トリクロロ酢酸
- 関
- TCA、trichloroacetate
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/10/05 20:48:55」(JST)
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Trichloroacetic acid
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|
|
| Names |
| IUPAC name
Trichloroacetic acid
|
| Identifiers |
|
CAS Registry Number
|
76-03-9 N |
| ChEMBL |
ChEMBL14053 |
| Jmol-3D images |
Image |
| KEGG |
C11150 Y |
| PubChem |
6421 |
| RTECS number |
AJ7875000 |
|
|
| Properties |
|
Chemical formula
|
C2HCl3O2 |
| Molar mass |
163.38 g·mol−1 |
| Appearance |
Colorless to white, crystalline solid |
| Odor |
sharp, pungent [1] |
| Density |
1.63 g/cm³ |
| Melting point |
57 to 58 °C (135 to 136 °F; 330 to 331 K)[2] |
| Boiling point |
196 to 197 °C (385 to 387 °F; 469 to 470 K)[2] |
|
Solubility in water
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Soluble in 0.1 parts[2] |
| Vapor pressure |
1 mmHg (51.1°C)[1] |
| Acidity (pKa) |
0.66[3] |
| Structure |
|
Dipole moment
|
3.23 D |
| Hazards |
| EU classification |
Corrosive (C)
Dangerous for
the environment (N) |
| R-phrases |
R35, R50/53 |
| S-phrases |
(S1/2), S26, S36/37/39,
S45, S60, S61 |
| NFPA 704 |
|
| Lethal dose or concentration (LD, LC): |
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LD50 (Median dose)
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5000 mg/kg orally in rats[2] |
| US health exposure limits (NIOSH): |
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PEL (Permissible)
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none[1] |
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REL (Recommended)
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TWA 1 ppm (7 mg/m3)[1] |
|
IDLH (Immediate danger
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N.D.[1] |
| Related compounds |
|
Related chloroacetic acids
|
Chloroacetic acid
Dichloroacetic acid |
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Related compounds
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Acetic acid
Trifluoroacetic acid
Tribromoacetic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
| Y verify (what is: Y/N?) |
| Infobox references |
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Trichloroacetic acid (TCA; TCAA; also known as trichloroethanoic acid) is an analogue of acetic acid in which the three hydrogen atoms of the methyl group have all been replaced by chlorine atoms.
Contents
- 1 Synthesis
- 2 Use
- 3 History
- 4 See also
- 5 References
- 6 External links
Synthesis
It is prepared by the reaction of chlorine with acetic acid in the presence of a suitable catalyst.
- CH
3COOH + 3Cl
2 → CCl
3COOH +3HCl
Use
It is widely used in biochemistry for the precipitation of macromolecules, such as proteins, DNA, and RNA. Solutions containing trichloroacetic acid as an ingredient are used for cosmetic treatments, such as chemical peels, tattoo removal, and the treatment of warts, including genital warts. It can kill normal cells as well. It is considered safe for use for this purpose during pregnancy.[4][5]
Salts and esters of trichloroacetic acid are called trichloroacetates.
Its sodium salt was used as an herbicide starting in the 1950s but regulators removed it from the market in the late 1980s and early 1990s.[6][7][8][9][10]
History
The discovery of trichloroacetic acid by Jean-Baptiste Dumas in 1839 delivered a striking example to the slowly evolving theory of organic radicals and valences.[11] The theory was contrary to the beliefs of Jöns Jakob Berzelius, starting a long dispute between Dumas and Berzelius.[12]
See also
References
- ^ a b c d e NIOSH Pocket Guide to Chemical Hazards #0626National Institute for Occupational Safety and Health (NIOSH)
- ^ a b c d Budavari, Susan, ed. (1996), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.), Merck, ISBN 0911910123
- ^ Databog fysik kemi, F&K Forlaget 11. udgave 2009
- ^ "Trichloroacetic Acid or Bichloroacetic Acid for Genital Warts (Human Papillomavirus)". WebMD.
- ^ Wiley DJ, Douglas J, Beutner K, Cox T, Fife K, Moscicki AB, Fukumoto L (2002). "External genital warts: Diagnosis, treatment, and prevention". Clinical Infectious Diseases 35 (Suppl 2): S210–S224. doi:10.1086/342109. PMID 12353208.
- ^ TCA-sodium in the Pesticide Properties DataBase (PPDB), accessed June 20, 2014
- ^ G. S. Rai and C. L. Hamner Persistence of Sodium Trichloroacetate in Different Soil Types Weeds 2(4) Oct. 1953: 271-279
- ^ OECD Trichloroacetic Acid CAS N°: 76-03-9 Accessed June 20, 2014
- ^ EPA December 1991. trichloroacetic acid (TCA) EPA Cancellation 12/91 Accessed June 20, 2014
- ^ PAN Trichloroacetic acid, sodium salt
- ^ Dumas (1839). "Trichloroacetic acid". Annalen der Pharmacie 32: 101–119. doi:10.1002/jlac.18390320109.
- ^ William Albert Noyes (1927). "Valence". Proceedings of the American Philosophical Society 66: 287–308. JSTOR 3301070.
External links
- International Chemical Safety Card 0586
- CDC - NIOSH Pocket Guide to Chemical Hazards
UpToDate Contents
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English Journal
- Cytokine expression in trichloroethylene-induced hypersensitivity dermatitis: An in vivo and in vitro study.
- Jia Q, Zang D, Yi J, Dong H, Niu Y, Zhai Q, Teng Y, Bin P, Zhou W, Huang X, Li H, Zheng Y, Dai Y.SourceKey Laboratory of Chemical Safety and Health, National Institute for Occupational Health and Poison Control, Chinese Center for Disease Control and Prevention, Beijing 100050, PR China.
- Toxicology letters.Toxicol Lett.2012 Nov 23;215(1):31-9. doi: 10.1016/j.toxlet.2012.09.018. Epub 2012 Oct 2.
- The purpose of this study was to address the association between cytokine expression and the hypersensitivity dermatitis induced by trichloroethylene (TCE) exposure. 28 TCE-induced hypersensitivity dermatitis patients, 22 TCE exposed workers and 22 non-exposed controls were enrolled in the study. Th
- PMID 23041168
- Simultaneous quantification of tetrahydrobiopterin, dihydrobiopterin, and biopterin by liquid chromatography coupled electrospray tandem mass spectrometry.
- Fismen L, Eide T, Djurhuus R, Svardal AM.SourceNorwegian Underwater Intervention (NUI), 5848 Bergen, Norway; Institute of Medicine, University of Bergen, 5021 Bergen, Norway. Electronic address: lise.fismen@med.uib.no.
- Analytical biochemistry.Anal Biochem.2012 Nov 15;430(2):163-70. doi: 10.1016/j.ab.2012.08.019. Epub 2012 Aug 28.
- A simple and rapid liquid chromatography-tandem mass spectrometry (LC-MS/MS)-based method was developed for the quantification of tetrahydrobiopterin (BH4), dihydrobiopterin (BH2), and biopterin (B) in human umbilical vein endothelial cells (HUVECs). Freshly prepared cell samples were treated with a
- PMID 22940649
Japanese Journal
- タンデム固相抽出を用いた魚肉中ヒスタミン分析法の検討
- 粟津 薫,野村 千枝,山口 瑞香,尾花 裕孝
- 食品衛生学雑誌 52(3), 199-204, 2011
- 魚肉中のヒスタミンの分析を目的として，2種類の固相抽出カートリッジカラムを直列に連結した精製法を検討した．魚肉中のヒスタミンを，トリクロロ酢酸溶液を添加し，ホモジナイズして抽出した．その上清を中和後，中性リン酸緩衝液で希釈し，ODSの下部にSCXを連結したカラムで精製した．試験溶液をフルオレスカミンで蛍光誘導体化し，蛍光検出器付きHPLCによる測定の結果，クロマトグラム上に妨害ピークがほとんど見ら …
- NAID 130000909928
- 鼻中隔彎曲症を合併したアレルギー性鼻炎下鼻甲介粘膜のTh2, Th1細胞浸潤の検討
- 八尾 和雄,臼井 大祐,栗原 里佳,西山 耕一郎,井口 芳明,山本 一博,佐藤 賢太郎,鈴木 立俊,岡本 牧人
- 日本鼻科学会会誌 49(4), 507-512, 2010-12-10
- NAID 10027734682
Related Links
- 特記なき場合、データは常温（25 °C）・常圧（100 kPa）におけるものである。 トリクロロ 酢酸（トリクロロさくさん、trichloroacetic acid, TCA）は、酢酸のメチル基の3つの水素 原子を塩素原子に置換したカルボン酸である。示性式はCCl3COOHである。 目次 ...
- 28 Jun 2010 ... How It Works. Trichloroacetic acid (TCA) and bichloroacetic acid (BCA) kill genital warts by destroying the proteins in the cells. TCA and BCA also can destroy normal cells, which is why careful application is needed. A doctor ...
Related Pictures
★リンクテーブル★
[★]
- 英
- trichloroacetic acid, trichloroacetate, TCA
- 関
- トリクロロエチレン中毒
- CCl3-COOH
[★]
[★]
トリクロロ酢酸
- 関
- TCA、trichloroacetic acid
[★]
- 英
- trichloroacetic acid, TCA