Trans-1-Methoxy-3-Trimethylsiloxy-1,3-Butadiene 反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯

CAS 54125-02-9 MFCD00008498

化学结构图

54125-02-9
SMILES:

化学属性

Mol. FormulaC8H16O2Si
Mol. Weight172
Density0.885 g/mL at 25 °C(lit.)
Boiling Point68-69 °C/14 mmHg(lit.)
Refractive indexn20/D 1.454(lit.)
Flash Point45°C(lit.)
TSCANo

别名和识别编码

Chemical NameTrans-1-Methoxy-3-Trimethylsiloxy-1,3-Butadiene
Synonym Danishefsky's diene 反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯 Danishefsky 二烯
Beilstein Registry Number1616761
PubChem Substance ID24852745
CAS Number54125-02-9
MDL NumberMFCD00008498
Merck Number6001
EC Number000-000-0
Chemical Name Translation反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯
Reaxys-RN3587780
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Enol Ethers, Organic Building Blocks, Oxygen Compounds

相关文献及参考

  • For cycloaddition to Fullerene powder, 39722, see: J. Org. Chem., 60, 6353 (1995).
  • High purity grade.
  • For cycloaddition to phenyl vinyl sulfone, see: J. Org. Chem., 48, 4986 (1983). Details have been given for the addition to a cyclic vinyl sulfone: Org. Synth. Coll., 8, 38 (1993).
  • Tetrahedron 49 , 1749, (1993)
  • The diene also undergoes cycloaddition reactions with heterodienophiles. Thus addition to carbonyl groups gives 2,3-dihydro--pyrones: J. Am. Chem. Soc., 104, 358 (1982); Heterocycles, 32, 273 (1991). See also Tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)­europium(III), 33541. For asymmetric Diels-Alder reaction with aldehydes, mediated by a chiral Lewis acid derived from BINOL ((R)-(+)-1,1'-Bi(2-naphthol)­, L08305) and Ti(O-i-Pr)4, see: J. Org. Chem., 60, 5998 (1995):
  • An improved procedure for the conversion of the initial adducts to enones involves treatment with TMS-OTf: J. Org. Chem., 55, 3693 (1990).
  • The diene also undergo
  • Oxygen-functionalized diene, useful for the regiospecific introduction of cyclohexanone or cyclohexenone groupings by cycloaddition with dienophiles: J. Am. Chem. Soc., 96, 7807 (1974); 100, 6536, 7098 (1978). Review: Acc. Chem. Res., 14, 400 (1981); review of cycloaddition reactions of silyloxydienes: Synthesis, 85 (1983); example and discussion: Org. Synth. Coll., 7, 312 (1990):
  • The diene also undergoes cycloaddition reactions with heterodienophiles. Thus addition to carbonyl groups gives 2,3-dihydro--pyrones: J. Am. Chem. Soc., 104, 358 (1982); Heterocycles, 32, 273 (1991). See also Tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)­europium(III), 33541. For asymmetric Diels-Alder reaction with aldehydes, mediated by a chiral Lewis acid derived from BINOL ((R)-(+)-1,1'-Bi(2-naphthol)&#x
  • Reaction with imines in the presence of ZnCl2 leads to 4-oxotetrahydropyridines: Tetrahedron Lett., 23, 3739 (1982). For a

安全信息

WGK Germany3
Signal word Warning
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
GHS Symbol
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
UN Number 1993 UN1993
Risk Statements
  • R10 Flammable 易燃
Storage condition Moisture Sensitive 0-10°C
Packing GroupIII
Hazard Class3
Precautionary statements
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P332+P313
  • P302+P352+P332+P313+P362+P364
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P370+P378
  • P305+P351+P338+P337+P313
  • P303+P361+P353
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P337+P313
  • P241+P242+P243
  • P305+P351+P338
  • P403+P235

系列性分类


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