2,2,2-trichloroethanol
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| General | |||||||||||||||||||
| Surname | 2,2,2-trichloroethanol | ||||||||||||||||||
| other names |
Trichloroethyl alcohol |
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| Molecular formula | C 2 H 3 Cl 3 O | ||||||||||||||||||
| Brief description |
colorless, ethereal-smelling, hygroscopic liquid |
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| properties | |||||||||||||||||||
| Molar mass | 149.40 g mol −1 | ||||||||||||||||||
| Physical state |
liquid |
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| density |
1.55 g cm −3 |
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| Melting point |
19 ° C |
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| boiling point |
151-153 ° C |
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| Vapor pressure |
1.3 hPa (20 ° C) |
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| Refractive index |
1.4885 |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C | |||||||||||||||||||
2,2,2-Trichloroethanol is a chemical compound from the group of chloroalkanes and alkanols . 2,2,2-Trichloroethanol is difficult to mix with water and prolonged contact with water leads to hydrolysis .
2,2,2-trichloroethanol has an anesthetic effect. It is the main metabolite in the breakdown of 1,1,1-trichloroethane , trichloroethene and chloral hydrate in humans and in the microbial breakdown of trichloroethene.
Extraction and presentation
2,2,2-Trichloroethanol can be obtained by reducing chloral hydrate.
use
2,2,2-Trichloroethanol serves as a precursor to the synthesis of anthelmintics , herbicides , insecticides such as trichloroethyl phosphate (Triclophos), which can also be used as a plasticizer , and sleeping pills such as chloroethate . The connection can also be used as an initiator, for. B. can be used for atom transfer radical polymerization .
2,2,2-Trichloroethanol is used in organic chemistry for the production of trichloroethyl esters as a carboxylic acid protective group ( TROC ). Of 2,2,2-trichloroethanol and phosphorus trichloride is 2,2,2-Trichlorethyldichlorphosphit accessible, which in the nucleic acid is applied chemistry.
It is also used in biochemistry as a fluorescent protein dye , since it reacts covalently with tryptophans after exposure to UV light .
See also
Individual evidence
- ↑ a b c d e f g h i j k Entry on 2,2,2-trichloroethanol. In: Römpp Online . Georg Thieme Verlag, accessed on May 12, 2015.
- ↑ a b Entry on 2,2,2-trichloroethanol in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
- ↑ Peter Lemmen et al .: Building blocks for oligonucleotide syntheses with uniformly fragmentable β-halogenated protective groups. In: Journal of Nature Research C . 42, 1987, pp. 442-445 ( PDF , free full text).
- ↑ Carol L. Ladner, Jing Yang, Raymond J. Turner, Robert A. Edwards: Visible fluorescent detection of proteins in polyacrylamide gels without staining. In: Analytical Biochemistry Vol. 326, 2004, pp. 13-20, PMID 14769330 .
- ↑ Jennifer E. Gilda, Aldrin V. Gomes: Stain-Free total protein staining is a superior loading control to β-actin for Western blots. In: Analytical Biochemistry Vol. 440, 2013, pp. 186-188, PMID 23747530 .