4-methyl-1-decanol | 97341-69-0

• 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: 4-methyl-1-decanol
• 英文别名: 4-methyldecan-1-ol；4-methyl-decan-1-ol；4-methyl-decyl alcohol；4-Methyl-decylalkohol；4-methyldecanol；Methyl-4 decanol-1
• CAS: 97341-69-0
• 化学式: C₁₁H₂₄O
• 分子量: 172.311
• InChiKey: CHZLPOXCLAVPRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methyl-1-decanol 在 氢溴酸 作用下， 生成 1-bromo-4-methyl-decane
  参考文献：
  名称：

  David; Polgar; Robinson, Journal of the Chemical Society, 1949, p. 1544

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-4-Methyl-3-decen-1-ol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以13.4 g的产率得到4-methyl-1-decanol
  参考文献：
  名称：

  Synthesis and lipase catalysed stereoselective acylation of some 3-methylalkan-2-ols, identified as sex pheromone precursors in females of pine sawfly species

  摘要：

  若干3-甲基烯烃-2-醇类化合物是松小蠹属昆虫（如松小蠹、吉尔平小蠹、弗鲁特小蠹、日本小蠹、大小蠹和微小蠹）性信息素的先导化合物，这些化合物作为中等至高产率的立体异构混合物被合成。合成中的关键反应序列是使用高级氰基铜酸盐作为亲核试剂打开环氧丁烷（顺式或外消旋反式）的环，随后通过高效的脂肪酶催化的立体选择性酰化反应获得3-甲基烯烃-2-醇。生物活性物种特异性的立体异构体以高立体异构纯度被合成，作为单一立体异构体、两种混合物中的一种或四种立体异构体之一，这是通过使用假单胞菌属脂肪酶作为催化剂对适当的3-甲基烯烃-2-醇进行立体选择性酰化反应实现的。

  DOI：

  10.1039/b201395a

文献信息

• Ultrasound Assisted Synthesis of 5,9-Dimethylpentadecane and 5,9-Dimethylhexadecane – the Sex Pheromones of Leucoptera coffeella
  作者：Nhuan Doan、Thach Le、Hao Nguyen、Poul Hansen、Fritz Duus

  DOI：10.3390/12082080

  日期：——

  Racemic 5,9-dimethylpentadecane and 5,9-dimethylhexadecane, the major and minor constituents, respectively, of the sex pheromone of Leucoptera coffeella, have been synthesized from citronellol in 56-58% overall yield through six steps. Ultrasound irradiation efficiently supported tosylation of alcohols (two steps) as well as the subsequent cross coupling reactions with the pertinent Grignard reagents (also two steps).

  使用超声波照射，从香茅醇合成了主要的和次要的性信息素成分，梨小食心虫性信息素的消旋5,9-二甲基十五烷和5,9-二甲基十六烷，总产率为56-58%，经过六个步骤。超声波照射有效地促进了醇的甲苯磺酰化（两步）以及随后与相应的格氏试剂的交叉偶联反应（也是两步）。
• COOLING SENSATION AGENT COMPOSITION, SENSORY STIMULATION AGENT COMPOSITION AND USE OF THE SAME
  申请人：Komatsuki Yasuhiro

  公开号：US20110081393A1

  公开（公告）日：2011-04-07

  Disclosed is a cooling sensation agent composition or sensory stimulation agent composition which contains at least one of diester compounds of dicarboxylic acid represented by the formula (1) wherein A represents CH 2 or CH═CH, n represents an integer of 0 to 4 when A is CH 2 , or 1 when A is CH═CH, B is an alcohol residue having 10 to 18 carbon atoms and containing a para-menthane skeleton, which may have a substituent, and C is an alcohol residue having 6 to 18 carbon atoms, which may have a substituent as well as a flavor or fragrance composition, a beverage, a food product, a perfume or cosmetic product, a toiletry product, daily utensil products or groceries, a fiber, a fiber product, clothes, clothing or a medicine, wherein the cooling sensation agent composition or the sensory stimulation agent composition is compounded.

  本文披露了一种包含以下化学式（1）所代表的二羧酸双酯化合物之一的冷却感剂组合物或感官刺激剂组合物，其中A代表CH2或CH═CH，n代表整数0至4（当A为CH2时）或1（当A为CH═CH时），B是含有10至18个碳原子并含有对蒎烷骨架的醇残基，可能有取代基，C是含有6至18个碳原子的醇残基，可能也有取代基，以及香料或香精组合物、饮料、食品产品、香水或化妆品产品、洗涤用品、日用品或杂货、纤维、纤维制品、衣服、服装或药品，其中复合了冷却感剂组合物或感官刺激剂组合物。
• Chiral phenylether compound
  申请人：Seiko Epson Corporation

  公开号：US04740630A1

  公开（公告）日：1988-04-26

  A chiral phenylether compound having the formula ##STR1## wherein X is a halogen atom; m is an integer from 3 to 5, n is an integer from 3 to 12 and * designates an asymmetric carbon is disclosed. The chiral phenylether compounds are useful to prepare chiral smectic phase pyrimidine phenylether liquid crystal compounds of the formula. ##STR2## The reaction is carried by reacting (I) with butylithium, dissolving in ether and reacting with a 1-bromoalkane to yield (IV). Compounds (IV) are particularly well suited to broaden the useful temperature range of ferroelectric liquid crystal materials.

  公开了一种手性苯醚化合物，其化学式为##STR1##其中X是卤素原子；m是3到5的整数，n是3到12的整数，*表示不对称碳。这些手性苯醚化合物可用于制备手性液晶化合物，其化学式为##STR2##反应是通过将（I）与丁基锂反应，溶解于醚中并与1-溴烷反应来进行的，从而得到（IV）。化合物（IV）特别适用于扩大铁电液晶材料的有用温度范围。
• Do enzymes recognise remotely located stereocentres? Highly enantioselective Candida rugosa lipase-catalysed esterification of the 2- to 8-methyldecanoic acids
  作者：Erik Hedenström、Ba-Vu Nguyen、Louis A. Silks

  DOI：10.1016/s0957-4166(02)00172-6

  日期：2002.5

  Several racemic methyl decanoic acids have been synthesised and Successfully resolved in esterification with 1-hexadecanol at a(w)=0.8 in cyclohexane using immobilised Candida rugosa lipase (CRL) as the catalyst. The enantiomeric ratios (E=2.8-68) obtained were surprisingly high even when the methyl group was as remotely located as in 8-methyldecanoic acid (E=25). Interestingly, the lipase shows enantiopreference for the S-enantiomer when the methyl group is located on even numbered carbons i.e. for the 2-,4-,6- and 8-methyldecanoic acids and to the R-enantiomer when the methyl group is located on uneven numbered carbons i.e. for the 3-,5- and 7-methyldecanoic acids. (C) 2002 Published by Elsevier Science Ltd.
• Weitzel; Wojahn, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1951, vol. 287, p. 65,88
  作者：Weitzel、Wojahn

  DOI：——

  日期：——