CAS 583-69-7 2-Bromo-1,4-benzenediol (HCID 68502)

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Basic information

CAS: 583-69-7
Standard SMILES: Oc1ccc(O)c(Br)c1
InChIKey: REFDOIWRJDGBHY-UHFFFAOYSA-N
Molecular formula: C6H5BrO2
Average molar mass: 189.01 g/mol
Monoisotopic mass: 187.9472915

Overview

metabolite of bromobenzene & 2-bromophenol; structure given in first source

Names & identifiers

Preferred name: 2-Bromo-1,4-benzenediol
IUPAC: 2-bromobenzene-1,4-diol
English name: Bromohydroquinone
Molecular formula: C6H5BrO2
Molecular weight: 189.01

Names & synonyms

Bromohydroquinone2-bromobenzene-1,4-diol583-69-72-Bromohydroquinone2-Bromoquinol1,4-Benzenediol, 2-bromo-2-Bromo-1,4-benzenediolHydroquinone, bromo-DTXSID6060397B33BAR0J2ENSC-3977RefChem:121593

Show more names

bromo-hydroquinonBromohydroquinone >Hydroquinone, bromo-2-bromo-4-benzenediolBromohydroquinone，90%

DTXCID1042362209-516-2C6H5BrO2MFCD00041747BromoquinolNSC 3977EINECS 209-516-2BRN 2042870

Database identifiers

CAS: 583-69-7
PubChem CID: 68502
DTXSID: DTXSID6060397
UNII: B33BAR0J2E
EC Number: 209-516-2
Nikkaji: J95.607D

Properties

Computed structural properties

XLogP: 2.2
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 97.1

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phenols

Physical DescriptionBrown solid; [Acros Organics MSDS]

Physicochemical properties

Melting point: 112 · 112-116 °C(lit.)
Boiling point: 278.3 · 278.3±20.0 °C(Predicted)
Density: 1.5555 · 1.5555 (rough estimate)
refractive index: 1.4925 · 1.4925 (estimate)
storage temp.: 2 · 2-8°C, stored under nitrogen
pka: 9.14 · 9.14±0.18(Predicted)
form: Fine Crystalline Powder
color: Beige to brown
InChIKey: REFDOIWRJDGBHY-UHFFFAOYSA-N
CAS DataBase Reference: 583 · 583-69-7(CAS DataBase Reference)
FDA UNII: 33 BAR0J2E · B33BAR0J2E

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

Hazards SummaryAn irritant; Reproductive effects observed in experimental animals; [Acros Organics MSDS] See Hydroquinone. See 2,4,6-Tribromophenol, p-Bromophenol, and o-Bromophenol.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
tsca: TSCA listed
rtecs: CZ8920000
hs_code: 29081990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesMetabolite of bromobenzene & 2-bromophenol. [ChemIDplus]

General Manufacturing Information1,4-Benzenediol, 2-bromo-: ACTIVE

Applications

UsesBromohydroquinone was used in the synthesis of Π-conjugated polymers composed of alkyl carbazole/dialkoxyphenylene and squaraine units via Sonogashira cross-coupling reactions. It was used in the preparation of 2-bromobenzoquinone.