1-(6-Hydroxy-2,3,4-trimethoxyphenyl)ethan-1-one

HCID 9899375

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Basic information

CAS: 22248-14-2
Standard SMILES: COc1cc(O)c(C(C)=O)c(OC)c1OC
InChIKey: MLYYVUJNBLMMPE-UHFFFAOYSA-N
Molecular formula: C11H14O5
Average molar mass: 226.23 g/mol

Names & identifiers

Preferred name: 1-(6-Hydroxy-2,3,4-trimethoxyphenyl)ethan-1-one
IUPAC: 1-(6-hydroxy-2,3,4-trimethoxyphenyl)ethanone
English name: 2,3,4-Trimethoxy-6-hydroxyacetophenone
Molecular formula: C11H14O5
Molecular weight: 226.23

Names & synonyms

22248-14-21-(6-Hydroxy-2,3,4-trimethoxyphenyl)ethan-1-oneRefChem:426778847-981-91-(6-hydroxy-2,3,4-trimethoxyphenyl)ethanone2,3,4-TRIMETHOXY-6-HYDROXYACETOPHENONE6-Hydroxy-2,3,4-trimethoxyacetophenone1-(6-hydroxy-2,3,4-trimethoxy-phenyl)ethanoneSCHEMBL735664SCHEMBL29612139MLYYVUJNBLMMPE-UHFFFAOYSA-NFH67211

Show more names

2,3,4-TRIMETHOXY-6-HYDROXYACETOPHENONE 97%6-HYDROXY-2,3,4-TRIMETHOXYACET OPHENONE 97%Ethanone, 1-(6-hydroxy-2,3,4-trimethoxyphenyl)-

DB-045854CS-02323026'-hydroxy-2',3',4'-trimethoxy-acetophenone1-(6-hydroxy-2,3,4,-trimethoxyphenyl)ethanoneEN300-1268193

Database identifiers

CAS: 22248-14-2
PubChem CID: 9899375
EC Number: 847-981-9
Nikkaji: J455.934G

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 65 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 243

Physicochemical properties

Melting point: 164 · 164–165°C
Boiling point: 184 · 184-186 °C(Press: 27 Torr)
Density: 1.181 · 1.181±0.06 g/cm3(Predicted)
pka: 9.92 · 9.92±0.28(Predicted)
form: Solid
color: Yellow
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335-H302
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H315-H319-H335-H302
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 1 item

Uses6-Hydroxy-2,3,4-trimethoxyacetophenone is an intermediate in synthesizing Eupatorin 5-Methyl Ether (E938850), Sinensetin, eupatorin, 3''-hydroxy-5,6,7,4''-tetramethoxyflavone and rosmarinic acid contents and antioxidative effect of Orthosiphon stamineus from Malaysia.

Preparation methods

PreparationPreparation by Fries rearrangement of antiarol acetate (3,4,5-trimethoxyphenyl acetate) with aluminium chloride in nitrobenzene at r.t. (54%).