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L08163 2,2,2-Trichloroethanol, 99%

CAS Number
115-20-8
Synonyms

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
Storage & Sensitivity
Hygroscopic. Store under Nitrogen. Ambient temperatures.
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: H227-H302-H315-H318-H336

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

Precautionary Statements: P210-P235-P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

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

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