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115-20-8 - 2,2,2-Trichloroethanol, 99% - L08163 - Alfa Aesar

L08163 2,2,2-Trichloroethanol, 99%

CAS Number
115-20-8
Synonyms

Size Price ($) Quantity Availability
5g 18.70
25g 25.50
100g 37.60
500g 150.00
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2,2,2-Trichloroethanol, 99%

MDL
MFCD00004677
EINECS
204-071-0

Chemical Properties

Formula
Cl3CCH2OH
Formula Weight
149.40
Melting point
17-18°
Boiling Point
151-153°
Flash Point
>110°(230°F)
Density
1.560
Refractive Index
1.4895
Sensitivity
Hygroscopic
Solubility
Slightly soluble in water.

Applications

2,2,2-Trichloroethanol is used as a sedative or a hypnotic. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Notes

Hygroscopic. Store away from water and oxidizing agents. Protect from humidity and water. Incompatible with oxidizing agents, Strong acids, Strong bases, Strong reducing agents, Acid chlorides, Acid anhydrides.

Literature References

Maurice R. Eftink; James L. Zajicek; Camillo A. Ghiron. A Hydrophobic Quencher of Protein Fluorescence: 2,2,2-Trichloroethanol. Biochimica et Biophysica Acta (BBA) - Protein Structure. 1977, 491 473-481.

M. Perttilä. Vibrational spectra and normal coordinate analysis of 2,2,2-trichloroethanol and 2,2,2-trifluoroethanol. Spectrochimica Acta Part A: Molecular Spectroscopy. 1979, 35 585-592.

Carboxyl groups can be protected as their trichloroethyl esters e.g. by tosic acid-catalyzed esterification: Synthesis, 24 (1979), or DCC-DMAP: J. Am. Chem. Soc., 111, 669 (1989). For esterification of amino acids, using the active ester with 2-Hydroxypyridine, A14522, see: Synthesis, 24 (1979). Cleavage occurs with Zn in AcOH or an aqueous THF buffer under mild conditions: J. Am. Chem. Soc., 88, 852 (1966); Synthesis, 457 (1976); or with NaBH4 in DMF, catalyzed by Se: Synthesis, 693 (1989). See also Appendix 6.

Similarly, carbonyl compounds can be protected as their trichloroethyl acetals, stable to base, but readily cleaved under neutral aprotic conditions by Zn in ethyl acetate or THF: J. Org. Chem., 38, 554 (1973).

Reaction with POCl3 to give the phosphorodichloridate, followed by reaction with 3-Hydroxypropionitrile, L12570, gives 2-cyanoethyl 2,2,2-trichloroethyl phosphorochloridate, a valuable reagent, usually used without purification, for the phosphorylation of nucleosides: Synthesis, 831 (1980).

GHS Hazard and Precautionary Statements

Hazard Statements: H318-H315-H302-H336

Causes serious eye damage. Causes skin irritation. Harmful if swallowed. May cause drowsiness or dizziness.

Precautionary Statements: P280-P305+P351+P338-P308+P313-P330-P501a

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 exposed or concerned: Get medical advice/attention. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,9638
Beilstein
1697495
Harmonized Tariff Code
2905.59
TSCA
Yes
RTECS
KM3850000

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