212830

trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene

95%

• 동의어(들): Danishefsky’s diene
• Linear Formula: (CH₃)₃SiOC(=CH₂)CH=CHOCH₃
• CAS Number: 54125-02-9
• Molecular Weight: 172.30
• Beilstein: 1616761
• MDL number: MFCD00008498
• UNSPSC 코드: 12352100
• PubChem Substance ID: 24852745
• NACRES: NA.22

속성

• 분석: 95%
• 형태: liquid
• 불순물: 2-5% 4-methoxy-3-buten-2-one
• refractive index: n20/D 1.454 (lit.)
• bp: 68-69 °C/14 mmHg (lit.)
• density: 0.885 g/mL at 25 °C (lit.)
• 저장 온도: 2-8°C
• SMILES string: CO\C=C\C(=C)O[Si](C)(C)C
• InChI: 1S/C8H16O2Si/c1-8(6-7-9-2)10-11(3,4)5/h6-7H,1H2,2-5H3/b7-6+
• InChI key: SHALBPKEGDBVKK-VOTSOKGWSA-N

설명

일반 설명

trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene is a funtionalized Diels-Alder diene. Mukaiyama-Michael-type addition/heterocyclization of trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky′s diene) with 1,2-diaza-1,3-butadiene has been investigated. Asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehyde catalyzed by mesoporous inorganic/metalorganic hybrid materials has been reported.

애플리케이션

trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene was used:

• in the synthesis of sulfone analogues of griseofulvin (sulfogriseofulvins), 4H-1-aminopyrroles and 4,5H-pyrazoles
• as Diels-Alder diene for the synthesis of pyridones and pyranones
• as reagent employed in the Mannich-Michael reaction for preparation of piperidinones and enaminones

안전성 정보

• 픽토그램: GHS02
• 신호어: Warning
• 유해 및 위험 성명서: H226
• 예방조치 성명서: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point (°F): 138.2 °F - closed cup
• Flash Point (°C): 59 °C - closed cup
• 개인 보호 장비: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)