2,2,2-Tribromoethanol, 99%

Name: 2,2,2-Tribromoethanol, 99%
SKU: A18706.22

CAS: 75-80-9 | C2H3Br3O | 282.757 g/mol

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Catalog number A18706.22

also known as A18706-22

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100 g

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Chemical Identifiers

CAS75-80-9

IUPAC Name2,2,2-tribromoethan-1-ol

Molecular FormulaC2H3Br3O

InChI KeyYFDSDPIBEUFTMI-UHFFFAOYSA-N

SMILESOCC(Br)(Br)Br

Specifications

Specification Sheet

Water Content (Karl Fischer Titration)<1.0%

FormCrystalline powder or crystals or powder and/or lumps

Appearance (Color)White to cream to pale brown

Assay (GC)≥98.5%

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

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in alcohol, ether, benzene and warmpetroleum ether. Partially soluble in water.

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

RUO – Research Use Only

General 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 Hexamethyl phosphorous 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. J. Neurosci. Methods 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. J. Am. Assoc. Lab. Anim. Sci. 2002, 41 (3), 28-32.