1-spiro-<5,6>dodecanone | 73223-35-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-spiro-<5,6>dodecanone
• 英文别名: Spiro<5,6>dodecan-1-on；spiro[5.6]dodecan-1-one；Spiro[5.6]dodecan-1-on；spiro[5.6]dodecan-5-one
• CAS: 73223-35-5
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: LHMGIZJZOJJAFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  1-spiro-<5,6>dodecanone 在 lithium aluminium tetrahydride 作用下， 生成 Spiro<5.6>dodecan-1-ol
  参考文献：
  名称：

  Ionic reactions in the spiran series. III. Solvolysis of medium-sized-ring spiro compounds

  摘要：

  DOI：

  10.1021/jo01283a021
• 作为产物：
  描述：

  spiro-<5,6>dodec-7-en-1-one 在 platinum on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 1-spiro-<5,6>dodecanone
  参考文献：
  名称：

  Intramolecular ene reactions of 1,2-diallylcyclohexanes

  摘要：

  DOI：

  10.1021/jo01310a053

文献信息

• The pinacol rearrangement of cyclopentylcycloheptane-1,1'-diol
  作者：R.D. Sands

  DOI：10.1016/0040-4020(65)80024-2

  日期：1965.1

  When cyclopentylcycloheptane-1,1'-diol was heated with dilute acid, the major product was spiro [5.6] dodecan-1-one. The diene, 1-(1-cyclopentenyl)cycloheptene, was a minor product, and no spiro [4.7] dodecan-6-one was found.

  当将环戊基环庚烷-1,1'-二醇与稀酸一起加热时，主要产物为螺[5.6]十二烷-1-酮。二烯1-（1-环戊烯基）环庚烯是次要产物，未发现螺[4.7]十二烷-6-一。
• Christol et al., Bulletin de la Societe Chimique de France, 1959, p. 543,553
  作者：Christol et al.

  DOI：——

  日期：——
• Study of I-Strain Relief in the Intermediate When Forming Spiro Ketones from Unsymmetrical Cycloalkylidenecycloalkanes, Their Dibromides, and Their Pinacols
  作者：Richard D. Sands

  DOI：10.1021/jo00081a030

  日期：1994.1

  Three unsymmetrical intercyclic olefins, their dibromides, and their pinacols were prepared, each so the two carbons involved at the functional group were part of a different sized ring. The pinacols were reacted with 25% sulfuric acid and with boron trifluoride etherate, the dibromides with silver nitrate,and the olefins with mercuric acetate and with trifluoroperacetic acid. The predominant spiro ketone found in each product mixture was used to determine which carbon, and hence which size ring, could better undergo the sp(3) to sp(2) or the sp(2) to sp(3) transition. The findings were consistent with Brown's observations on ring strain.
• MARVELL E. N.; CHENG J. C.-P., J. ORG. CHEM., 1980, 45, NO 22, 4511-4514
  作者：MARVELL E. N.、 CHENG J. C.-P.

  DOI：——

  日期：——
• FUJITA TSUTOMU; WATANABE SHOJI; SAKAMOTO MASAMI; HASHIMOTO HIROYUKI, CHEM. AND IND.,(1986) N 12, 427
  作者：FUJITA TSUTOMU、 WATANABE SHOJI、 SAKAMOTO MASAMI、 HASHIMOTO HIROYUKI

  DOI：——

  日期：——