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75-80-9 - 2,2,2-Tribromoethanol, 99% - 2,2,2-Tribromoethyl alcohol - A18706 - Alfa Aesar

A18706 2,2,2-Tribromoethanol, 99%

CAS Number
75-80-9
Synonyms
2,2,2-Tribromoethyl alcohol

Size Price ($) Quantity Availability
5g 23.04
25g 73.17
100g 209.70
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2,2,2-Tribromoethanol, 99%

MDL
MFCD00004671
EINECS
200-903-1

Chemical Properties

Formula
Br3CCH2OH
Formula Weight
282.76
Melting point
77-80°
Boiling Point
92-93°/10mm
Sensitivity
Light Sensitive
Solubility
Soluble in alcohol, ether, benzene and warmpetroleum ether. Partially soluble in water.

Applications

2,2,2-Tribromoethanol is utilized in organic synthesis of beta-amino alcohols. The pharmaceutical preparation of tribromoethanol serves as an anesthetic in medicine.

Notes

Light Sensitive. Store in cool and well ventilated area. Keep container tightly closed.

Literature References

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: J. Chem. Soc., Pekin 1., 2875 (1993); (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: J. Org. Chem., 64, 1430 (1999).

Maheras, K. J.; Gow, A. Increased anesthesia time using 2,2,2-tribromoethanol-chloral hydrate with low impact on mouse psychoacoustics. 2013, 219 (1), 61-69.

Jong, W. M. C.; Zuurbier, C. J.; Winter, R. J.; Van den Heuvel, D. A. F.; Reitsma, P. H.; Cate, H. T.; Ince, C. Fentanyl-fluanisone-midazolam Combination Results in More Stable Hemodynamics than does Urethane-α-chloralose and 2,2,2-tribromoethanol in Mice. 2002, 41 (3), 28-32.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P301+P312-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1733249
Harmonized Tariff Code
2905.59
TSCA
Yes
RTECS
KM3675000

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