6-methyl-spiro[4.5]dec-6-ene | 14523-51-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 6-methyl-spiro[4.5]dec-6-ene
• 英文别名: 6-Methyl-spiro[4.5]dec-6-en；5-Methyl-spiro<4.5>decen-(5)；6-Methyl-spiro<4.5>decen-(6)；6-Methyl-spiro<4.5>dec-6-en；10-Methylspiro[4.5]dec-9-ene
• CAS: 14523-51-4
• 化学式: C₁₁H₁₈
• 分子量: 150.264
• InChiKey: VZCRPMORYHGHEU-UHFFFAOYSA-N

物化性质

• 沸点：
  90-91 °C(Press: 18 Torr)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  6-methyl-spiro[4.5]dec-6-ene 在 氧气 作用下， 生成 5-Hydroperoxymethyl-7-hydroperoxy-spiro<4.5>decen-5
  参考文献：
  名称：

  Chirko,A.I.; Perzashkevich,V.S., Journal of Organic Chemistry USSR (English Translation), 1966, vol. 2, p. 1999 - 2002

  摘要：

  DOI：
• 作为产物：
  描述：

  6-methylspiro[4.5]decan-6-ol 在 potassium hydrogensulfate 作用下， 生成 6-methyl-spiro[4.5]dec-6-ene
  参考文献：
  名称：

  Christol,H.; Vanel,R., Bulletin de la Societe Chimique de France, 1968, p. 1398 - 1402

  摘要：

  DOI：

文献信息

• Acid-labile ester monomer having spirocyclic structure, polymer, resist composition, and patterning process
  申请人：Kinsho Takeshi

  公开号：US08791288B2

  公开（公告）日：2014-07-29

  An acid-labile ester monomer of spirocyclic structure has formula (1) wherein Z is a monovalent group having a polymerizable double bond, X is a divalent group which forms a cyclopentane, cyclohexane or norbornane ring, R2 is H or monovalent hydrocarbon, R3 and R4 are H or monovalent hydrocarbon, or R3 and R4, taken together, stand for a divalent group which forms a cyclopentane or cyclohexane ring, and n is 1 or 2. A polymer obtained from the acid-labile ester monomer has so high reactivity in acid-catalyzed elimination reaction that the polymer may be used to formulate a resist composition having high resolution.

  一种酸敏感酯单体，其为螺环结构，化学式为（1），其中Z为具有可聚合双键的一价基团，X为形成环戊烷、环己烷或去甲基环辛烷环的二价基团，R2为H或一价碳氢基团，R3和R4为H或一价碳氢基团，或者R3和R4结合在一起，代表形成环戊烷或环己烷环的二价基团，n为1或2。从酸敏感酯单体获得的聚合物在酸催化消除反应中具有很高的反应性，因此可以用于制备具有高分辨率的光刻胶组合物。
• Solvolyseversuche bei Verbindungen vom Typus des ?1,9-10-Hydroxymethyl-octalins
  作者：J. W. Rowe、A. Melera、D. Arigoni、O. Jeger、L. Ruzicka

  DOI：10.1002/hlca.19570400102

  日期：——

  Solvolysis of Δ1,9-10-hydroxymethyl-octaline benzenesulfonate (XIII) yields as the chief product [0,1,4,4]-Δ1-tricyclo-undecene (XV), the structure of which was subsequently proven by chemical means. In a competing reaction involving molecular rearrangement some bicyclic compound XVI is also found. Similarly Δ12-18, 28-cyclo compounds have been isolated in the solvolysis of Δ13,18-28-mesylates or benzenesulfonates

  Δ的溶剂分解1,9- -10羟甲基octaline苯磺酸（XIII）的产量为主要产物[0,1,4,4]-Δ 1 -三环十一碳烯（XV），其结构随后通过化学证明方法。在涉及分子重排的竞争反应中，还发现了一些双环化合物XVI。类似地Δ 12 -18，28 -环化合物已被隔离在Δ的溶剂分解13,18 -28-甲磺酸酯或齐墩果烷系列的苯磺酸盐，从而支持认为高烯丙基环闭合是在化合物的溶剂分解发生的主要反应其含有Δ 1,9- -10羟甲基octaline系统。
• Ozonolyses of 4,4-Dimethyl-2-cyclohexen-1-yl Acetate and 4,4-Dimethyl-2-cyclopenten-1-yl Acetate. Competition between the Steric Effects of the Allylic Methyl Groups and the Electronic Effects of the Acetoxy Group on the Direction of Cleavage of the Primary Ozonides
  作者：Shin-ichi Kawamura、Hideyuki Yamakoshi、Masatomo Nojima

  DOI：10.1021/jo960219p

  日期：1996.1.1

  In order to understand the relative directing effects of the substituent steric and electronic effects on the cleavage of the primary ozonides, ozonolyses of a series of cyclohexene and cyclopentene derivatives were conducted in methanol or in ether in the presence of trifluoroacetophenone. The ozonolysis of 4,4-dimethyl-2-cyclohexen-1-yl acetate (1k) in methanol provided exclusively the alpha-methoxyalkyl hydroperoxide 7k derived from capture of 5-acetoxy-5-formyl-2,2-dimethylpentanal oxide by the solvent, while in the case of the relevant 4,4-dimethyl-2-cyclopenten-1-yl acetate (1l) the solvent-captured product 6l derived from trapping of 2-acetoxy-5-formyl-5-methylpentanal oxide was the major product. The remarkable difference in the regiochemistry of the fragmentation between the primary ozonides, 2k and 2l, is rationalized in terms of the significant difference in the steric congestion.
• Christol et al., Bulletin de la Societe Chimique de France, 1957, p. 1027,1036
  作者：Christol et al.

  DOI：——

  日期：——
• An investigation of the conformational dynamics of ion-pair intermediates in the syn-elimination of 8a-methyldecahydronaphthalen-4a-ols
  作者：James M. Coxon、Gregory W. Simpson、Peter J. Steel、Stephen C. Whiteling

  DOI：10.1016/s0040-4020(01)91502-9

  日期：1984.1