75-80-9 2,2,2-Tribromoethanol AKSci J51838
 
 
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  J51838    
2,2,2-Tribromoethanol
, 95%
 
Tribromoethyl alcohol




IDENTITY
CAS Number:75-80-9
MDL Number:MFCD00004671
MF:C2H3Br3O
MW:282.76
EINECS:200-903-1
BRN:1733249
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:95%
Physical Form (at 20°C):Solid
Melting Point:73-79°C
Boiling Point:92-93°C (10mmHg)
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW

 Carboxyl groups can be protected as tribromoethyl esters, e.g. by reaction of the acid chloride in the presence of N,N-dimethylaniline. The group is readily cleaved with Zn/AcOH (1) (cf. 2,2,2-Trichloroethanol, L08163). The group has also been exploited in the activation of carboxylic acids for amidation with amines, by reductive cleavage of the tribromoethyl ester with a P(III) reagent, preferably Hexamethylphosphorous triamide, A12571, and triethylamine. In an analogous esterification method with alcohols, tributylphosphine - DMAP was the preferred system (2).

REFERENCES
[1]J. Chem. Soc., Pekin 1., 2875 (1993).
[2] J. Org. Chem., 64, 1430 (1999).

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302; H315; H319; H335

Precautionary Statements
P261; P264; P270; P271; P280; P301+P312; P302+P352; P304+P340; P305+P351+P338; P312; P321; P330; P332+P313; P337+P313; P362; P403+P233; P405; P501


Current as of July 18, 2024


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CATEGORIES

 Aryl and Aliphatic Building Blocks > Bromine, Alcohols


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