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Merck
CN

8.20171

Bromine

for synthesis

别名:

Bromine

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化学文摘社编号:
分子量:
159.81
UNSPSC Code:
12352300
EC Index Number:
231-778-1
NACRES:
NA.22
MDL number:
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产品名称

Bromine, for synthesis

SMILES string

[Br-]

InChI

1S/BrH/h1H/p-1

InChI key

CPELXLSAUQHCOX-UHFFFAOYSA-M

vapor pressure

233 hPa ( 20 °C)

form

liquid

reaction suitability

reagent type: oxidant

kinematic viscosity

0.314 cSt(20 °C)

bp

58.8 °C/1013 hPa

mp

-7.3 °C

solubility

35 g/L

density

3.12 g/cm3 at 20 °C (liquid)

storage temp.

15-25°C

Quality Level

Analysis Note

Assay (iodometric)≥ 99.0 %AppearanceBrownish-red fuming liquid

Application

Bromine can be used as an oxidizing agent for the oxidation of:
  • Primary alcohols to either aldehydes or esters and secondary alcohols to give ketones.
  • Alcohols or diols to tetrahydrofurans in the presence of silver(I) salts.
  • Enediol bis-trimethylsilyl ethers to α-diketones.
  • Aldehydes to esters in the presence of alcohol solvents and sodium bicarbonate buffer.
  • Aliphatic and aromatic thiols to disulfides.

Bromine can also be used along with other co-reactants such as hexamethylphosphoric triamide (HMPA) and bis(tributyltin) oxide (HBD) to selectively oxidize secondary alcohols. However, bromine/nickel carboxylates convert 1,4-diols to γ-butyrolactones by selective oxidation of the primary alcohols.

General description

for synthesis

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1A

存储类别

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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Bromine
Goehring RR
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Preparation of disulfides by the oxidation of thiols using bromine
Wu Xiaoming, et al.
Synthetic Communications, 26(1) (1996)
Bromine as an oxidant for direct conversion of aldehydes to esters
Williams DR, et al.
Tetrahedron Letters, 29(40) (1988)

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