2',6'-Dihydroxyacetophenone

HCID 69687CAS 699-83-2
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(=O)c1c(O)cccc1O
InChIKey
YPTJKHVBDCRKNF-UHFFFAOYSA-N
Molecular formula
C8H8O3
Average molar mass
152.15 g/mol
Monoisotopic mass
152.04734412

Overview

2',6'-Dihydroxyacetophenone is an aromatic ketone.

Names & identifiers

Preferred name
2',6'-Dihydroxyacetophenone
IUPAC
1-(2,6-dihydroxyphenyl)ethanone
English name
2',6'-Dihydroxyacetophenone
Molecular formula
C8H8O3
Molecular weight
152.15

Names & synonyms

2',6'-Dihydroxyacetophenone699-83-21-(2,6-Dihydroxyphenyl)ethanone2,6-Dihydroxyacetophenone2-Acetylresorcinol1-(2,6-dihydroxyphenyl)ethan-1-oneEthanone, 1-(2,6-dihydroxyphenyl)-gamma-Resacetophenone1,3-Benzenediol, 2-acetyl-Acetophenone, 2',6'-dihydroxy-NSC-61588BO51G3Y2
Show more names
Sodium Cromoglicate EP Impurity A2-hydroxy-1-(2-hydroxyphenyl)ethan-1-oneNSC 6152,6-DHAPCompound Fr16683
DTXSID00220185RefChem:80167DTXCID00142676211-833-6Resorcinol, 2-acetyl-.gamma.-ResacetophenoneMFCD00002270Acetyl-2,6-dihydroxybenzene

Database identifiers

CAS
699-83-2
PubChem CID
69687
DTXSID
DTXSID00220185
ChEMBL
CHEMBL454739
ChEBI
CHEBI:173644
UNII
88BO51G3Y2
EC Number
211-833-6
Nikkaji
J141.629D

Properties

Computed structural properties

XLogP
1.4
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift
Melting Point155 - 156 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
156 · 156-158 °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
50 mg/mL, · dioxane: 50 mg/mL, clear

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (96.4%): 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 56 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 22-07-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18273

2',6'-Dihydroxyacetophenone: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (96.4%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29145000
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Uses & manufacturing

UsesSynthetic Polymer MALDI Matrix Compounds

Applications

Uses2'',6''-Dihydroxyacetophenone (cas# 699-83-2) is a compound useful in organic synthesis.

UsesUsed with diammonium hydrogen citrate for MALDI-MS of PMP-labeled acidic and neutral glycans.

Preparation methods

PreparationPreparation by hydrolysis of 8-acetyl-4-methyl-umbelliferone (8-acetyl-7-hydroxy-4-methylcoumarin) with aqueous sodium hydroxide solution at reflux (56–73%).

Upstream & downstream products

Suppliers50 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]
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]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]

Additional notes

DefinitionChEBI: 2',6'-Dihydroxyacetophenone is an aromatic ketone.

Related reactions

45 records
New reaction record

Linked notes

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