This compound belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
External Descriptors
Not available
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.
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare
211.490 g/mol
XLogP3
5.100
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
10
Exact Mass
211.355 Da
Monoisotopic Mass
211.355 Da
Topological Polar Surface Area
20.200 Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
81.200
Isotope Atom Count
25
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
Calcolatori di soluzioni
Molarity Calculator
Determine the necessary mass, volume, or concentration for preparing a solution.
Dilution Calculator
Determine the dilution needed to prepare a stock solution.
Reconstitution Calculator
Recensioni
Recensioni dei clienti
Application Protocols
No item-specific, validated application protocols are provided in the Product Data.
General suggestions for common uses:
GC‑MS internal standard: Prepare a stock (e.g., 1–10 mg/mL) in hexane or iso‑octane. Spike samples at a consistent concentration relative to expected analyte levels. Calibrate response factors across the relevant range.
LC‑MS standard: Dissolve in isopropanol or methanol; for highly aqueous mobile phases, premix with organic and inject minimal volumes to avoid precipitation.
NMR: For 2H NMR confirmation of labeling, acquire spectra in an aprotic solvent (e.g., CDCl3, toluene‑d8) and reference against an external standard.
Adjust concentrations and methods to your instrumentation and regulatory environment. For detailed, item-specific instructions, refer to the CoA/Spec Sheet or your lab’s validated SOPs.
Biological Roles
No item-specific biological data are provided. The following describes general roles of the lauryl (C12) alcohol framework and the utility of deuterated analogues as research tools.
General biochemistry (literature):
Long‑chain primary alcohols can arise from fatty acid reduction pathways and may be incorporated into wax esters and ether lipids.
In membranes and surfactant systems, C12 amphiphiles influence micelle formation and interfacial properties.
Use of deuterated analogues:
Isotopic tracing: 1‑Dodecan‑d25‑ol can be used to track uptake, transformation, and partitioning in complex biological or environmental matrices by MS or IR/Raman, leveraging isotope shifts.
Spectroscopy: Deuteration shifts C–H to C–D stretching bands (approx. 2100–2200 cm−1), opening spectral windows in vibrational microscopy; deuteration also affects NMR relaxation, aiding assignment in complex lipid extracts.
Neutron methods: Enhanced neutron scattering contrast allows probing of structure and dynamics in mixed lipid/surfactant systems.
Notes
This product is designated for research use only (per Product Data) and is not intended for diagnostic or therapeutic use.
Maintain appropriate controls to distinguish isotopic dilution or exchange at the hydroxyl position; carbon‑bound deuterium is generally stable under physiological conditions absent strong catalysis.
Buffer Applications
This compound is a hydrophobic long‑chain alcohol and is not typically used to prepare aqueous buffer systems. If introduced into buffered systems (e.g., for biochemical assays), it generally requires:
Solubilization aids: Cosolvents (e.g., ethanol, isopropanol) or nonionic surfactants to achieve dispersion.
Low final concentrations: To avoid surfactant-like perturbation of proteins/membranes, maintain minimal percentages of organic cosolvent and verify compatibility with the assay.
For pH‑control or classical buffering needs, refer to dedicated buffer reagents (phosphate, Tris, HEPES, etc.).
Green Alternatives
For 1‑dodecan‑d25‑ol itself (a labeled standard), direct “green” substitutes are limited because isotopic fidelity is usually essential. However, greener choices can be made for solvents and reagents used with it.
Greener solvent choices when preparing/using standards:
Replace chlorinated solvents (e.g., DCM) with cyclopentyl methyl ether (CPME), 2‑methyltetrahydrofuran (2‑MeTHF), or ethyl acetate when chromatographic method allows.
For GC sample prep, iso‑octane or heptane can substitute for hexane to reduce benzene-range impurities; heptane has a slightly higher flash point.
TEMPO/bleach (NaOCl) in biphasic media as a greener alternative to chromium(VI) oxidants for converting the alcohol to aldehyde/acid.
Steglich esterification (DCC/DMAP) can be replaced by catalytic DMAP with green coupling agents like CDI in greener solvents (e.g., 2‑MeTHF, EtOAc), or enzymatic esterifications in solvent‑free systems.
Comparison (general guidance):
DCM vs CPME or 2‑MeTHF: CPME/2‑MeTHF offer lower toxicity and better safety profiles; both are hydrophobic enough to dissolve long‑chain alcohols.
Hexane vs Heptane: Heptane has a higher flash point and reduced neurotoxicity concerns.
Trade‑offs: Method revalidation is typically required when changing solvents, and MS baselines/ionization efficiencies may differ.
Pharmaceutical Uses
No item-specific pharmacopeial grade or excipient designation is provided for this deuterated material.
General context (literature/industry):
Protiated lauryl alcohol (1‑dodecanol) is used industrially in topical formulations and as an emulsifier/co‑emulsifier component due to its amphiphilicity and structuring effects in creams and ointments.
Deuterated analogues such as 1‑dodecan‑d25‑ol are primarily research tools, e.g., isotope‑labeled internal standards for analytical quality control of excipients or for formulation microstructure studies by spectroscopic methods.
Item‑specific statements:
Excipient status/compendial listing: Not specified for this item; refer to CoA/Spec Sheet.
Purity and residual solvent specifications suitable for cGMP use: Not specified for this item; refer to CoA/Spec Sheet.
Recommendation: If considering this material in a regulated manufacturing context (e.g., as an analytical standard), confirm isotopic enrichment, chemical purity, residual solvents, and trace impurities against your method validation and compliance requirements.
Physical Properties
Item-specific specifications are not provided in the Product Data for this deuterated isotopologue. Values below are literature/computed and primarily reference the unlabeled analogue (1‑dodecanol); isotopic substitution to deuterium usually causes only minor shifts in bulk properties.
Appearance (item-specific): Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight (computed for C12D25HO): ~211.49 g/mol (literature/computed)
Melting point (1‑dodecanol, literature): ~24–26 °C (solid/waxy near room temperature)
Boiling point (1‑dodecanol, literature): ~259–262 °C at 1 atm
Density (1‑dodecanol, literature): ~0.830–0.835 g/mL at 25 °C
Refractive index n20D (1‑dodecanol, literature): ~1.446–1.449
Water solubility (1‑dodecanol, literature): very low; reported on the order of 1–10 mg/L at 25 °C; forms emulsions with surfactants
Miscibility (general): Miscible with nonpolar and moderately polar organics (e.g., hexane, toluene, diethyl ether, dichloromethane, THF, alcohols)
Vapor pressure (1‑dodecanol, literature): very low (<0.01 mmHg at 25 °C)
Notes
Deuteration can slightly increase melting/boiling points and density relative to protiated material, but changes are typically within a few percent.
Item-specific QC attributes (water, peroxide, metals, UV cutoff): Not specified for this item; refer to CoA/Spec Sheet.
Quality and Grades
Grade/Purity (item-specific): Not specified for this item; refer to CoA/Spec Sheet.
Deuterium enrichment: Not specified for this item; refer to CoA/Spec Sheet. Perdeuterated alcohols are commonly supplied at high atom % D; verify exact enrichment on the CoA for quantitative applications (e.g., mass spectrometry).
What the grade typically implies (general guidance):
Isotopic reagents are often offered with certified isotopic purity (atom % D), chemical purity (GC/LC area %), and residual solvent/water limits. For quantitative MS/NMR, both chemical purity and isotopic distribution (M+1, M+2, etc.) matter.
If offered as GC/MS or LC/MS grade, expect control of volatile/nonvolatile residues and low background that can interfere with chromatographic baselines; if not stated, confirm via CoA.
Stabilizers: Not specified for this item; refer to CoA/Spec Sheet. Long‑chain alcohols are typically supplied neat without stabilizers.
Documentation: Lot‑specific CoA should include chemical purity, isotopic enrichment, and where applicable residual solvents and water by Karl Fischer.
Recommendation: For isotope‑dilution quantitation, match the labeled analyte’s chain length and functionality exactly (here: C12 primary alcohol) and verify enrichment and purity thresholds required by your method validation.
Reaction and Applications
This deuterated primary alcohol serves mainly as an isotopic standard/tracer, but it also participates in the typical chemistry of long‑chain alcohols.
Analytical/isotopic applications:
Internal standard for GC‑MS and LC‑MS quantification of lauryl alcohols, fatty alcohols, and related surfactant components (mass shift ~+25 Da vs. protiated analogue facilitates selective MS detection).
Tracer in metabolic, environmental fate, and surface science studies to distinguish exogenous material from background.
NMR standard for relaxation/diffusion studies in hydrophobic matrices; enhanced contrast in neutron scattering due to deuterium.
Synthetic transformations (general):
Esterification: Fischer (H2SO4), Steglich (DCC/DMAP), or acid chloride routes to laurate esters without loss of carbon‑bound deuterium.
Ether formation: Williamson ether synthesis via lauryloxide (generated with NaH/Na/K) and alkyl halides.
Activation: Tosylation/mesylation (TsCl/MsCl + base) to give good leaving groups for SN2.
Oxidation: TEMPO/bleach, Dess–Martin, or Swern to the corresponding aldehyde (dodecanal) and further to lauric acid if desired.
Surface and materials uses:
Formation of self‑assembled monolayers on oxide or polymer surfaces; isotopic label aids spectroscopic discrimination.
Note: Avoid strongly protic/acidic conditions if OD labeling is desired; this SKU name indicates the hydroxyl proton is protium, so exchange is not a concern for carbon‑bound deuterium under ordinary conditions.
Reaction Conditions
General literature guidance for transforming long‑chain primary alcohols; adapt to your substrate, scale, and safety protocols.
Alkoxide formation (for Williamson ether):
Base: NaH (60% in mineral oil) or Na/K metal; 0–25 °C, anhydrous THF/DMF/2‑MeTHF; typical times 0.5–2 h for alkoxide formation, then add alkyl halide and heat as needed (40–80 °C). Yields often 60–90% depending on electrophile.
Esterification:
Fischer: Carboxylic acid (1–1.5 eq), catalytic H2SO4 or p‑TsOH, toluene or cyclohexane, Dean–Stark, reflux 4–24 h. Alternatively, use acid chlorides with pyridine/Et3N at 0–25 °C.
Steglich: Acid (1.0 eq), DCC (1.1 eq), DMAP (0.1 eq), CH2Cl2 or EtOAc, 0–25 °C, 2–16 h; workup removes DCU by filtration.
Tosylation/mesylation:
TsCl (1.1–1.5 eq), pyridine or Et3N, 0–25 °C, 2–6 h; or MsCl under similar conditions. Products engage in SN2 at 40–80 °C in polar aprotic solvents.
Oxidation:
TEMPO/NaOCl (pH ~9, biphasic) at 0–5 °C for aldehyde; longer/stronger conditions for acid. Swern (DMSO/oxalyl chloride, −78 to −30 °C) or DMP (CH2Cl2, 0–25 °C) offer mild, anhydrous alternatives.
Workup/handling notes:
Long‑chain products can be waxy; use warm solvents and minimal silica to mitigate tailing. Hexanes/EtOAc gradients or reverse‑phase methods improve purification.
Labeling integrity: Carbon‑bound deuterium is generally retained under these conditions. Verify isotopic distribution by HRMS or 2H NMR after transformation.
Safety and Handling
Safety information specific to this catalog item is not provided in the Product Data. Always consult the SDS for authoritative guidance.
GHS classification, signal word, pictograms, H‑statements: Not specified for this item; refer to SDS.
General hazards (literature, analogous to long‑chain fatty alcohols):
Low volatility, combustible liquid/solid (depending on room temperature).
May cause skin and eye irritation on contact; prolonged exposure may cause defatting of skin.
Personal protective equipment (good laboratory practice):
Wear lab coat, appropriate gloves (e.g., nitrile), and safety glasses or face shield.
Use in a well‑ventilated area; avoid aerosol generation. For preparative heating, use a fume hood.
Incompatibilities and reactivity (general):
Strong oxidizers (risk of exothermic reaction/oxidation to acids).
Acid chlorides/anhydrides form esters; bases can form alkoxides.
First aid (general):
Skin: Wash with soap and water; remove contaminated clothing.
Eyes: Rinse cautiously with water for several minutes; seek medical attention if irritation persists.
Inhalation: Move to fresh air; seek attention if symptoms occur.
Ingestion: Rinse mouth; do not induce vomiting; seek medical attention.
Fire safety: Use CO2, dry chemical, or foam. Water spray may be used to cool containers.
Special note on isotopic integrity: Avoid unnecessary exposure to strongly acidic/basic aqueous media if maintaining isotopic labeling context is important for your study (OH proton exchanges readily; carbon‑bound deuterium is generally non‑labile).
Solvent Selection
As a long‑chain primary alcohol, 1‑dodecan‑d25‑ol is highly hydrophobic with very low water solubility. Choose solvents based on your application and analytical platform.
Polarity and miscibility (general/literature):
Effectively nonpolar to weakly polar; mixes well with nonpolar and moderately polar organics (hexane, heptane, toluene, diethyl ether, MTBE, CPME, dichloromethane, chloroform, THF, lower alcohols).
Poorly soluble in acetonitrile and DMF at room temperature unless warmed or diluted with nonpolar cosolvents.
Analytical use:
GC/GC‑MS: Prepare stock solutions in nonpolar solvents (hexane, iso‑octane) to match matrix and column phase; avoid high‑boiling solvents that can tail on apolar columns.
LC/LC‑MS: Due to hydrophobicity, use strong organic eluents (e.g., isopropanol, methanol with 0.1% formic acid if compatible). Consider adding a small fraction of DCM or MTBE for sample prep; ensure instrument compatibility.
Sample handling tips:
Warm gently (30–35 °C) to fully liquefy if partially solid near room temperature (literature mp ~24–26 °C for unlabeled analogue).
For exact isotope accounting in NMR, avoid protic solvents if observing exchange at the OH; carbon‑bound deuterium is non‑labile.
Comparison note: Relative to shorter alcohols (C1–C8), solubility in polar media is much lower; select nonpolar carriers for consistent recoveries.
Storage and Reconstitution
Storage conditions (item-specific): Room temperature (per Product Data). Store in a tightly sealed container to minimize adventitious moisture and contamination. Protect from strong oxidizers.
Shipped in: Not specified for this item; refer to CoA/Spec Sheet.
Form: Not specified for this item; refer to CoA/Spec Sheet. Long‑chain alcohols may be waxy solids or low‑melting liquids near room temperature.
Handling:
If solidified, warm gently to 30–35 °C to liquefy before aliquoting; avoid overheating.
Work under dry conditions if preparing alkoxides or moisture‑sensitive derivatives.
Reconstitution/stock solutions:
Prepare concentrates in nonpolar or moderately polar organic solvents (e.g., hexane, toluene, isopropanol) compatible with your method. Record solvent and concentration for traceability in isotopic quantitation.
Avoid prolonged storage in strongly protic or strongly basic media if maintaining specific isotopic contexts is critical.
Stability:
Long‑chain alcohols are generally stable at ambient temperature. For long‑term storage, consider inert‑gas headspace and ambient‑dark conditions to limit oxidation.
Research Use Note: For research use only (per Product Data). Refer to the SDS and CoA for lot‑specific quality and safety information.
Structure and Identity
1‑Dodecan‑d25‑ol is the perdeuterated isotopologue of lauryl alcohol with deuterium on the carbon backbone and protium on the hydroxyl group. Ideal for use as an isotopic internal standard and tracer.
Item-specific identifiers (from Product Data):
SKU: D471945
Product Name: 1-Dodecan-d₂₅-ol
CAS: 160776-83-0
PubChem CID: 12215324
InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
SMILES: Not specified for this item; refer to CoA/Spec Sheet.
Structural features (general/literature description):
Backbone: Linear C12 aliphatic chain (lauryl) terminating in a primary alcohol (–CH2–OH).
Isotopic labeling: 25 deuterium atoms on the hydrocarbon chain; hydroxyl hydrogen is protium.
Stereochemistry: Acyclic, achiral in its most common conformation.
2D description in words: A straight twelve‑carbon chain with an OH group at C1; all carbon-bound hydrogens are deuterium in the labeled isotopologue.
Formula and mass (computed for the labeled isotopologue; literature/computed):
Empirical formula: C12H1D25O (often written C12D25HO)
Exact monoisotopic mass (approx., using 2H = 2.0141): ~211.49 g/mol
Note: Structural identifiers for the exact isotopologue can vary by notation; consult the CoA/SDS for definitive item-specific identifiers.
Synthetic Utility
1‑Dodecan‑d25‑ol combines the reactivity of a primary alcohol with the analytical advantages of a deuterium label.
Functional group behavior (general):
Nucleophile after deprotonation to the alkoxide (SN2 etherifications, carbonate/thiocarbonate formation).
Electrophile upon activation (tosylate/mesylate) enabling chain extension, azide substitution (→ dodecyl azide), or halide exchange.
Esterification with carboxylic acids to produce labeled esters, surfactants, and lipid mimetics.
Oxidation to the corresponding aldehyde/acid while retaining carbon‑bound deuterium labeling.
Isotopic value:
Transfers the lauryl fragment as a labeled moiety into products, enabling fate mapping and MS confirmation by characteristic mass shifts and isotope patterns.
Useful in mechanistic kinetic isotope studies at the benzylic/allylic positions in other systems; in saturated chains, primary C–D KIEs are modest but can still be probed in hydrogen abstraction chemistry.
Retrosynthetic considerations:
Provides a convenient labeled C12 building block for making dodecylated materials (ammonium salts, sulfates, phosphates) where the hydrophobe is the analytical handle.
Note: Maintain anhydrous, neutral to mildly basic conditions when preserving labeling is critical. Strong acid/base or heterogeneous catalysis at high temperature can, in rare cases, promote exchange or scrambling in reactive intermediates; verify labeling post‑reaction by MS/NMR.
Target Specificity
Not applicable. This product is a small‑molecule isotopically labeled alcohol, not a biological targeting reagent. No antigen/epitope, clone, isotype, or species reactivity data are associated with this item in the Product Data.
We use cookies to ensure the website functions properly and, where permitted, to improve your experience. You can manage your preferences at any time in Settings. Learn more in our Cookie Policy.
Shall we send you a message when we have discounts available?
Remind me later
Thank you! Please check your email inbox to confirm.
Products are supplied to verified businesses, institutions, and qualified professionals for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
