3',5'-Dihydroxyacetophenone

HCID 103993CAS 51863-60-6
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(=O)c1cc(O)cc(O)c1
InChIKey
WQXWIKCZNIGMAP-UHFFFAOYSA-N
Molecular formula
C8H8O3
Average molar mass
152.15 g/mol
Monoisotopic mass
152.04734412

Overview

3',5'-Dihydroxyacetophenone is an aromatic ketone.

Names & identifiers

Preferred name
3',5'-Dihydroxyacetophenone
IUPAC
1-(3,5-dihydroxyphenyl)ethanone
English name
3,5-Dihydroxyacetophenone
Molecular formula
C8H8O3
Molecular weight
152.15

Names & synonyms

3',5'-Dihydroxyacetophenone51863-60-61-(3,5-Dihydroxyphenyl)ethanone3,5-Dihydroxyacetophenone1-(3,5-Dihydroxyphenyl)ethan-1-oneEthanone, 1-(3,5-dihydroxyphenyl)-KP7R433NNREINECS 257-480-13',5'-Dihydroxyphenyl Methyl KetoneDTXSID80199825ACETOPHENONE, 3',5'-DIHYDROXY-RefChem:484557
Show more names
TerbutalineImpurity513,5-DIHYDROXYACETOPHENON3,5-Dihydroxyacetophnone3,5-Dihydroxyacetophemone3,5-didroxyphenyl,Cthanone
DTXCID401223165-Acetylresorcinol3'5'-dihydroxyacetophenoneMFCD00002290CHEMBL5070421-acetyl-3,5-dihydroxybenzeneUNII-KP7R433NNR1-(3,5-Dihydroxyphenyl)-ethanone

Database identifiers

CAS
51863-60-6
PubChem CID
103993
DTXSID
DTXSID80199825
ChEMBL
CHEMBL507042
ChEBI
CHEBI:173645
UNII
KP7R433NNR
EC Number
257-480-1
Nikkaji
J141.628F

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

Melting Point147 - 148 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
145 · 145-146 °C(lit.)
Boiling point
234.6 °C · 234.6°C (rough estimate)
Density
1.2143 · 1.2143 (rough estimate)
refractive index
1.4447 · 1.4447 (estimate)
storage temp.
Inert atmosphere,Room Temperature
solubility
DMSO (Slightly), Methanol (Slightly)

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 53 reports by companies from 5 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

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Applications

Uses3',5'-Dihydroxyacetophenone is a dihydroxy derivative of acetophenone. 3',5'-Dihydroxyacetophenone shows inhibitory activity towards plant germination and growth as well as some antitumor activity.

Uses3'',5''-Dihydroxyacetophenone is a dihydroxy derivative of acetophenone. 3'',5''-Dihydroxyacetophenone shows inhibitory activity towards plant germination and growth as well as some antitumor activity.

Preparation methods

PreparationPreparation from 3,5-dimethoxyacetophenone (SM) by demethylation with aluminium chloride in refluxing chlorobenzene (71%) The starting material (SM) was prepared by a three-step procedure from 3,5-dimethoxy-benzoic acid.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [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]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]

Additional notes

DefinitionChEBI: 3',5'-Dihydroxyacetophenone is an aromatic ketone.

Related reactions

20 records
New reaction record

Linked notes

Loading…