3-Methyl-allenyl-zinkbromid | 29262-52-0

• 分子结构分类: 有机化合物
• 英文名称: 3-Methyl-allenyl-zinkbromid
• CAS: 29262-52-0；126557-75-3
• 化学式: C₄H₅BrZn
• 分子量: 198.378
• InChiKey: OFGAJGFKHLSIQH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  6.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3-Methyl-allenyl-zinkbromid 、 methyl N-(3-methyl-7-oxohepta-1,5-diyn-4-yl)carbamate 生成 methyl 7-amino-3,8-dimethyldeca-1,5,9-triyne-4-ylcarbamate
  参考文献：
  名称：

  Synthèse régiosélective par voie organozincique de 1,4-diamines primaires propargyliques et applications

  摘要：

  Reactive organozincs obtained from allylic and propargylic bromides regioselectively react with the N-trimethylsilylaldimines prepared in situ from the corresponding carbamates of various alpha-acetylenic gamma-aminoaldehydes to form a new amine function. Thus, we have achieved alpha-acetylenic primary 1,4-diamines: H2N-CH(R')-C equivalent to C-CH(R)-NH2 (R not equal R' or R=R'), then alpha-ethylenic primary 1,4-diamines (E) or (Z) through a partial hydrogenation.

  DOI：

  10.1016/s0022-328x(98)01144-9

文献信息

• Synthese univoque d'amines tertiaires insaturees par voie organometallique a partir de sels d'immonium
  作者：G. Courtois、M. Harama、Miginiac

  DOI：10.1016/s0022-328x(00)80983-3

  日期：1981.9

  The best method to prepare unequivocally and in good yields β-acetylenic, α-acetylenic and α-allenic tertiary amines RR′CHNR″2 (R unsaturated group, R′, R″ alkyl groups) from immonium salts has been evaluated.

  评估了从铵盐中明确制备高产率的β-炔基，α-炔基和α-烯丙基叔胺RR'CHNR″ 2（R不饱和基团，R′，R″烷基）的最佳方法。
• Synthèse en une étape par voie organométallique de diamines primaires benzyliques α, α′-disubstituées
  作者：G. Courtois、L. Miginiac

  DOI：10.1016/s0022-328x(97)00444-0

  日期：1997.12

  We describe a convenient pathway to prepare primary benzylic diamines with allylic or propargylic groups in alpha- and alpha'-positions, by of the regiospecific reaction between organometallics (M = Zn, Al, Mg) prepared from allylic or propargylic bromides and the bis-N-trimethylsilylimines resulting from an aromatic 1,3- or 1,4-dialdehyde.
• Allénylsilanes fonctionnels
  作者：Danielle Mesnard、Léone Miginiac

  DOI：10.1016/0022-328x(92)80206-d

  日期：1992.11

  The 2-trimethylsilyl-2,3-butadienal is easily prepared, in good yield, by the reaction at -80-degrees-C between triethylorthoformate and the organoaluminum compound prepared from Me3SiC=C-CH2Br. The resulting conjugated aldehyde reacts readily with various organometallic compounds (containing Al, Mg, Zn) to produce alcohols resulting from an 1,2-addition only, but for the saturated or phenylic magnesium derivatives which also give products from 1,4-addition.
• Synthèse en une étape par voie organométallique d'amines primaries β-acétyléniques α-ramifiées
  作者：L. Leboutet、G. Courtois、L. Miginiac

  DOI：10.1016/0022-328x(91)80258-l

  日期：1991.12

  The one-pot synthesis of alpha-branched beta-alcynyl primary amines results from reaction between organometallic compounds, prepared from propargylic bromides and N-silylimines derived from aromatic or aliphatic aldehydes. Usually, the reaction is regioselective, but not in the case of CH3C = CCH2M.
• Réactivité d'organozinciques α-insaturés vis à vis de N-(phénylsulfanyl) iminoesters application à la synthèse d' α-aminoacides insaturés, mono- ou disubstitués
  作者：M. Aidene、F. Barbot、L. Miginiac

  DOI：10.1016/s0022-328x(96)06854-4

  日期：1997.4

  A new general synthesis of C-subtituted alpha-aminoacids is described, using at first the regioselective reaction between alpha-unsaturated organozincs and N-(phenylsulfanyl)iminoesters.