diol-d” implies deuterium substitution at phenolic OH positions or adjacent positions in the phenolic diol moiety; exact labeling pattern is item-specific (consult CoA/Spec Sheet).
• 2D description: two epoxide rings (three-membered oxirane) attached via –O–CH2–CH–CH2–O– linkers to each p-phenoxy position of a 2,2-bis(4-hydroxyphenyl)propane backbone.

Notes:

• Without item-specific structure strings, the above description is a general depiction of the BADGE family and should not be used as a definitive representation of this exact labeled material.

Synthetic Utility

Role in synthesis (general for BADGE-type diepoxides; not item-specific):

• Electrophilic building block: Each glycidyl epoxide enables regioselective ring-opening with nucleophiles (amines, thiols, alcohols), affording beta-hydroxy adducts. This underpins polymer curing and can also be leveraged to prepare small-molecule adducts and model oligomers.
• Crosslink precursor: Bifunctionality supports network formation and block copolymer modification (e.g., epoxy–amine, epoxy–thiol click).
• Isotopic tracer: The deuterated phenolic diol motif allows incorporation of a mass shift to trace fate and reaction pathways, distinguish analyte from matrix, and correct ionization variability in MS.

Named/representative transformations (literature):

• Epoxy–amine curing (room temperature to 120 °C) yielding secondary/tertiary alcohols along polymer backbones.
• Thiol–epoxy Michael-type additions under base catalysis for rapid, orthogonal click chemistry.
• Acid- or base-catalyzed alcoholysis to generate tailored diol ethers and chain-extended species.

Practical considerations:

• Control moisture and basic impurities to preserve epoxide content prior to use.
• Verify epoxide equivalent weight (EEW) before stoichiometric reactions.
• For isotopically labeled material, avoid conditions that may induce H/D exchange at labile positions.

Target Specificity

Not applicable. This product is a chemical reagent (epoxy monomer/oligomer), not a biological targeting agent (e.g., antibody, ligand, inhibitor). No antigen, epitope, species reactivity, clone, or isotype information is relevant.

For analytical specificity in isotope-dilution workflows, consult method validation data (matrix effects, recovery, coelution) rather than biological target specificity.

Domande frequenti

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is B1440022, the molecular formula is C18H8D14O4, and the molecular weight is 316.45 g/mol.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.