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8.20171

Sigma-Aldrich

Bromine

for synthesis

Synonym(s):

Bromine

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About This Item

CAS Number:
7726-95-6
Molecular Weight:
159.81
MDL number:
MFCD00010896
UNSPSC Code:
12352300
EC Index Number:
231-778-1
NACRES:
NA.22

vapor pressure

233 hPa ( 20 °C)

Quality Level

200

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

SMILES string

[Br-]

InChI

1S/BrH/h1H/p-1

InChI key

CPELXLSAUQHCOX-UHFFFAOYSA-M

Related Categories

General description

for synthesis

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.

Analysis Note

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

Signal Word

Danger

Hazard Statements

H314 - H330 - H400

Hazard Classifications

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

Storage Class Code

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Class II Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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