2-(4-hydroxy-5-methylhexyl)-2-methyl-1,3-dioxolane | 56341-93-6

• 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: 2-(4-hydroxy-5-methylhexyl)-2-methyl-1,3-dioxolane
• 英文别名: 5-Hydroxy-7-methyl-2-octanon-ethylenacetal；2-Methyl-6-(2-methyl-1,3-dioxolan-2-yl)hexan-3-ol
• CAS: 56341-93-6
• 化学式: C₁₁H₂₂O₃
• 分子量: 202.294
• InChiKey: WLBXWINIPUXVIV-UHFFFAOYSA-N

物化性质

• 沸点：
  272.4±15.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氯-2-戊酮 、 异丁醛 在 萘 、 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以60%的产率得到2-(4-hydroxy-5-methylhexyl)-2-methyl-1,3-dioxolane
  参考文献：
  名称：

  聚合物负载的萘催化的钠反应。

  摘要：

  芳烃催化的钠反应已用于从各种有机氯化物络合物中以高收率产生有机钠络合物。使用聚合物负载的萘催化的钠反应制备苯基三甲基硅烷，苯和2-甲基-1-苯基-1-丙醇的收率> 80％，其中由氯苯，钠粉和聚合物负载的萘的反应制备的苯基钠（分别用氯三甲基硅烷，水或Pr（i）CHO淬灭（5-100％）。

  DOI：

  10.1039/b710308e

文献信息

• Polymer supported arene-catalysed lithiation reactions
  作者：Cecilia Gómez、Sonia Ruiz、Miguel Yus

  DOI：10.1016/s0040-4020(99)00330-0

  日期：1999.5

  The reaction of functionalised mono or dichlorinated materials 1a–6a with an excess of lithium and a catalytic amount of a naphthalene (PN) or biphenyl (PB) supported polymer (eassily prepared by radical copolymerisation of 2-vinylnaphthalene or 4-vinylbiphenyl with vinylbenzene and divinylbenzene) in THF either in the presence or not of different electrophiles [Me3SiCl, iPrCHO, PhCHO, Et2CO, (CH2)4CO

  官能化的单或二氯化材料的反应1A-6A与过量锂和萘的催化量（P Ñ）或联苯（P乙支持）聚合物（由2-乙烯基萘或4-乙烯基联苯与自由基共聚eassily制备THF中存在或不存在不同的亲电试剂[Me 3 SiCl，i PrCHO，PhCHO，Et 2 CO，（CH 2）4 CO，（CH 2）5 CO，（c -C 3 H 5））2 CO，i Pr 2用水水解后，在−78或−50°C的温度下，CO，PhCOMe，PhCHnNPh]会产生预期的功能化产物1ca-6ck。聚合物催化剂被定量回收并且可以重复使用几次而没有任何活性损失。
• 2-(3-Lithiopropyl)- and 2-(3-lithiopropyl)-2-methyl-1,3-dioxolane: New masked lithium bishomoenolates in the synthesis of bifunctionalized compounds
  作者：Diego J. Ramón、Miguel Yus

  DOI：10.1016/s0040-4039(00)97465-3

  日期：——

  2-(3-Lithiopropyl)- and 2-(3-lithiopropyl)-2-methyl-1,3-dioxolane (2) are prepaned by lithiation of the corresponding chlorinated precursors with lithium naphthalenide at −78°C. The reaction of these masked bishomoenolates with different electrophiles yields the expected monoprotected functional carbonyl compounds (3–12), which can be easily deprotected under acid conditions.

  通过在-78℃下用萘二甲酸锂对相应的氯化前体进行锂化来预沉积2-（3-Lithiopropyl）-和2-（3-lithiopropyl）-2-甲基-1,3-二氧戊环（2）。这些被掩盖的双歧烯酸酯与不同的亲电试剂的反应产生了预期的单保护的羰基官能化合物（3-12），在酸性条件下可以很容易地对其进行脱保护。
• Masked lithium bishomoenolates: useful intermediates in organic synthesis
  作者：Diego J. Ramon、Miguel Yus

  DOI：10.1021/jo00012a012

  日期：1991.6

  The lithiation of the chloro ketals 9 with lithium naphthalenide at -78-degrees-C led to the corresponding masked lithium bishomoenolates 4, which are stable species under these conditions and react with different electrophilic reagents (H2O, D2O, i-PrCHO, PhCHO, MeCOEt, (activated CH2)4CO, (activated CH2)5CO, (activated CH2)7CO, PhCOMe, c-C3H5COPh, PhCN, HCONMe2, PrCO activated N(CH2)4, PhCO activated N(CH2)4, PhCOCl, EtOCOCl, PhCHNPh, and (PhCH2S)2) to give, after hydrolysis with water, the corresponding bifunctionalized compounds 10a-22a, 10b-22b, and 10c-15c. When alkyl halides were used as electrophiles the reaction failed. In the presence of a catalytic amount of the complex CuBr.Me2S, the same reaction with alpha,beta-unsaturated ketones (methyl vinyl ketone or 2-cyclohexanone) yielded the expected products of a 1,4-addition 25a-c and 26b. The deprotection of the masked carbonyl group was easily done by treatment with 2 N hydrochloric acid in THF, so as examples, compounds 27a-29a, 30b, 31b, 32c, and 33c were isolated. The transformation of hemiacetals of the type 27a into substituted tetrahydropyrans was carried out by means of compounds of the type R3SiNu (Nu = H, allyl, CN) in the presence of BF3, so products 34a-41a, 42b, and 43b were prepared. Finally, the in situ oxidation of the deprotected products of the type 27a-arising from the reaction of bishomoenolate 4a with carbonyl compounds-with Jones reagent (for ketones derivatives) or PCC (for aldehydes derivatives) led to the corresponding delta-lactones 44-57.
• RAMON, DIEGO J.;YUS, MIGUEL, TETRAHEDRON LETT., 31,(1990) N6, C. 3763-3766
  作者：RAMON, DIEGO J.、YUS, MIGUEL

  DOI：——

  日期：——
• RAMON, DIEGO J.;YUS, MIGUEL, J. ORG. CHEM., 56,(1991) N2, C. 3825-3831
  作者：RAMON, DIEGO J.、YUS, MIGUEL

  DOI：——

  日期：——