3-methylcyclohexadecanone | 31446-79-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methylcyclohexadecanone
• 英文别名: homomuscone；3-Methyl-cyclohexadecanon；3-Methylcyclohexadecan-1-one
• CAS: 31446-79-4
• 化学式: C₁₇H₃₂O
• 分子量: 252.44
• InChiKey: QYQWBNJLXCVLQY-UHFFFAOYSA-N

物化性质

• 沸点：
  345.2±10.0 °C(Predicted)
• 密度：
  0.840±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  3-methylcyclohexadecanone 在 溴 作用下， 生成 (±)-麝香酮
  参考文献：
  名称：

  Synthesis of racemic muscone and cyclopentadecanone (exaltone) from 1,9-cyclohexadecadiene

  摘要：

  DOI：

  10.1021/jo00821a003
• 作为产物：
  描述：

  壬二酸氢甲酯 在 盐酸 、 palladium diacetate 、 氢氧化钾 、 copper(l) iodide 、 正丁基锂 、 sodium 、 二异丙胺 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醚 、 正己烷 、 乙腈 、 xylene 为溶剂， 反应 58.5h， 生成 3-methylcyclohexadecanone
  参考文献：
  名称：

  Electroorganic Synthesis. 65. Anodic Homocoupling of Carboxylic Acids Derived from Fatty Acids.

  摘要：

  Fatty acid derived carboxylic acids with double bonds, hydroxy-, amino-, keto-, ester- and epoxy groups are anodically coupled to dimers (Kolbe electrolysis) in 29 to 81% yield and up to a 2.5 mol scale. Problems due to the low conductivity of fatty acid salts were overcome by the use of a how cell with a narrow electrode gap. Fatty acids with branched alkyl chains gave dimers with interesting emulsifying properties. Dimethyl hexadecanedioate, accessible from methyl azelate, could be cyclized and further converted into homomuscone and muscone in a few steps. A commercial mixture of dimeric fatty acids (C-36-dicarboxylic acids) has been coupled to give C-70-diesters.

  DOI：

  10.3891/acta.chem.scand.52-0672

文献信息

• Short and Versatile Two-Carbon Ring Expansion Reactions by Thermo-Isomerization: Novel Straightforward Synthesis of (±)-Muscone, Nor- and Homomuscones, and Further Macrocyclic Ketones
  作者：Matthias Nagel、Hans-Jürgen Hansen、Georg Fráter

  DOI：10.1055/s-2002-19759

  日期：——

  the ring-expanded ketone as corresponding α-, and β-substituents, respectively. This novel thermal 1,3-C shift reaction therefore provides a new access to short syntheses of many alkyl-substituted macrocyclic ketone derivatives [e.g. (′)-muscone and analogues] in a systematic manner.

  在 600 °C 至约 650 °C 的温度下，1-乙烯基取代的中环和大环环烷醇衍生物在流动反应器系统中的热异构化直接导致扩环大环酮。乙烯基部分的烷基取代基分别作为相应的α-和β-取代基局部特异性地转移到扩环的酮上。因此，这种新颖的热 1,3-C 变换反应为许多烷基取代的大环酮衍生物 [例如 (')-麝香酮和类似物] 以系统方式进行短程合成提供了新途径。
• Melanin production inhibitors and skincare products containing such inhibitors
  申请人：——

  公开号：US20030049213A1

  公开（公告）日：2003-03-13

  A melanin synthesis inhibitor composition containing at least one macrocyclic compound represented by Formula (1) 1 wherein X is a group selected among the groups consisting of C═O; CH—OH and O═C—CHOH; R being a chain hydrocarbon having 13 to 24 carbon atoms, R forms a ring with X and may be saturated or contain 1 to 3 unsaturated bonds and may be substituted by a lower alkyl group of 1 to 3 carbon atoms.

  一种含有至少一种由式（1）表示的大环化合物的黑色素合成抑制剂组合物，其中X是从C═O、CH—OH和O═C—CHOH组成的群体中选择的一种，R是具有13至24个碳原子的链烃，R与X形成环，可以是饱和的或含有1至3个不饱和键，并且可以被1至3个碳原子的低级烷基取代。
• TOPICAL COMPOSITIONS AND METHODS FOR WHITENING SKIN
  申请人：ELC Management LLC

  公开号：EP2254546A2

  公开（公告）日：2010-12-01
• Skin whitening compositions based on hydroxyaryl alkyl ketones and their isosteric derivatives
  申请人：Gupta K. Shyam

  公开号：US20050271608A1

  公开（公告）日：2005-12-08

  I have discovered that certain hydroxyaryl or polyhydroxyaryl compounds that contain an alkyl carbon side chain with a hetero-atom group attached by a double bond at the first carbon atom of the alkyl side chain that is directly attached to the aromatic ring, as illustrated in FIG. 1 , provide a surprising and unexpected skin whitening effect. The addition of metal ions, such as copper, zinc, selenium, or vanadium and certain antioxidant compositions additionally increases the skin whitening effect.
• Topical Compositions And Methods For Whitening Skin
  申请人：ELC Management LLC

  公开号：US20160000691A1

  公开（公告）日：2016-01-07

  Methods and compositions for whitening or brightening skin comprising at least one whitening active contained in association structures.