2-(4-(chloromethyl)phenyl)acetaldehyde | 1190884-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-(chloromethyl)phenyl)acetaldehyde
• 英文别名: 2-[4-(Chloromethyl)phenyl]acetaldehyde
• CAS: 1190884-37-7
• 化学式: C₉H₉ClO
• mdl: MFCD19236683
• 分子量: 168.623
• InChiKey: AHTHKMLUEZACIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-(chloromethyl)phenyl)acetaldehyde 、 2,4-二硝基苯肼 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 1-(2-(4-(chloromethyl)phenyl)ethylidene)-2-(2,4-dinitrophenyl)-hydrazine
  参考文献：
  名称：

  Halonium Ion-Assisted Deiodination of Styrene-Based Vicinal Iodohydrins Followed by Rearrangement through Phenyl Migration

  摘要：

  Acid activation of bromate/bromide couple at 0-10 degrees C was found to trigger the deiodination of styrene-based vicinal iodohydrins. Violet coloration of the organic layer was ascribed to formation of IBr. Deiodination was followed by phenyl migration and deprotonation leading to formation of phenyl acetone and 2-phenylpropanal in good yields from 1-iodo-2-phenylpropan-2-ol and 2-iodo-1-phenylpropan-1-ol, respectively. Phenyl acetaldehyde-which was obtained in 92% GC yield from styrene iodohydrin-was also presumably formed in analogous manner. NBS and HOCl too were effective for transformation of styrene iodohydrin into phenyl acetaldehyde,

  DOI：

  10.1021/jo9013707
• 作为产物：
  描述：

  在 sodium bromate 、 硫酸 、 sodium bromide 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 2-(4-(chloromethyl)phenyl)acetaldehyde
  参考文献：
  名称：

  Halonium Ion-Assisted Deiodination of Styrene-Based Vicinal Iodohydrins Followed by Rearrangement through Phenyl Migration

  摘要：

  Acid activation of bromate/bromide couple at 0-10 degrees C was found to trigger the deiodination of styrene-based vicinal iodohydrins. Violet coloration of the organic layer was ascribed to formation of IBr. Deiodination was followed by phenyl migration and deprotonation leading to formation of phenyl acetone and 2-phenylpropanal in good yields from 1-iodo-2-phenylpropan-2-ol and 2-iodo-1-phenylpropan-1-ol, respectively. Phenyl acetaldehyde-which was obtained in 92% GC yield from styrene iodohydrin-was also presumably formed in analogous manner. NBS and HOCl too were effective for transformation of styrene iodohydrin into phenyl acetaldehyde,

  DOI：

  10.1021/jo9013707

文献信息

• An iron catalyzed regioselective oxidation of terminal alkenes to aldehydes
  作者：Abhishek Dutta Chowdhury、Ritwika Ray、Goutam Kumar Lahiri

  DOI：10.1039/c2cc32051g

  日期：——

  Fe(BF4)2·6H2O with pyridine-2,6-dicarboxylic acid and PhIO can efficiently catalyze the regioselective oxidation of terminal alkene derivatives to aldehydes under mild and benign reaction conditions.

  在温和且友好的反应条件下，Fe(BF4)2·6H2O与吡啶-2,6-二羧酸和PhIO能够高效催化末端烯烃衍生物向醛的选择性氧化反应。
• [Fe^III(TF₄DMAP)OTf] catalysed anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of methyl aryl tertiary amines to formamides with H₂O₂ as a terminal oxidant
  作者：Yi-Dan Du、Chun-Wai Tse、Zhen-Jiang Xu、Yungen Liu、Chi-Ming Che

  DOI：10.1039/c4cc05972g

  日期：——

  Anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of N-methyl aryl tertiary amines to formamides with H2O2 as a terminal oxidant under mild conditions have been achieved with moderate to good product yields using [Fe(III)(TF4DMAP)OTf] as catalyst.

  使用[Fe（III）（TF4DMAP）OTf]可以中等程度地获得良好的收率，从而在温和的条件下实现了末端芳基烯烃抗马尔科夫尼科夫氧化为醛类以及将N-甲基芳基叔胺转化为甲酰胺并以H2O2作为末端氧化剂的方法。作为催化剂。