4-keto-5-allyl-2cyclopentenone | 77806-59-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-keto-5-allyl-2cyclopentenone
• 英文别名: 4-Keto-5-allyl-2-cyclopentenone；2-prop-2-enylcyclopent-4-ene-1,3-dione
• CAS: 77806-59-8
• 化学式: C₈H₈O₂
• 分子量: 136.15
• InChiKey: REQFVEBGAHFMSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-keto-5-allyl-2cyclopentenone 、 甲基碘化镁 生成 4-Allyl-5-hydroxy-5-methyl-3-oxo-cyclopenten
  参考文献：
  名称：

  SAJTO, KEHNDZI;YAMATIKA, JO

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-5-prop-2-enylcyclopent-2-en-1-one 生成 4-keto-5-allyl-2cyclopentenone
  参考文献：
  名称：

  SAJTO, KEHNDZI;YAMATIKA, JO

  摘要：

  DOI：

文献信息

• Process for producing 4-hydroxycyclopentenones
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04371711A1

  公开（公告）日：1983-02-01

  A method of producing a 4-hydroxycyclopentenone represented by the formula, ##STR1## wherein R.sub.1 is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R.sub.2 is an alkyl, alkenyl or alkynyl group having 6 or less carbon atoms, which comprises reacting a furylcarbinol compound of the formula, ##STR2## wherein R.sub.1 is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula, ##STR3## wherein R.sub.1 is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula, ##STR4## wherein R.sub.1 is a defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula, R.sub.2 MgX wherein R.sub.2 is as defined above and X is chlorine, bromine or iodine atom, to obtain an oxocyclopentene compound of the formula, ##STR5## wherein R.sub.1 and R.sub.2 are as defined above; and reacting the cyclopentenone compound in the presence of a base. The 4-hydroxycyclopentenones are useful intermediates of agricultural chemicals.

  生产4-羟基环戊烯酮的方法，其化学式表示为，其中R₁是烷基、烯基、炔基、环烷基、噻吩基、苯基、对甲基苯甲基或苄基，R₂是具有6个或更少碳原子的烷基、烯基或炔基，包括在水和有机溶剂的混合溶剂中，在酸的存在下将具有以下化学式的呋喃基醇化合物进行反应，其中R₁如上定义，以获得具有以下化学式的环戊烯酮化合物；在氧化剂的存在下将环戊烯酮化合物进行反应，以获得具有以下化学式的环戊二酮化合物，其中R₁如上定义；将环戊二酮化合物与具有以下化学式的格氏试剂R₂MgX进行反应，其中R₂如上定义，X为氯、溴或碘原子，以获得具有以下化学式的氧代环戊烯化合物，其中R₁和R₂如上定义；在碱的存在下将环戊烯酮化合物进行反应。4-羟基环戊烯酮是农药化学品的有用中间体。
• Cyclopentendione and cyclopentenone
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04465862A1

  公开（公告）日：1984-08-14

  A method of producing a 4-hydroxycyclopentenone represented by the formula, ##STR1## wherein R.sub.1 is an alkyl, alkenyl, alkynyl, cycloalkyl, thienyl, phenyl, p-methylbenzyl or benzyl group and R.sub.2 is an alkyl, alkenyl or alkynyl group having 6 or less carbon atom, which comprises reacting a furylcarbinol compound of the formula, ##STR2## wherein R.sub.1 is as defined above, in the presence of an acid in a mixed solvent of water and an organic solvent, to obtain a cyclopentenone compound of the formula, ##STR3## wherein R.sub.1 is as defined above; reacting the cyclopentenone compound in the presence of an oxidizing agent to obtain a cyclopentendione compound of the formula, ##STR4## wherein R.sub.1 is as defined above; reacting the cyclopentendione compound with a Grignard reagent of the formula, R.sub.2 MgX wherein R.sub.2 is as defined above and X is chlorine, bromine or iodine atom, to obtain an oxocyclopentene compound of the formula, ##STR5## wherein R.sub.1 and R.sub.2 are as defined above; and reacting the cyclopentenone compound in the presence of a base. The 4-hydroxycyclopentenones are useful intermediates of agricultural chemicals.

  一种制备4-羟基环戊酮的方法，其化学式为##STR1##其中R.sub.1为烷基，烯基，炔基，环烷基，噻吩基，苯基，对甲基苄基或苄基基团，R.sub.2是具有6个或更少碳原子的烷基，烯基或炔基，包括在水和有机溶剂的混合溶剂中，在酸的存在下反应化合物##STR2##其中R.sub.1如上定义，以获得化合物##STR3##其中R.sub.1如上定义；在氧化剂的存在下反应环戊酮化合物以获得化合物##STR4##其中R.sub.1如上定义；将环戊二酮化合物与Grignard试剂反应，其化学式为R.sub.2MgX，其中R.sub.2如上定义，X为氯，溴或碘原子，以获得氧代环戊烯化合物，其化学式为##STR5##其中R.sub.1和R.sub.2如上定义；以及在碱的存在下反应环戊酮化合物。4-羟基环戊酮是农药化学品的有用中间体。
• SAITO, KENJI;YAMACHIKA, HIROSHI
  作者：SAITO, KENJI、YAMACHIKA, HIROSHI

  DOI：——

  日期：——
• SAITOKENJI;YAMACHIKA, HIROSHI
  作者：SAITOKENJI、YAMACHIKA, HIROSHI

  DOI：——

  日期：——
• Process for producing disubstituted 4-hydroxycyclopentenones; monosubstituted cyclopentendiones and 4-hydroxycyclopentenones
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0022162B1

  公开（公告）日：1983-04-13