2,2,2-trichloroethan-1-ol

• ChemBase ID: 88531
• Molecular Formular: C2H3Cl3O
• Molecular Mass: 149.40362
• Monoisotopic Mass: 147.92494776
• SMILES: ClC(Cl)(CO)Cl
• Canonical SMILES: OCC(Cl)(Cl)Cl
• InChI: InChI=1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2
• InChIKey: KPWDGTGXUYRARH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trichloroethan-1-ol
• IUPAC Traditional name: trichloroethanol
• Synonyms: 2,2,2-Trichloroethanol; Trichloroethanol; Trichloroethyl Alcohol; 2,2,2-TRICHLOROETHANOL; 1-Hydroxy-2,2,2-trichloroethane; 2,2,2-Trichloroethan-1-ol; Trichloroethanol; 三氯乙醇; 2,2,2-三氯乙醇

Database IDs

• CAS Number: 115-20-8
• EC Number: 204-071-0
• MDL Number: MFCD00004677
• Beilstein Number: 1697495
• Merck Index: 149638
• PubChem SID: 24900284; 24889448; 162075472
• PubChem CID: 8259
• CHEBI ID: 28094
• CHEMBL: 1171
• Chemspider ID: 7961
• KEGG ID: C07490
• Unique Ingredient Identifier: AW835AJ62N
• Wikipedia Title: 2,2,2-Trichloroethanol

CALCULATED PROPERTIES

• Acid pKa: 12.510456
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.0565789
• LogD (pH = 7.4): 1.0565755
• Log P: 1.056579
• Molar Refractivity: 28.2158 cm^3
• Polarizability: 10.888914 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 17.8 °C(lit.); 17.8°C; 17-18°C
• Boiling Point: 150°C @ 765 mm; 151°C; 151-153°C; 152-154 °C(lit.); 152-154°C
• Flash Point: >110°C(230°F); 110 °C; 110°C; 230 °F
• Density: 1.54 g/ml; 1.55 g/cm^3; 1.56; 1.56 g/mL at 20 °C(lit.); 1.560
• Refractive Index: 1.4895; n20/D 1.49(lit.); n20/D 1.491
• Vapor Pressure: 1 mmHg ( 20 °C)
• Vapor Density: 5.16 (vs air)
• Hydrophobicity(logP): 1.544

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate, Protect from light
• Storage Warning: Harmful/Corrosive/Hygroscopic; Hygroscopic
• RTECS: KM3850000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: 1760
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: II
• Australian Hazchem: 2X
• Risk Statements: 22-38-41-67; 22-41-67; R:34
• Safety Statements: 26-36/37/39; 26-39; S:26-27/28-36/37/39-46-64
• EU Classification: C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318-H336; H318-H315-H302-H336
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P280-P305+P351+P338-P308+P313-P330-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (GC); ≥99%; 95%; 95+%; 98%; 99%
• Grade: purum; ReagentPlus®
• Linear Formula: Cl3CCH2OH

DETAILS

MP Biomedicals - 02156977

1 ml = approx. 1.53 g

Sigma Aldrich - T54801

Packaging
100, 500 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 91120

Caution
may discolor to brown on storage
Other Notes
A hydrophobic quencher of protein fluorescence, senses the presence of a hydrophobic domain in the vicinity of the tryptophan residues1,2

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).