alpha-Hydroxyacetophenone (HCID 68490)

Names & identifiers

Preferred name: alpha-Hydroxyacetophenone
IUPAC: 2-hydroxy-1-phenylethanone
English name: 2-Hydroxyacetophenone
Molecular formula: C8H8O2
Molecular weight: 136.15

Names & synonyms

582-24-1Ethanone, 2-hydroxy-1-phenyl-alpha-HydroxyacetophenoneMethanol, benzoyl-Acetophenone, 2-hydroxy-omega-Hydroxyacetophenone1-Phenyl-2-hydroxyethanoneDQ1N9R01IADTXSID7060388RefChem:915524DTXCID90423382-Hydroxy-1-phenylethan-1-one

Show more names

2-Hydroxy-1-phenylethanoneBENZOYLCARBINOLGlycolophenonePHENACYL ALCOHOLRARECHEM AL BD 03842-hydroxy-1-ethanone2-Hydroxyacetophenone

Hydroxymethyl phenyl ketone(Hydroxyacetyl)benzene.alpha.-Hydroxyacetophenone.omega.-HydroxyacetophenoneMFCD000418292-Phenyl-2-oxoethanolNSC 171232Acetophenone, .alpha.-hydroxy-

Database identifiers

CAS: 582-24-1
PubChem CID: 68490
DTXSID: DTXSID7060388
ChEBI: CHEBI:28341
UNII: DQ1N9R01IA
EC Number: 209-480-8
Nikkaji: J20.038G

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 114

Physicochemical properties

Melting point: 86 · 86-89 °C (lit.)
Boiling point: 126 °C · 126 °C / 12mmHg
Density: 1.0963 · 1.0963
refractive index: 1.547 · 1.5470 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 13.09 · 13.09±0.10(Predicted)
form: Powder
color: Slightly yellow to orange
Water Solubility: Soluble in water, ether, ethanol, chloroform.
Sensitive: Air & Moisture Sensitive
InChI: 1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2
InChIKey: ZWVHTXAYIKBMEE-UHFFFAOYSA-N
SMILES: OCC(=O)c1ccccc1
LogP: 0.721 · 0.721 (est)
CAS DataBase Reference: 582 · 582-24-1(CAS DataBase Reference)
FDA UNII: 1 N9R01IA · DQ1N9R01IA
NIST Chemistry Reference: «alpha»-Hydroxyacetophenone(582-24-1)
EPA Substance Registry System: 2 · Ethanone, 2-hydroxy-1-phenyl- (582-24-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29144000 · 29144000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29144000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses2-Hydroxyacetophenone can be used to produce 2-hydroxy-1-phenyl-ethanone-(1)-oxime by heating. It is used as pharmaceutical intermediate.

Uses2-Hydroxyacetophenone can be used as a starting material for the synthesis of:Enantioselective 1R-phenyl-1,2-ethanediol in the presence of a rhodium(III) catalyst by asymmetric transfer hydrogenation.Copper(II) complexes of 2-hydroxyacetophenone N-substituted thiosemicarbazones.Chromium, molybdenum, and ruthenium complexes of 2-hydroxyacetophenone Schiff bases.2-Hydroxyacetophenone-aroyl hydrazone derivatives for inhibition of copper corrosion in nitric acid.

Upstream & downstream products

Downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Additional notes

DefinitionChEBI: 2-hydroxyacetophenone is a monohydroxyacetophenone that is acetophenone in which one of the methyl hydrogens has been replaced by a hydroxy group. It is a primary alcohol, a primary alpha-hydroxy ketone and a monohydroxyacetophenone.