2-chloro-1-(chloromethyl)ethyl acrylate | 25890-80-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-chloro-1-(chloromethyl)ethyl acrylate
• 英文别名: 1,3-dichloroprop-3-yl acrylate；acrylic acid-(β,β'-dichloro-isopropyl ester)；Acrylsaeure-(β,β'-dichlor-isopropylester)；2-Acryloyloxy-1,3-dichlor-propan；Acrylsaeure-2,2'-dichlorisopropylester；1,3-Dichloropropan-2-yl prop-2-enoate
• CAS: 25890-80-6
• 化学式: C₆H₈Cl₂O₂
• 分子量: 183.034
• InChiKey: XHOQLKZKKXOFJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-二氯丙醇 、 丙烯酰氯 在 sodium carbonate 作用下， 生成 2-chloro-1-(chloromethyl)ethyl acrylate
  参考文献：
  名称：

  Acrylic Esters of Some Substituted Alkanols

  摘要：

  DOI：

  10.1021/ja01167a116

文献信息

• Lipase activity and enantioselectivity of whole cells from a wild-type Aspergillius flavus strain
  作者：Carmen Solarte、Edinson Yara-Varón、Jordi Eras、Mercè Torres、Mercè Balcells、Ramon Canela-Garayoa

  DOI：10.1016/j.molcatb.2013.12.005

  日期：2014.2

  This study reports the high enantiomeric preference of whole cell lipase from Aspergillus flavus wild-type that allows the preparation of a chiral secondary alcohol. Whole cells prepared from a wild-type Aspergillus flavus strain were used as biocatalysts to prepare (R)-1-phenylethyl acetate. (R)-1-Phenylethanol was esterified into (R)-1-phenylethyl acetate with a 94.6% enantiomeric excess (ee) within 24h at 40 degrees C and (S)-1-phenylethanol remained in the reaction medium with a >99%ee. Besides, this biocatalyst allows the preparation of ethyl laurate and a mixture of 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1-propyl acrylate. The ethyl laurate yield was 96%, whereas the synthesis of a mixture of the acrylate regioisomers, 2-chloro-1-(chloromethyl)ethyl acrylate and 2,3-dichloro-1 -propyl acrylate gave similar yields to those obtained using commercial lipases. (C) 2013 Elsevier B.V. All rights reserved.
• Biocatalytic preparation of dichloropropyl acrylates. Application to the synthesis of poly(dichloropropyl acrylates)
  作者：Yara-Varón Edinson、Eras Joli Jordi、Torres Mercè、Balcells Mercè、Villorbina Gemma、Canela-Garayoa Ramon

  DOI：10.1016/j.molcatb.2013.03.005

  日期：2013.8

  The synthesis of dichloropropyl acrylates from dichloropropyl dodecanoates through a transesterification process using diverse commercial lipases and whole cells (fungal resting cells) is presented. The synthesis was carried out in a solvent-free media using a conventional batch system and a packed bed reactor (PBR). The effect of water activity on the process depended on the lipase used. The commercial enzyme CALB (Candida antarctica lipase B immobilized onto a macroporous acrylic resin) showed the best performance as a biocatalyst, achieving a yield of 50% and productivity of 7.2 mu mol min(-1) g(-1) in the batch reactor and 33% and 35.8 mu mol min(-1) g(-1) in the PBR. Finally, polymeric material was prepared by suspension polymerization of the dichloropropyl acrylates synthesized using PBR. Particles with diameters between 170 and 380 mu m were obtained with a yield of 85% after 18 h reaction. (C) 2013 Elsevier B.V. All rights reserved.
• Solvent-free biocatalytic interesterification of acrylate derivatives
  作者：Edinson Yara-Varón、Jordi Eras Joli、Mercè Torres、Nuria Sala、Gemma Villorbina、Jonh Jairo Méndez、Ramon Canela-Garayoa

  DOI：10.1016/j.cattod.2012.02.055

  日期：2012.11

  The ability of diverse commercial lipases and whole cells (fungal resting cells) to synthesise allyl and dichloropropyl acrylate from allyl dodecanoate through an interesterification process is presented. The process was carried out without solvent in a conventional batch system. The best biocatalyst among those studied was the commercial enzyme CALB (Candida antarctica lipase B immobilised onto a macroporous acrylic resin). The reaction was sensitive to water activity, and a decrease in the yield was observed at the highest activity studied. CALB could also be applied to diverse acrylic derivatives, although the yields decreased using either ethyl methacrylate or acrylic acid. (C) 2012 Elsevier B. V. All rights reserved.
• OLIGOMERS OF STYRENE AS FLEGMATIZERS FOR ORGANIC PEROXIDES
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0644916A1

  公开（公告）日：1995-03-29
• Anti-fouling materials containing cationic polysiloxanes
  申请人：Chisholm Ja Bret

  公开号：US20070042199A1

  公开（公告）日：2007-02-22

  Polyamine cross-linked polysiloxanes, such as functionalized polysiloxane cross-linked with a polyalkylenepolyamine are described herein. The polyamine cross-linked polysiloxanes may be used in an antifouling composition to prevent biological fouling in marine environments.