Di-tert-Butyl azodicarboxylate
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Di-tert-Butyl azodicarboxylate 속성
- 녹는점
- 89-92 °C(lit.)
- 끓는 점
- 287.1±9.0 °C(Predicted)
- 밀도
- 1.06±0.1 g/cm3(Predicted)
- 저장 조건
- 2-8°C
- 용해도
- 클로로포름(소량으로 용해), 메탄올(약간 용해됨)
- 물리적 상태
- 결정 또는 결정성 분말
- 색상
- 노란색
- 수용성
- 불용성
- 감도
- Light Sensitive
- BRN
- 1911434
- InChI
- InChI=1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3
- InChIKey
- QKSQWQOAUQFORH-VAWYXSNFSA-N
- SMILES
- N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O
- CAS 데이터베이스
- 870-50-8(CAS DataBase Reference)
안전
- 위험 및 안전 성명
- 위험 및 사전주의 사항 (GHS)
| 위험품 표기 | Xi,F | ||
|---|---|---|---|
| 위험 카페고리 넘버 | 36/37/38-11 | ||
| 안전지침서 | 26-36-37/39-16 | ||
| 유엔번호(UN No.) | 1325 | ||
| WGK 독일 | 3 | ||
| 위험 참고 사항 | Irritant | ||
| 위험 등급 | 3 | ||
| 포장분류 | II | ||
| HS 번호 | 29270000 |
Di-tert-Butyl azodicarboxylate C화학적 특성, 용도, 생산
화학적 성질
yellow crystals or crystalline powder용도
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions.일반 설명
Di-tert-butyl azodicarboxylate is a an acid labile reagent for Mitsunobu reactions allowing facile isolation of products and for the electrophilic amination and hydrazination of enolates and lithium alkyls.Purification Methods
The tert-butyl ester has the advantage over the ethyl ester (below) in being a solid and more acid labile. It crystallises from ligroin and is best purified by covering the dry solid (22g) with pet ether (b 30-60o, 35-40 mL) heating to boiling and adding ligroin (b 60-90o) until the solid dissolves. On cooling, large lemon yellow crystals of the ester separate (~ 20g), m 90.7-92o. Evaporation of the filtrate gives a further crop of crystals [Carpino & Crowley Org Synth 44 18 1964]. This reagent is useful in the Mitsunobu reaction [Mitsunobu Synthesis 1 1981, Gennari et al. J Am Chem Soc 108 6394 1986, Evans et al. J Am Chem Soc 108 6394 1986, Hughes Org React 42 335 1992, Dodge et al. Org Synth 73 110 1996, Hughes Org Prep Proc Int 28 127 1996, Ferguson & Marcelle J Am Chem Soc 128 4576 2006, see also DEAD and DIAD below].Di-tert-Butyl azodicarboxylate 준비 용품 및 원자재
원자재
준비 용품
Di-tert-Butyl azodicarboxylate 공급 업체
글로벌( 377)공급 업체
| 공급자 | 전화 | 이메일 | 국가 | 제품 수 | 이점 |
|---|---|---|---|---|---|
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 |
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| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 |
ivan@atkchemical.com | China | 32480 | 60 |