3-甲基-2-亚甲基丁腈 | 2813-69-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-甲基-2-亚甲基丁腈
• 英文名称: 3-methyl-2-methylenebutanenitrile
• 英文别名: Butanenitrile, 3-methyl-2-methylene-；3-methyl-2-methylidenebutanenitrile
• CAS: 2813-69-6
• 化学式: C₆H₉N
• 分子量: 95.1442
• InChiKey: CCMZKOAOMQSOQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-甲基-2-亚甲基丁腈 在 哌啶 、 双氧水 、 溶剂黄146 、 叔丁醇 作用下， 生成 3-methyl-2-(2-methyl-propane-2-sulfonylmethyl)-butyronitrile
  参考文献：
  名称：

  Cyanoalkylation. III. Structural Effects in the Reaction of Mercaptans with α-Alkylacrylonitriles

  摘要：

  DOI：

  10.1021/ja01146a009
• 作为产物：
  描述：

  2-acetoxy-2,3-dimethylbutanenitrile 生成 3-甲基-2-亚甲基丁腈
  参考文献：
  名称：

  Oxidation of Vinyl Monomers¹

  摘要：

  DOI：

  10.1021/ja01525a032

文献信息

• Synthesis and Structural Characterization of Nickel Complexes Possessing P-Stereogenic Pincer Scaffolds and Their Application in Asymmetric Aza-Michael Reactions
  作者：Zehua Yang、Delong Liu、Yangang Liu、Masashi Sugiya、Tsuneo Imamoto、Wanbin Zhang

  DOI：10.1021/om501287k

  日期：2015.4.13

  Notably, the PCP complex 3 exhibited higher catalytic activity in the aza-Michael addition than the PNP complexes 7, 8, and 9. Two achiral PCP-type pincer-Ni complexes, κP,κC,κP-3,5-Me2-2,6-(tBu2PCH2)2C6H}NiCl (11) and κP,κC,κP-3,5-Me2-2,6-(Ph2PCH2)2C6H}NiCl (13), were also synthesized and fully characterized in order to reveal the structural differences between the chiral and achiral complexes.

  新颖P-立体钳形络合物的Ni κ P，κ Ç，κ P -3,5--ME 2 -2,6-（ME吨BuPCH 2）2 C ^ 6 H}的NiCl（3），κ P，κ ç，κ P -3,5--ME 2 -2,6-（ME吨BuPCH 2）2 C ^ 6 H} NiOTf（4），[κ P，κ ñ，κ P -2,6-（ME吨BuPCH 2）2 C 5 H 3N}的NiCl]氯（7），[κ P，κ Ñ，κ P -2,6-（ME吨BuPCH 2）2 C ^ 5 ħ 3 N}的NiCl] BF 4（8），和[κ P，κ ñ，κ P -2,6-（ME吨BuPCH 2）2 C ^ 5 ħ 3 N}的Ni（NCMe）]（BF 4）2（9）在55-84％的产率被合成和表征通过1个ħ NMR，13 C 1 H} NMR，31 P 1 H} NMR，19 F 1 H} NMR和/或单晶X射线衍射。复
• A Three-Step Synthesis of 1,7-Diazaperylene and Derivatives
  作者：Heinz Langhals、Peter Mayer、Kurt Polborn、Susanne Reichherzer

  DOI：10.1055/s-0040-1707293

  日期：2021.2

  Abstract 1,7-Diazaperylene and various derivatives were synthesised in an upscaleable route from 1,5-diaminoanthraquinone and its Meerwein­ reaction with acrylonitrile and subsequent cyclisation with ammonia. The application of tert-butyl alcohol as the solvent led to a significant improvement in the Meerwein reaction. Publication History Received: 30 May 2020 Accepted after revision: 31 August 2020

  摘要 1,7-二氮杂戊烯及其各种衍生物是由1,5-二氨基蒽醌及其Meerwein与丙烯腈的反应，随后与氨的环化反应按可放大的路线合成的。的应用叔丁基醇作为导致了米尔文反应显著改善溶剂。 出版历史 收到：2020年5月30日 修订后接受：2020年8月31日 发布日期： 2020年10月27日（在线） ©2020年。Thieme。版权所有 Georg Thieme Verlag KGRüdigerstraße14，70469斯图加特，德国
• [EN] ODORANTS AND COMPOSITIONS COMPRISING ODORANTS<br/>[FR] ODORISANTS ET COMPOSITIONS COMPRENANT DES ODORISANTS
  申请人：S H KELKAR AND COMPANY LTD

  公开号：WO2021209944A1

  公开（公告）日：2021-10-21

  The present invention relates to new classes of odorous 3-(2- methylenealkoxy)alkanenitrile derivatives of formula (I) which are useful as fragrance or flavor materials in particular in providing dry, woody, dusty, earthy, and/or patchouli notes together with optional coriander, aldehydic, citrus, mandarin, pear, cinnamon, and/ or petal floral-like notes to perfume, aroma or deodorizing/masking compositions.

  本发明涉及一种新的类别的具有公式(I)的气味性3-(2-亚甲基烯氧基)烷腈衍生物，其可用作香料或风味材料，特别是在提供干燥、木质、灰尘、泥土和/或广藿香音符以及可选的香菜、醛类、柑橘、柑橘、梨、肉桂和/或花瓣般的花香音符给香水、香氛或除臭/掩蔽组合物方面。
• Formation of organocobalt porphyrin complexes from reactions of cobalt(II) porphyrins and dialkylcyanomethyl radicals with organic substrates: chemical trapping of a transient cobalt porphyrin hydride
  作者：Alexei A. Gridnev、Steven D. Ittel、Michael Fryd、Bradford B. Wayland

  DOI：10.1021/om00036a029

  日期：1993.12

  Solutions of (tetrakis(p-methoxyphenyl)porphyrinato)cobalt(II) ((TAP)Co(II.)) and alkyl radicals (.C(CH3)(CH3)CN,.C(CH3)(CH(CH3)2)CN) formed from dialkylazo precursors react with alkenes and alkynes in CHCl3, DMF, and hydrocarbon solvents to form alkyl and vinyl complexes ((TAP)Co-R, (TAP)Co-C(R1)=C(R2)(R3)) and with alkyl halides and epoxides in DMF to form alkyl and beta-hydroxyalkyl complexes. These reactivity patterns are indicative of forming a transient cobalt(III) hydride ((TAP)Co-H) that adds with unsaturated organic substrates or, when deprotonated, reacts as a nucleophile ([(TAP)Co(I)]-) with alkyl halides and epoxides. Addition reactions of (TAP)Co-H with alkenes and alkynes generally occur with high regioselectivity corresponding to formation of the most stable organic radical (Markovnikov regioselectivity). Sterically encumbering substituents which inhibit (TAP)Co binding at the same carbon center can reverse the regioselectivity (anti-Markovnikov addition). Examples of organic group isomerization that correspond to 1,2(H,Co)-shifts for secondary alkyl complexes and 1,3(H,H)-shifts for vinyl derivatives are reported and discussed. High yields of regio- and stereospecific products using simple procedures suggest the synthetic utility of this versatile methodology in forming a wide range of organocobalt complexes.
• Mellor,J.M.; Webb,C.F., Journal of the Chemical Society. Perkin transactions II, 1974, p. 17 - 22
  作者：Mellor,J.M.、Webb,C.F.

  DOI：——

  日期：——