2,2,2-Trichloroethanol

• Catalog No.: L08163
• CAS Number: 115-20-8
• M. F.: C2H3Cl3O
• M. W.: 149.40362
• Purity: 99%

SYNONYMS

• Title: 2,2,2-三氯乙醇
• IUPAC name: 2,2,2-trichloroethan-1-ol
• IUPAC Traditional name: trichloroethanol

DATABASE IDS

• EC Number: 204-071-0
• Beilstein Number: 1697495
• MDL Number: MFCD00004677
• CAS Number: 115-20-8
• Merck Index: 149638

PROPERTIES

• Purity: 99%
• Boiling Point: 151-153°C
• Density: 1.560
• Flash Point: >110°C(230°F)
• Melting Point: 17-18°C
• Refractive Index: 1.4895
• GHS Hazard statements: H318-H315-H302-H336
• European Hazard Symbols: X
• GHS Precautionary statements: P280-P305+P351+P338-P308+P313-P330-P501A
• Risk Statements: 22-38-41-67
• RTECS: KM3850000
• Safety Statements: 26-36/37/39
• Storage Warning: Hygroscopic
• TSCA Listed: 是

REFERENCES

• 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).