1,1-dimethyldecanyl acetate | 163399-21-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1,1-dimethyldecanyl acetate
• 英文别名: acetic acid-(1,1-dimethyl-decyl ester)；Essigsaeure-(1,1-dimethyl-decylester)；2-Methylundecan-2-yl acetate；2-methylundecan-2-yl acetate
• CAS: 163399-21-1
• 化学式: C₁₄H₂₈O₂
• 分子量: 228.375
• InChiKey: LFTHLVRSGFWKAT-UHFFFAOYSA-N

物化性质

• 沸点：
  255.6±8.0 °C(Predicted)
• 密度：
  0.867±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-dimethyldecanyl acetate 在 [t-Bu₂SnOH(Cl)]2 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以21%的产率得到2-甲基-2-十一烷醇
  参考文献：
  名称：

  Highly Efficient Deacetylation by Use of the Neutral Organotin Catalyst [tBu2SnOH(Cl)]2

  摘要：

  Deprotection of acetyl esters is effected cleanly by the neutral organotin catalyst, [tBu(2)SnOH(Cl)](2). The mildness of the reaction gives rise to great synthetic versatility and in the process a variety of functional groups are tolerated. Differentiations between primary, secondary, and tertiary alcohols and between acetyl ester and other esters are feasible. No racemization occurs with chiral acetyl esters. Exclusive deprotection of primary acetyl esters in carbohydrates and nucleosides is observed. The crude product thus obtained can be used for further reactions without purification.

  DOI：

  10.1002/1521-3765(20010803)7:15<3321::aid-chem3321>3.0.co;2-h
• 作为产物：
  描述：

  2-甲基-2-十一烷醇 在 乙酸酐 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以56%的产率得到1,1-dimethyldecanyl acetate
  参考文献：
  名称：

  Scandium Trifluoromethanesulfonate as an Extremely Active Acylation Catalyst

  摘要：

  DOI：

  10.1021/ja00120a030

文献信息

• Scandium Trifluoromethanesulfonate as an Extremely Active Lewis Acid Catalyst in Acylation of Alcohols with Acid Anhydrides and Mixed Anhydrides
  作者：Kazuaki Ishihara、Manabu Kubota、Hideki Kurihara、Hisashi Yamamoto

  DOI：10.1021/jo952237x

  日期：1996.1.1

  is commercially available, is a practical and useful Lewis acid catalyst for acylation of alcohols with acid anhydrides or the esterification of alcohols by carboxylic acids in the presence of p-nitrobenzoic anhydrides. The remarkably high catalytic activity of scandium triflate can be used for assisting the acylation by acid anhydrides of not only primary alcohols but also sterically-hindered secondary

  可商购的三氟甲磺酸（三氟甲磺酸late）是一种实用且有用的路易斯酸催化剂，用于在对硝基苯甲酸酐的存在下将醇与酸酐酰化或将醇通过羧酸酯化。三氟甲磺酸scan的极高的催化活性可用于协助伯醇的酸酐酰化以及空间受阻的仲或叔醇的酸酐酰化。所提出的方法对于ω-羟基羧酸的选择性大内酯化特别有效。
• Lithium Perchlorate Catalyzed Acetylation of Alcohols under Mild Reaction Conditions
  作者：Yasuyuki Nakae、Ikuko Kusaki、Tsuneo Sato

  DOI：10.1055/s-2001-17483

  日期：——

  Lithium perchlorate is found to efficiently catalyze the acetylation of alcohols and phenols with acetic anhydride in good to excellent yields.

  高氯酸锂被发现能有效催化醇和酚与乙酸酐的乙酰化反应，产率从良好到优秀。
• Orita, Akihiro; Sakamoto, Katsumasa; Hamada, Yuuki, Synlett, 2000, # 1, p. 140 - 142
  作者：Orita, Akihiro、Sakamoto, Katsumasa、Hamada, Yuuki、Otera, Junzo

  DOI：——

  日期：——
• Scandium Trifluoromethanesulfonate as an Extremely Active Acylation Catalyst
  作者：Kazuaki Ishihara、Manabu Kubota、Hideki Kurihara、Hisashi Yamamoto

  DOI：10.1021/ja00120a030

  日期：1995.4
• Highly Efficient Deacetylation by Use of the Neutral Organotin Catalyst [tBu2SnOH(Cl)]2
  作者：Akihiro Orita、Yuuki Hamada、Takehiko Nakano、Shinji Toyoshima、Junzo Otera

  DOI：10.1002/1521-3765(20010803)7:15<3321::aid-chem3321>3.0.co;2-h

  日期：2001.8.3

  Deprotection of acetyl esters is effected cleanly by the neutral organotin catalyst, [tBu(2)SnOH(Cl)](2). The mildness of the reaction gives rise to great synthetic versatility and in the process a variety of functional groups are tolerated. Differentiations between primary, secondary, and tertiary alcohols and between acetyl ester and other esters are feasible. No racemization occurs with chiral acetyl esters. Exclusive deprotection of primary acetyl esters in carbohydrates and nucleosides is observed. The crude product thus obtained can be used for further reactions without purification.