2-Bromo-1-(4-hydroxyphenyl)ethanone

HCID 4964CAS 2491-38-5
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(CBr)c1ccc(O)cc1
InChIKey
LJYOFQHKEWTQRH-UHFFFAOYSA-N
Molecular formula
C8H7BrO2
Average molar mass
215.04 g/mol
Monoisotopic mass
213.96294156

Overview

electrochemical active reagent

Names & identifiers

Preferred name
2-Bromo-1-(4-hydroxyphenyl)ethanone
IUPAC
2-bromo-1-(4-hydroxyphenyl)ethanone
English name
2-Bromo-4'-hydroxyacetophenone
Molecular formula
C8H7BrO2
Molecular weight
215.04

Names & synonyms

2491-38-52-bromo-1-(4-hydroxyphenyl)ethanone2-Bromo-4-hydroxyacetophenoneEthanone, 2-bromo-1-(4-hydroxyphenyl)-Busan 90DTXSID40345766H0QU4I6BA1-(4-Hydroxyphenyl)-2-bromoethanoneDTXCID2014576RefChem:4665594-HBE2-BROMO-4'-HYDROXYACETOPHENONE
Show more names
BHAPBUSAN90BUSAN1130Butrol 1130SHP-1 Inhibitor II4-HYDROXYPHENACYL BR4-(Bromoacetyl)phenol(+)-alpha-isolupanine
4-Hydroxyphenacyl bromide2-Bromo-1-(4-hydroxyphenyl)ethan-1-oneptp inhibitor iMFCD00072424168693-83-22-Bromo-4/'-hydroxyacetophenoneCHEMBL1029522-Bromo-1-(4-hydroxy-phenyl)-ethanone

Database identifiers

CAS
2491-38-5
PubChem CID
4964
DTXSID
DTXSID4034576
ChEMBL
CHEMBL102952
UNII
6H0QU4I6BA
EC Number
219-655-0
Nikkaji
J7.592B

Properties

Computed structural properties

XLogP
2.4
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biocides/Disinfectants
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000011 [mmHg]
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical DescriptionReddish-brown odorless liquid; [Reference #1]

Physicochemical properties

Melting point
123 · 123-126°C
Boiling point
338.7 · 338.7±17.0 °C(Predicted)
Density
1.622 · 1.622±0.06 g/cm3(Predicted)
storage temp.
2 · Inert atmosphere,2-8°C
solubility
Chloroform (Slightly), Methanol (Slightly)
form
White powder

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Ethanone, 2-bromo-1-(4-hydroxyphenyl)-

Ethanone, 2-bromo-1-(4-hydroxyphenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards Summary · 1 item

Erythema and edema progressing to subcutaneous hemorrhage, eschar, scabbing, necrosis, and exfoliation were observed in 21 day dermal study of rabbits (no systemic toxicity observed); No evidence of developmental toxicity; [Reference #1] After a spill of this slimicide at a papermill, workers developed recurrent allergic contact dermatitis. [Kanerva, p. 1761]

Hazard Classes and CategoriesAcute Tox. 4 (97.2%)

Toxicology

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Toxicity DataLC50 (rat) = 190 mg/m3/4hr

Safety data

wgk
1
rtecs
AM5982000
ridadr
1760
hs_code
2914500090
risk_code
22-36
Signal word
Warning

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as microbiocide/microbiostat for control of slime forming bacteria and fungi in water cooling systems, oil recovery drilling muds and secondary injection water, pulp and paper water systems, adhesives, coatings, latex paints, and wet-end additives, and industrial processing chemicals; [Reference #1]

Petroleum Production and Refining [Category: Industry]

Applications · 2 items

DescriptionPTP Inhibitor I is a cell-permeable, protein tyrosine phosphatase (PTP) inhibitor that covalently blocks the catalytic domain of the Src homology region 2 domain-containing phosphatase (SHP-1(ΔSH2)) with a Ki value of 43 μM and PTP1B with a Ki value of 42 μM. SHP-1 and PTP1B both have known roles in regulating insulin signaling as well as myeloid and lymphoid cell differentiation, making inhibitors of these phosphatases of interest in diabetes, cancer, allergy, and inflammation research.

UsesA covalent inhibitor of protein tyrosine phosphatases (PTPs)

Preparation methods

PreparationAlso obtained by reaction of pyridinium hydrobromide perbromide with 4-hydroxyacetophenone in THF at r.t. for 3 h.

Upstream & downstream products

Suppliers50 total

常州帝通化工有限公司+86-0519-88298848 · [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]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
武汉科美沃化工有限公司+86-2785736489 +8618171418573 · [email protected]

Related reactions

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Linked notes

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