벤질 클로로탄소산
|
|
벤질 클로로탄소산 속성
- 녹는점
- -20 °C
- 끓는 점
- 103 °C20 mm Hg(lit.)
- 밀도
- 1.212 g/mL at 20 °C
- 증기 밀도
- 1 (vs air)
- 증기압
- 1.39 psi ( 20 °C)
- 굴절률
- n
20/D 1.519(lit.)
- 인화점
- 197 °F
- 저장 조건
- Store at +2°C to +8°C.
- 용해도
- 에테르, 아세톤, 벤젠과 혼합 가능.
- 물리적 상태
- 액체
- 색상
- 약간 노란색에서 약간 분홍색
- 냄새
- 화나게 하는; 날카로운, 관통하는.
- 수용성
- 물에서 분해되다
- 감도
- Moisture Sensitive
- Merck
- 14,1801
- 노출 한도
- ACGIH: TWA 1 ppm
OSHA: TWA 1 ppm(5 mg/m3)
NIOSH: IDLH 10 ppm; Ceiling 1 ppm(5 mg/m3)
- 안정성
- 안정적인. 물, 산화제와 호환되지 않습니다. 타기 쉬운.
- CAS 데이터베이스
- 501-53-1(CAS DataBase Reference)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
위험품 표기 | T,C,N,F | ||
---|---|---|---|
위험 카페고리 넘버 | 45-20-34-48/22-50/53-67-65-63-48/20-11-43-37-23 | ||
안전지침서 | 53-26-36/37/39-45-60-61-62-46-36/37 | ||
유엔번호(UN No.) | UN 2924 3/PG 2 | ||
WGK 독일 | 3 | ||
RTECS 번호 | LQ5860000 | ||
F 고인화성물질 | 19 | ||
자연 발화 온도 | 590 °C | ||
TSCA | Yes | ||
HS 번호 | 2915 90 70 | ||
위험 등급 | 8 | ||
포장분류 | I | ||
유해 물질 데이터 | 501-53-1(Hazardous Substances Data) | ||
독성 | LD50 orally in Rabbit: 3000 mg/kg | ||
기존화학 물질 | KE-02790 |
벤질 클로로탄소산 C화학적 특성, 용도, 생산
개요
Benzyl chloroformate, also known as benzyl chlorocarbonate or Z-chloride, is the benzyl ester of chloroformic acid. It can be also described as the chloride of the benzyloxycarbonyl (Cbz or Z) group. In its pure form it is a water-sensitive oily colorless liquid, although impure samples usually appear yellow. It possesses a characteristic pungent odor and degrades in contact with water.The compound was first prepared by Leonidas Zervas in the early 1930s who used it for the introduction of the benzyloxycarbonyl protecting group, which became the basis of the Bergmann-Zervas carboxybenzyl method of peptide synthesis he developed with Max Bergmann. This was the first successful method of controlled peptide chemical synthesis and for twenty years it was the dominant procedure used worldwide until the 1950s. To this day, benzyl chloroformate is often used for amine group protection.
화학적 성질
colorless or light yellow oily liquid with rancid odor. soluble in ether, acetone, benzene and other organic solvents. It is used to protect amino groups in peptide synthesis.용도
Benzyl chloroformate is widely used as a reactive chemical intermediate in plastic, pharmaceutical, agricultural and organic chemicals. It is useful for the introduction of carboxybenzyl (cbz) protecting group for amines such as aniline in organic synthesis. It is also involved in the synthesis of 1,2,4-oxadiazoles.제조 방법
Benzyl chloroformate is prepared in the lab by treating benzyl alcohol with phosgene:PhCH2OH + COCl2→ PhCH2OC(O)Cl + HCl
Phosgene is used in excess to minimise the production of the carbonate (PhCH2O)2C=O.
The use of phosgene gas in the lab preparation carries a very large health hazard, and has been implicated in the chronic pulmonary disease of pioneers in the usage of the compound such as Zervas.
주요 응용
Benzyl chloroformate is used as a reagent in peptide synthesis to protect the amine functionality as the benzyloxycarbonyl (Cbz or Z) derivative.Cbz-protected anilines were prepared directly from aromatic carboxylic acids, sodium azide and Cbz-Cl.
Protecting reagent in peptide synthesis.
일반 설명
Benzyl chloroformate appears as a colorless liquid with an acrid odor. Vapors irritate eyes and mucous membranes. Corrosive to metals and tissue. Long-term inhalation of low concentrations or short-term inhalation of high concentrations can result in adverse health effects.공기와 물의 반응
Decomposes in moist air. Decomposes slowly in water to give corrosive hydrochloric acid and organic acids.반응 프로필
Benzyl chloroformate decomposes slowly in water forming benzyl alcohol, HCl, and CO2. Gives off HCl fumes in moist air. Reacts with bases, both organic and inorganic. Attacks many metals especially in humid atmosphere [Handling Chemicals Safely 1980. p. 476]. Catalytic impurity incidents involving the iron catalyzed decomposition of benzoyl chloroformate have caused several explosions. The iron presumably comes from corrosion of steel storage tanks [Loss Prev. Bull., 1975, (003), 2]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].위험도
Highly toxic, emits very toxic phosgene fumes at 100C. Irritant to eyes.건강위험
Inhalation causes mucous membrane irritation. Eyes are irritated by excessive exposure to vapor. Liquid causes severe irritation of eyes and irritates skin. Ingestion causes irritation of mouth and stomach.Safety Profile
Poison by ingestion andinhalation routes. A powerful corrosive irritant. Thermallyunstable. Will react with water or steam to produce toxic and corrosive fumes and heat. Iron salts catalyze theexplosive decomposition of the ester. When heated todecomp.Purification Methods
The commercial material is usually better than 95% pure and may contain some toluene, benzyl alcohol, benzyl chloride and HCl. After long storage (e.g. two years at 4o, Greenstein and Winitz [The Chemistry of the Amino Acids Vol 2 p. 890, J Wiley and Sons NY, 1961] recommended that the liquid should be flushed with a stream of dry air, filtered and stored over sodium sulfate to remove CO2 and HCl which are formed by decomposition. It may further be distilled from an oil bath at a temperature below 85o because Thiel and Dent [Annalen 301 257 1898] stated that benzyloxycarbonyl chloride decarboxylates to benzyl chloride slowly at 100o and vigorously at 155o. Redistillation at higher vacuum below 85o yields material which shows no other peaks than those of benzyloxycarbonyl chloride by NMR spectroscopy. [Beilstein 6 IV 2278.] LACHRYMATORY and TOXIC.벤질 클로로탄소산 준비 용품 및 원자재
원자재
준비 용품
2-(Boc-aminomethyl)-piperidine
BENZYL 4-(BROMOMETHYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE
아조트리오남
1-METHYL-[4,4']BIPIPERIDINYL
H-BETA-ALA-OTBU HCL
Clarithromycin
Lisinopril Dihydrate
N-Carbobenzyloxyglycine
4-(Boc-Aminomethyl)piperidine
GLY-7-AMINO-4-METHYLCOUMARIN
1-Methylpiperazin-2-one
Benzyl carbamate
CARUMONAM
1H-Azepine-3-carboxylicacid,hexahydro-,methylester(9CI)
캅토프릴
(R)-(+)-1-Boc-3-aminopyrrolidine
프로카바진 수화염화물
2-PIPERAZIN-1-YL-ACETAMIDEHYDROCHLORIDE
(R)-4-Boc-Piperazine-3-carboxylic acid
N-1-BOC-N-4-CBZ-2-PIPERAZINECARBOXYLIC ACID T-BUTYL ESTER
1-(N-METHYLPIPERIDIN-3-YL-METHYL)PIPERAZINE
3-[(Benzyloxycarbonyl)amino]propionaldehyde
BENZYL 1-HOMOPIPERAZINECARBOXYLATE
1-[(Benzyloxy)carbonyl]piperidine-4-carboxylic acid
BENZYL 1-PIPERAZINECARBOXYLATE
3-O-Methyldopamine hydrochloride
벤질 클로로탄소산 공급 업체
글로벌( 454)공급 업체
공급자 | 전화 | 이메일 | 국가 | 제품 수 | 이점 |
---|---|---|---|---|---|
Hebei Mojin Biotechnology Co., Ltd | +8613288715578 |
sales@hbmojin.com | China | 12471 | 58 |
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 |
sales@capotchem.com | China | 29797 | 60 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 |
info@tianfuchem.com | China | 21689 | 55 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 |
ivan@atkchemical.com | China | 32686 | 60 |
career henan chemical co | +86-0371-86658258 |
sales@coreychem.com | China | 29914 | 58 |
Xiamen AmoyChem Co., Ltd | +86-592-6051114 +8618959220845 |
sales@amoychem.com | China | 6387 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 |
linda@hubeijusheng.com | CHINA | 22968 | 58 |
Shanghai Longyu Biotechnology Co., Ltd. | +8615821988213 |
info@longyupharma.com | China | 2531 | 58 |
Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 |
sales@chemdad.com | China | 39916 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 |
sales@conier.com | China | 49391 | 58 |