十八酸苯甲酯 | 5531-65-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 十八酸苯甲酯
• 中文别名: 硬脂酸苄酯；十八酸苄酯
• 英文名称: benzyl stearate
• 英文别名: octadecanoic acid benzyl ester；phenylmethyl ester octadecanoic acid；stearic acid benzyl ester；α-Stearoyloxy-toluol；Stearinsaeure-benzylester；Benzylstearat；benzyl octadecanoate
• CAS: 5531-65-7
• 化学式: C₂₅H₄₂O₂
• 分子量: 374.607
• InChiKey: BPSLVNCMKDXZPC-UHFFFAOYSA-N

物化性质

• 熔点：
  45.8 °C
• 沸点：
  459.7±14.0 °C(Predicted)
• 密度：
  0.9075 g/cm3(Temp: 50 °C)
• 保留指数：
  2727

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2915709000
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  甲醇 、 十八酸苯甲酯 以 正己烷 为溶剂， 反应 24.0h， 以92.5%的产率得到硬酯酸甲酯C18
  参考文献：
  名称：

  A convenient method for enzymatic benzyl-alkyl transesterification under mild neutral conditions

  摘要：

  Lipases from Candida cylindracea and from Pseudomonas fluorescens efficiently catalyse the benzyl to alkyl transesterification in organic solvents under mild conditions in nearly quantitative yields.

  DOI：

  10.1016/s0040-4020(01)89450-3
• 作为产物：
  描述：

  油酸 在 硫酸 、 镍 作用下， 生成 十八酸苯甲酯
  参考文献：
  名称：

  Ellis; Rabinovitz, Chemisches Zentralblatt, 1918, vol. 89, # I, p. 611

  摘要：

  DOI：

文献信息

• A mild and efficient method for esterification and transesterification catalyzed by iodine
  作者：K Ramalinga、P Vijayalakshmi、T.N.B Kaimal

  DOI：10.1016/s0040-4039(01)02235-3

  日期：2002.1

  a practical and useful Lewis acid catalyst for the esterification of carboxylic acids with alcohols. The high catalytic activity of iodine can be used for the transesterification of esters by different alcohols including tertiary alcohols and sterically hindered primary and secondary alcohols. The method presented is especially effective for simultaneous esterification and transesterification reactions

  发现碘是用于羧酸与醇的酯化的实用且有用的路易斯酸催化剂。碘的高催化活性可用于通过不同的醇（包括叔醇和位阻的伯醇和仲醇）进行酯的酯交换反应。提出的方法对于同时酯化和酯交换反应特别有效。
• A Facile, Catalytic and Environmentally Benign Method for Esterification of Carboxylic Acids and Transesterification of Carboxylic Esters with Nearly Equimolar Amounts of Alcohols
  作者：D. Bose、Apuri Satyender、A. Rudra Das、Hari Mereyala

  DOI：10.1055/s-2006-942456

  日期：——

  A practical and green chemical process for the esterification of carboxylic acids with alcohols and transesterification of carboxylic esters in good to excellent yields by using K5CoW12O14·3H2O (0.1 mol%) as catalyst is reported. The catalyst exhibited remarkable reusable activity.

  报道了一种实用且环保的化学工艺，使用K5CoW12O14·3H2O（0.1 mol%）作为催化剂，在良好的至优异的产率下进行羧酸与醇的酯化反应以及羧酸酯的转酯化反应。该催化剂展现出卓越的可重复使用活性。
• Versatile and sustainable alcoholysis of amides by a reusable CeO₂ catalyst
  作者：S. M. A. Hakim Siddiki、Abeda Sultana Touchy、Masazumi Tamura、Ken-ichi Shimizu

  DOI：10.1039/c4ra07419j

  日期：——

  CeO₂ was found to be a versatile and reusable heterogeneous catalyst for direct alcoholysis of primary amides to esters under neutral conditions, providing a sustainable, general, and economic synthetic method of esters.

  CeO₂ 被发现是一种多功能且可重复使用的非均相催化剂，可在中性条件下直接将一级酰胺醇解为酯，提供了一种可持续、通用且经济的酯类合成方法。
• 5,5′-Dimethyl-3,3′-azoisoxazole as a new heterogeneous azo reagent for esterification of phenols and selective esterification of benzylic alcohols under Mitsunobu conditions
  作者：Nasser Iranpoor、Habib Firouzabadi、Dariush Khalili

  DOI：10.1039/c004357e

  日期：——

  3′-azoisoxazole is used as a new efficient heterogeneous azo reagent for the highly selective esterification of primary and secondary benzylic alcohols and phenols with aliphatic and aromatic carboxylic acids via Mitsunobu protocols. The reaction is highly selective for primary benzylic alcohols versus secondary ones, aliphatic alcohols and also phenols. The isoxazole hydrazine byproduct can be simply isolated

  5,5'-二甲基-3,3'-偶氮异恶唑通过Mitsunobu协议，它用作新型高效的异质偶氮试剂，用于伯和仲苄醇和酚与脂肪族和芳香族羧酸的高选择性酯化。该反应对伯苄醇与仲醇，脂族醇以及酚的选择性很高。这异恶唑肼 副产物可以简单地通过过滤分离，并循环到其中 偶氮异恶唑 通过氧化。
• Catalytic Esterification of Alcohols, Carboxylic Acids and Transesterification Reactions with Cerium(IV) Triflate
  作者：Nasser Iranpoor、Marzieh Shekarriz

  DOI：10.1246/bcsj.72.455

  日期：1999.3

  reactions of alcohols with acetic, chloroacetic, trifluoroacetic, propionic, stearic, and benzoic acids were catalyzed with Ce(OTf)4 in a solvent or under solvent-free conditions with high yields. The formylation and acetylation of primary and secondary alcohols were also easily achieved in ethyl formate and ethyl acetate. A high retention of the configuration was observed in the acetylation and formylation

  醇与乙酸、氯乙酸、三氟乙酸、丙酸、硬脂酸和苯甲酸的酯化反应用 Ce(OTf)4 在溶剂中或在无溶剂条件下以高产率催化。伯醇和仲醇的甲酰化和乙酰化也很容易在甲酸乙酯和乙酸乙酯中实现。在 (-)-薄荷醇的乙酰化和甲酰化中观察到构型的高保留。