CAS 875-59-2 4-Hydroxy-2-methylacetophenone (HCID 70133)

Overview

4-hydroxy-2-methylacetophenone is a member of the class of acetophenones that is acetophenone substituted by a hydroxy group at position 4 and a methyl group at position 2 respectively. It has a role as a metabolite. It is a member of acetophenones and a member of phenols.

Names & identifiers

Preferred name: 4-Hydroxy-2-methylacetophenone
IUPAC: 1-(4-hydroxy-2-methylphenyl)ethanone
English name: 4'-HYDROXY-2'-METHYLACETOPHENONE
Molecular formula: C9H10O2
Molecular weight: 150.17

Names & synonyms

875-59-24'-Hydroxy-2'-methylacetophenone1-(4-Hydroxy-2-methylphenyl)ethanone4-Hydroxy-2-methylacetophenone1-(4-hydroxy-2-methylphenyl)ethan-1-oneEthanone, 1-(4-hydroxy-2-methylphenyl)-2-Methyl-4-hydroxyacetophenone4-Acetyl-3-methylphenol8K85H86ZEDCHEBI:873141-acetyl-4-hydroxy-2-methylbenzeneEINECS 212-874-2

Show more names

2-Methyl-4-hydroxybenzaldehyde4'-Hdroxy-2'-methylacetophenone4-hydroxy-2-methylbenzenethylone4'-Hydroxy-2'-methylacetophenone>4-Hydroxy-2-Methylacetophenone 97 %

NSC-633642'-methyl-4'-hydroxyacetophenoneDTXSID60236363NSC 63364RefChem:523754DTXCID60158854212-874-2InChI=1/C9H10O2/c1-6-5-8(11)3-4-9(6)7(2)10/h3-5,11H,1-2H

Database identifiers

CAS: 875-59-2
PubChem CID: 70133
DTXSID: DTXSID60236363
ChEMBL: CHEMBL47807
ChEBI: CHEBI:87314
UNII: 8K85H86ZED
EC Number: 212-874-2
Nikkaji: J112K

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 154

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 129 · 129-131 °C(lit.)
Boiling point: 313 °C · 313 °C(lit.)
Density: 1.059 g/mL · 1.059 g/mL at 25 °C(lit.)
refractive index: 1.5369 · 1.5369 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Methanol
pka: 8.28 · 8.28±0.18(Predicted)
form: Powder or Crystals
color: Off-white to beige to tan
Specific Gravity: 1.059 · 1.059
InChI: 1S/C9H10O2/c1-6-5-8(11)3-4-9(6)7(2)10/h3-5,11H,1-2H3
InChIKey: IAMNVCJECQWBLZ-UHFFFAOYSA-N
SMILES: CC(=O)c1ccc(O)cc1C
LogP: 1.884 · 1.884 (est)
CAS DataBase Reference: 875 · 875-59-2(CAS DataBase Reference)
FDA UNII: 8 K85H86ZED · 8K85H86ZED
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-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
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 · 26-37/39-36
WGK Germany: 3 · 3
HS Code: 29145090 · 29145090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29145090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39-36
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-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications

Uses4''-Hydroxy-2''-methylacetophenone has been used in the preparation of morpholine ketone analogs as potent histamine H3 receptor inverse agonists with wake activity.

Preparation methods

PreparationPreparation by dealkylation of 4-hydroxy-2-methyl-5-iso-propylacetophenone with aluminium chloride in chlorobenzene at 50° (80%).

Upstream & downstream products

Downstream products

4-Hydroxy-2-methylbenzoic acid 5-Hydroxy-1-indanone

Suppliers79 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

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

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]

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

Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of acetophenones that is acetophenone substituted by a hydroxy group at position 4 and a methyl group at position 2 respectively.