Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

32315-10-9 - Triphosgene, 98% - Bis(trichloromethyl) carbonate - BTC - A14932 - Alfa Aesar

A14932 Triphosgene, 98%

CAS 번호
32315-10-9
동의어
Bis(trichloromethyl) carbonate
BTC

사이즈 가격 ($) 수량 재고 여부
5g 51.90
25g 137.00
100g 403.00
장바구니에 추가 대량 견적에 추가 항목 보기

Triphosgene, 98%

MDL
MFCD00062848
EINECS
250-986-3

화학적 특성

화학식
C3Cl6O3
화학 식량
296.75
융점
77-91°
비등점
203-206°
밀도
1.600
감도
Moisture Sensitive
용해도
Soluble in ether, ethanol, tetrahydrofuran, benzene, cyclohexane, chloroform, hexane, carbon tetrachloride, dichloromethane and chlorobenzene. Insoluble in water.

용도

Triphosgene is used as a carbonylating agent for aza-peptide synthesis. It reacts with several alfa-amino acids to give the corresponding N-carboxyanhydrides. It is involved in the preparation of the esterification coupling reagent, di-2-thienyl carbonate from 2(5H)-thiophenone. Further, it is used as a reagent in organic synthesis and converts an amino group into isocyanate. In addition to this, it is employed in the preparation of 2-chloronicotinaldehydes through cyclization of the corresponding enamides. It is considered as a useful substitute for phosgene.

참고

Moisture sensitive. Store in a cool place. Incompatible with oxidizing agents.

참조 문헌

Convenient crystalline alternative to phosgene in many reactions. See also Trichloromethyl­ chloroformate, A17444 . Possible applications include conversion of amines to isocyanates, diols to carbonates, acids to acyl halides, etc.: Angew. Chem. Int. Ed., 26, 894 (1987). For a brief review, see: J. Prakt. Chem./ Chem. Ztg., 337, 516 (1995); for a comprehensive review: Synthesis, 553 (1996).

In combination with triphenylphosphine, is a mild reagent for the conversions of alcohols to alkyl chlorides: Synth. Commun., 23, 711 (1993), epoxides to vicinal dichlorides: Synth. Commun., 24, 1715 (1994), and acids to acyl chlorides: Tetrahedron Lett., 38, 6489 (1997).

Trap for titanocycle intermediates in the bicyclization of enynes using the titanocene dichloride ( Bis(cyclopentadienyl)­titanium dichloride, A11456 ) - Mg metal system: J. Org. Chem., 63, 9285 (1998):

In combination with triethylamine, dehydrates formamides to isocyanides, and carboxylic acids to their anhydrides: J. Org. Chem., 58, 1646 (1993); 59, 2913 (1994).

In combination with Dimethyl­ sulfoxide, A13280 , has been used for the low-temperature Swern-type oxidation of alcohols to aldehydes: J. Org. Chem., 56, 5948 (1991); 58, 1646 (1993); Org. Prep. Proced. Int., 24, 363 (1992). Compare Oxalyl­ chloride, A1812 .

Menguy, L.; Drouillat, B.; Couty, F. Reaction of N-alkyl azetidines with triphosgene. Tetrahedron Lett. 2015, 56 (47), 6625-6628.

Saputra, M. A.; Ngo, L.; Kartika, R. Synthesis of Vinyl Chlorides via Triphosgene-Pyridine Activation of Ketones. J. Org. Chem. 2015, 80 (17), 8815-8820.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H330-H314-H318

Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. 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. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
1787583
위험 등급
6.1
포장 그룹
II
통합 관세 코드
2920.90
TSCA(독성물질규제법)"
Yes

권장

  • A10312

    N-Hydroxysuccinimide, 98+%
  • A12728

    Silicone oil, for oil baths, usable range from -40 to +200°C
  • A14119

    p-Toluenesulfonic acid monohydrate, 98%
  • A14433

    Ethyl nitroacetate, 97%
  • A17444

    Trichloromethyl chloroformate, 98%

최근에 본 것

화학물질

화학물질

금속 및 재료

촉매

분석 기기 및 실험실 용품