File:Alkohol_benzylowy.svg · Wikimedia Commons · See Wikimedia Commons
benzyl alcohol
Sign in to saveAlso known as alpha-hydroxytoluene, phenylcarbinol, hydroxymethylbenzene, phenylmethyl alcohol, (hydroxymethyl)benzene, benzenecarbinol, benzylic alcohol, alpha-toluenol
chemical compound
OverviewAI-generated
Benzyl alcohol, also identified as phenylmethanol, is a chemical compound with the formula C₇H₈O. It has a mass of 108.058 and a boiling point of 205.31. The substance exhibits a density of 1.0419 and a melting point ranging from -15 to -15.5. Its pKa is 15.4, and it possesses an electric dipole moment of 1.71.
Physical properties include a refractive index of 1.5396, a surface tension of 31.37, and a dynamic viscosity of 5.47. The compound has a vapor pressure of 0.015 and a flash point of 93. Its autoignition temperature is 436, while its thermal conductivity is 0.159. Solubility is listed as 0.8, and the partition coefficient for water/octanol is 1.05.
In chemical databases, benzyl alcohol is associated with a PubChem CID of 244 and a weight of 108.14. It has one hydrogen bond donor and one hydrogen bond acceptor, with a topological polar surface area of 20.2. The compound is referenced by 218 other encyclopedia articles and has 5423 associated PubMed entries.
Synthesized by Vinony from 33 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C7H8O
- Molecular weight
- 108.14 g/mol
- IUPAC name
- phenylmethanol
- SMILES
- C1=CC=C(C=C1)CO
- InChIKey
- WVDDGKGOMKODPV-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2009
- Admin. routes
- topical
- Indications
- parasitic infection, otitis externa, lice infestation
via ChEMBL · EBI
Research
5,423 papers- Benzyl alcohol: a covert fragrance.Dermatitis : contact, atopic, occupational, drug · 2007
- Benzyl alcohol poisoning.American journal of diseases of children (1960) · 1983
- Is benzyl alcohol a significant contact sensitizer?Journal of the European Academy of Dermatology and Venereology : JEADV · 2022
- Safety Assessment of Benzyl Alcohol, Benzoic Acid and its Salts, and Benzyl Benzoate.International journal of toxicology · 2017
- Fragrance material review on benzyl alcohol.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2012
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 108.058
- Autonomy
- 436
- Has use
- medication
Show 21 more facts
- found in taxon
- Vitis vinifera
- chemical formula
- C₇H₈O
- described by source
- Encyclopædia Britannica 11th edition
- Commons category
- Benzyl alcohol
- World Health Organisation international non-proprietary name
- benzyl alcohol
- canonical SMILES
- C1=CC=C(C=C1)CO
- boiling point
- 205.3
- density
- 1.0419
- melting point
- -15.5
- pKa
- 15.4
- subject has role
- local anesthetic
- electric dipole moment
- 1.71
- ionization energy
- 8.50
- refractive index
- 1.5396
- partition coefficient water/octanol
- 1.05
- phase point
- critical point
- surface tension
- 27.67
- dynamic viscosity
- 1.055
- thermal conductivity
- 0.154
- vapor pressure
- 0.015
- flash point
- 93
Sources (5)
via Wikidata · CC0
~7 min read
Encyclopedic overview
Benzyl alcohol (also known as α-cresol) is an aromatic alcohol with the formula C7H8O or C6H5CH2OH. The benzyl group is often abbreviated "Bn" (not to be confused with "Bz" which is used for benzoyl), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is useful as a solvent for its polarity, low toxicity, and low vapor pressure. Benzyl alcohol has moderate solubility in water (4 g/100 mL) and is miscible in alcohols and diethyl ether. The anion produced by deprotonation of the alcohol group is known as benzylate or benzyloxide.
Natural occurrences
Excerpted from Wikipedia’s “benzyl alcohol” article, available under the CC BY-SA 4.0 licence.