2-Bromophenol

2-Bromophenol Chemical Properties
Melting point 5 °C
Boiling point 195 °C(lit.)
density 1.492 g/mL at 25 °C(lit.)
refractive index n20/D 1.589(lit.)
Fp 108 °F
storage temp. Flammables area
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
pka8.45(at 25℃)
color Clear colorless to slightly yellow
Water Solubility soluble
Sensitive Light Sensitive
Merck 14,1428
BRN 1905115
CAS DataBase Reference95-56-7(CAS DataBase Reference)
NIST Chemistry ReferencePhenol, 2-bromo-(95-56-7)
EPA Substance Registry Systemo-Bromophenol (95-56-7)
Safety Information
Hazard Codes Xn,F,Xi
Risk Statements 10-22-36/37/38
Safety Statements 16-36/37/39-37/39-26-36
RIDADR UN 1993 3/PG 3
WGK Germany 3
RTECS SJ7875000
8-10-23
Hazard Note Irritant
TSCA Yes
HazardClass 3.2
PackingGroup III
HS Code 29081000
Hazardous Substances Data95-56-7(Hazardous Substances Data)
MSDS Information
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2-Bromophenol English
SigmaAldrich English
ACROS English
ALFA English
2-Bromophenol Usage And Synthesis
Description2-Bromophenol is an organic substance in which the C2 position of the benzene ring is replaced by a bromine, also known as o-bromophenol.
Chemical PropertiesClear colorless to slightly yellow liquid.Soluble in chloroform and ether.
Uses2-Bromophenol is used in organic synthesis to prepare anti-benzofurandiimideand 1-bromodibenzodioxin. It can also be used as a disinfectant.
DefinitionChEBI: 2-bromophenol is a bromophenol. It has a role as a marine metabolite.
Toxicology2-Bromophenol is moderately acutely orally toxic to mice, and it exhibits strong irritant properties.
SynthesisTo a stirred solution of appropriate organoboronic acids (0.5 mmol, 1.0 equiv.) and Et3N(1.0 mmol, 2.0 equiv.) in CH3CN(acetonitrile: 3 mL, H2O: 11μL, 0.6mmol, 1.2 equiv.), DAIB (0.75 mmol, 1.5 equiv.),dissolved in acetonitrile (2mL) was added drop wise at room temperature and the mixture was allowed to stir for 10 minutes at that temperature. After completion of the reaction indicated by TLC, the reaction mixture was washed with distilled water (3×7 mL) and extracted with CH2Cl2(3×10 mL). The combined organic phase was dried over Na2SO4 and after evaporating the solvent, the residue was purified by column chromatography over silica gel using hexane/EtOAc as eluent to provide the pure target product 2-Bromophenol.
Synthesis of 2-Bromophenol
3,4,5,6-TETRABROMO-O-CRESOL 1,2,5-dimethoxy-4-bromophenol-2-aminopropane 2-(aminomethyl)-4-bromophenol 3-(aminomethyl)-4-bromophenol 4-Bromo-2,5-dimethylphenol 2-Nitro-5-bromophenol 4,4'-Sulphonylbis(2,6-dibromophenol) 2-(1H-BENZIMIDAZOL-2-YL)-4-BROMOPHENOL 4-Bromo-2,6-dimethylphenol PHENOLDISULFONIC ACID bromophenol 2-Bromophenol, ethyl ether 2-Amino-4-bromophenol hydrochloride 3-BROMO-2-CHLOROPHENOL 2-Borono-4-bromophenol 4-chloro-2-bromophenol 2-[(1H-1,2,3-benzotriazol-5-ylimino)methyl]-4-bromophenol 2-(1-ADAMANTYL)-4-BROMOPHENOL,2-(Adamantan-1-yl)-4-bromophenol 98%,2-(1-Adamantyl)-4-bromophenol (Adapalene)

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