5-Methyl-1-vinyl-1-cyclohexene | 95205-67-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-Methyl-1-vinyl-1-cyclohexene
• 英文别名: 5-methyl-1-vinylcyclohex-1-ene；1-ethenyl-5-methylcyclohexene
• CAS: 95205-67-7
• 化学式: C₉H₁₄
• 分子量: 122.21
• InChiKey: LEDOAJAPGDZGEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  160.3±7.0 °C(Predicted)
• 密度：
  0.881±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,5-dihydro-3-methylbenzo[1,2-b]furan-4,5-dione 、 5-Methyl-1-vinyl-1-cyclohexene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲醇 、 苯 为溶剂， 反应 14.0h， 以15.8%的产率得到1,7-Dimethyl-6,7,8,9-tetrahydronaphtho[1,2-g][1]benzofuran-10,11-dione
  参考文献：
  名称：

  Antiandrogenic, Maspin Induction, and Antiprostate Cancer Activities of Tanshinone IIA and Its Novel Derivatives with Modification in Ring A

  摘要：

  Expression of metastatic suppressor maspin is lost in advanced prostate cancer. Clinically relevant mutations in androgen receptor (AR) convert antiandrogens into AR agonists, promoting prostate tumor growth. We discovered tanshinone IIA (TS-IIA) is a potent antagonist of mutated ARs and induces maspin expression through AR. TS-IIA suppressed AR expression and induced apoptosis in LNCaP cells. Syntheses of TS-IIA derivatives (1-9) revealed that the 4,4-dimethyl group at ring A is important for TS-IIA's antiandrogenic and maspin induction activities.

  DOI：

  10.1021/jm2015292
• 作为产物：
  描述：

  1-methyl-3-methylene-cyclohexane 在 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 生成 5-Methyl-1-vinyl-1-cyclohexene
  参考文献：
  名称：

  α-haloalkanesulfonyl bromides in organic synthesis. 4. Regioselective γ-deprotonation of α,β-unsaturated sulfones. A simple synthesis of 2-alkyl-1,3-butadienes.

  摘要：

  DOI：

  10.1016/s0040-4039(01)81601-4

文献信息

• α-haloalkanesulfonyl bromides in organic synthesis. 4. Regioselective γ-deprotonation of α,β-unsaturated sulfones. A simple synthesis of 2-alkyl-1,3-butadienes.
  作者：Eric Block、Venkatachalam Eswarakrishnan、Kassu Gebreyes

  DOI：10.1016/s0040-4039(01)81601-4

  日期：1984.1
• Efficient Synthesis of the Tetracyclic Aminoquinone Moiety of Marmycin A
  作者：Nathan Maugel、Barry B. Snider

  DOI：10.1021/ol9020496

  日期：2009.11.5

  An efficient four-step route to the tetracyclic aminoquinone moiety of marmycin A that proceeds in 41% overall yield from 5-nitronaphthoquinone and 5-methyl-1-vinylcyclohexene will facilitate preparation of marmycin A analogues for biological evaluation. The Diels-Alder reaction gave exclusively the desired adduct that is favored by steric considerations rather than the regioisomeric adduct that is favored by electronic considerations.
• BLOCK, E.;ESWARAKRISHNAN, V.;GEBREYES, K., TETRAHEDRON LETT., 1984, 25, N 48, 5469-5472
  作者：BLOCK, E.、ESWARAKRISHNAN, V.、GEBREYES, K.

  DOI：——

  日期：——
• BLOCK E.; ASLAM MOHAMMAD; ESWARAKRISHNAN VENKATACHALAM; GEBREYES KASSU; H+, J. AMER. CHEM. SOC., 108,(1986) N 15, 4568-4580
  作者：BLOCK E.、 ASLAM MOHAMMAD、 ESWARAKRISHNAN VENKATACHALAM、 GEBREYES KASSU、 H+

  DOI：——

  日期：——
• .alpha.-Haloalkanesulfonyl bromides in organic synthesis. 5. Versatile reagents for the synthesis of conjugated polyenes, enones, and 1,3-oxathiole 1,1-dioxides
  作者：Eric. Block、Mohammad. Aslam、Venkatachalam. Eswarakrishnan、Kassu. Gebreyes、John. Hutchinson、Rajeshwari. Iyer、Jean Alex. Laffitte、Alan. Wall

  DOI：10.1021/ja00275a051

  日期：1986.7