3-methyl-4a,5,6,7,8a-hexahydro-1(4H)-naphthalenone | 70302-36-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methyl-4a,5,6,7,8a-hexahydro-1(4H)-naphthalenone
• 英文别名: 3-methyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one；3-Methyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalin-1-on；1-Oxo-3-methyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalin；3-Methyl-Δ^2,3-1-octalon；3-methyl-4a,5,6,7,8,8a-hexahydro-1(4H)-naphthalenone；3-methyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one
• CAS: 70302-36-2
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: RRAMSNMDXGQTND-UHFFFAOYSA-N

物化性质

• 沸点：
  265.7±7.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-Methyl-4a,5,6,7,8,8a-hexahydro-isochromen-1-one 以48%的产率得到
  参考文献：
  名称：

  COREY E. J.; BOGER D. L., TETRAHEDRON. LETT., 1978, NO 47, 4597-4600

  摘要：

  DOI：

文献信息

• Dienediolates of unsaturated carboxylic acids in synthesis. Synthesis of cyclohexenones and polycyclic ketones by tandem Michael-Dieckmann decarboxylative annulation of unsaturated carboxylic acids.
  作者：María J. Aurell、Pablo Gaviña、Ramon Mestres

  DOI：10.1016/s0040-4020(01)86973-8

  日期：1994.2

  Substituted 2-cyclohexenones 4 to 7 and hexaxydronaphthalenones and hexahydroindenones 13 to 18 are prepared by tandem Michael-Dieckmann addition of lithium dienediolates of acyclic and alicyclic unsaturated carboxylic acids to the lithium salts of the same or other unsaturated carboxylic acids.

  通过将无环和脂环式不饱和羧酸的二烯二醇锂串联加入相同或其他不饱和羧酸的锂盐中来制备取代的2-环己烯酮4至7和六氢萘二烯酮和六氢茚并酮13至18。
• PHOTOCHEMICAL SYNTHESES: 6. THE FORMATION OF HEPTANDIONES FROM ACETYLACETONE AND ALKENES
  作者：P. De Mayo、H. Takeshita

  DOI：10.1139/v63-061

  日期：1963.2.1

  The irradiation of acetylacetone in the presence of oct-1-ene, cyclopentene, cyclohexene, and 1-methylcyclohexene gives substituted heptandiones. These diketones may then be cyclized with acid or base. Irradiation of isopropenyl acetate and acetylacetone gives, after cyclization, m-5-xylenol. The mechanism of the reaction is discussed: it represents the first cycloaddition to an isolated ethylenic

  在辛-1-烯、环戊烯、环己烯和1-甲基环己烯存在下，乙酰丙酮的辐照得到取代的庚二酮。这些二酮然后可以用酸或碱环化。乙酸异丙烯酯和乙酰丙酮的辐照在环化后得到间-5-二甲苯酚。讨论了反应机理：它代表了对分离的烯键的第一次环加成。
• Cyclopentenone and cyclohexenone annulations via acid-catalyzed 1,2- and 1,3-acyl migration of 2-vinylcyclobutanones. Rearrangement route to spiro- and angularly substituted fused-cyclopentenones.
  作者：James R. Matz、Theodore Cohen

  DOI：10.1016/s0040-4039(01)92932-6

  日期：1981.1

  In the presence of acid, 2-alkyl-2-vinylcyclobutanones rearrange mainly by a 1,2-acyl migration to give cyclopentenones while 2-vinylcyclobutanones lacking 2-alkyl substituents undergo a 1,3-acyl migration to produce cyclohexenones; the former rearrangement can be used to produce angularly substituted fused bicyclic systems.

  在酸的存在下，2-烷基-2-乙烯基环丁酮主要通过1，2-酰基迁移而重排以产生环戊烯酮，而缺少2-烷基取代基的2-乙烯基环丁酮经历1，3-酰基迁移以产生环己烯酮；前者的重排可用于产生有角度取代的稠合双环系统。
• 248. Fused carbon rings. Part V. Methods for the synthesis of reduced dicyclic systems
  作者：J. W. Barrett、A. H. Cook、R. P. Linstead

  DOI：10.1039/jr9350001065

  日期：——
• Mukharji, Journal of the Indian Chemical Society, 1948, vol. 25, p. 373,375
  作者：Mukharji

  DOI：——

  日期：——