(4-羟基苯基)-氨基甲酸异丙酯 | 5327-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (4-羟基苯基)-氨基甲酸异丙酯
• 英文名称: 4 hydroxy Probham
• 英文别名: p-Hydroxyphenylcarbanilsaeure-isopropylester；Isopropyl-4-hydroxycarbanilat；Isopropyl-N-p-hydroxyphenylcarbamat；(4-hydroxy-phenyl)-carbamic acid isopropyl ester；(4-Hydroxy-phenyl)-carbamidsaeure-isopropylester；Carbamic acid, (4-hydroxyphenyl)-, 1-methylethyl ester；propan-2-yl N-(4-hydroxyphenyl)carbamate
• CAS: 5327-53-7
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: POXFQOVRALEBPV-UHFFFAOYSA-N

物化性质

• 熔点：
  111-113 °C
• 沸点：
  278.3±23.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (4-羟基苯基)-氨基甲酸异丙酯 在 nitronium tetrafluoborate 作用下， 以 二氯甲烷 为溶剂， 生成 (4-Hydroxy-3-nitro-phenyl)-carbamic acid isopropyl ester
  参考文献：
  名称：

  Clay-Catalyzed Nitration of a Carbamate Fungicide Diethofencarb

  摘要：

  The unique nitration of the carbamate fungicide diethofencarb (Powmyl, isopropyl 3,4-diethoxycarbanilate) was examined in 14 Japanese soils and three types of clays under the aerobic conditions using the C-14-labeled compound. Nitration at the 6-position of the 3,4-diethoxyphenyl ring was a clay-catalyzed reaction and extremely enhanced under the dry conditions. Kinetic and product analysis on nitration of nine C-14-labeled carbamate analogues in the kaolinite thin layer showed the nitration proceeding electrophilically. Requirement of molecular oxygen and retardation of nitration by radical scavengers and spin-trap reagents together with semiempirical AM1 molecular orbital calculations strongly suggested contribution of a radical mechanism, and these different speculations on the reaction mechanism might originate from the heterogeneous reaction environment on clay.

  DOI：

  10.1021/jf0346049
• 作为产物：
  描述：

  isopropyl (4-methoxyphenyl)carbamate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 (4-羟基苯基)-氨基甲酸异丙酯
  参考文献：
  名称：

  Clay-Catalyzed Nitration of a Carbamate Fungicide Diethofencarb

  摘要：

  The unique nitration of the carbamate fungicide diethofencarb (Powmyl, isopropyl 3,4-diethoxycarbanilate) was examined in 14 Japanese soils and three types of clays under the aerobic conditions using the C-14-labeled compound. Nitration at the 6-position of the 3,4-diethoxyphenyl ring was a clay-catalyzed reaction and extremely enhanced under the dry conditions. Kinetic and product analysis on nitration of nine C-14-labeled carbamate analogues in the kaolinite thin layer showed the nitration proceeding electrophilically. Requirement of molecular oxygen and retardation of nitration by radical scavengers and spin-trap reagents together with semiempirical AM1 molecular orbital calculations strongly suggested contribution of a radical mechanism, and these different speculations on the reaction mechanism might originate from the heterogeneous reaction environment on clay.

  DOI：

  10.1021/jf0346049

文献信息

• Microbial transformations
  作者：Bernard Vigne、Alain Archelas、Jean Dominique Fourneron、Roland Furstoss

  DOI：10.1016/0040-4020(86)80008-4

  日期：1986.1

  A specific para hydroxylation of the aromatic ring of isopropyl N-phenyl carbamate 1 by the fungus Beauveria sulfurescens has been achieved. Studies of the deuterium labelled compound show high retention (NIH shift) for this transformation, a fact uhich indicates that the mechanism implied is consistent which the intermediate formation of an arene oxide. Also, formation of a glucoside conjugate of

  真菌白僵菌已实现了异丙基N-苯基氨基甲酸酯1芳香环的特定对羟基化。氘标记的化合物的研究表明该转化具有很高的保留（NIH位移），这一事实表明所暗示的机理与芳烃氧化物的中间形成是一致的。另外，已经观察到苯酚的葡糖苷共轭物的形成。
• CSOLLEI, J.;BOROVANSKY, A.;BENES, L.;BEDEROVA, E.;SVEC, P., CS. FARM., 1982, 31, N 6, 229-235
  作者：CSOLLEI, J.、BOROVANSKY, A.、BENES, L.、BEDEROVA, E.、SVEC, P.

  DOI：——

  日期：——
• VIGNE B.; ARCHELAS A.; FOURNERON J. D.; FURSTOSS R., TETRAHEDRON, 42,(1986) N 9, 2451-2456
  作者：VIGNE B.、 ARCHELAS A.、 FOURNERON J. D.、 FURSTOSS R.

  DOI：——

  日期：——
• Clay-Catalyzed Nitration of a Carbamate Fungicide Diethofencarb
  作者：Rika Kodaka、Terumi Sugano、Toshiyuki Katagi、Yoshiyuki Takimoto

  DOI：10.1021/jf0346049

  日期：2003.12.1

  The unique nitration of the carbamate fungicide diethofencarb (Powmyl, isopropyl 3,4-diethoxycarbanilate) was examined in 14 Japanese soils and three types of clays under the aerobic conditions using the C-14-labeled compound. Nitration at the 6-position of the 3,4-diethoxyphenyl ring was a clay-catalyzed reaction and extremely enhanced under the dry conditions. Kinetic and product analysis on nitration of nine C-14-labeled carbamate analogues in the kaolinite thin layer showed the nitration proceeding electrophilically. Requirement of molecular oxygen and retardation of nitration by radical scavengers and spin-trap reagents together with semiempirical AM1 molecular orbital calculations strongly suggested contribution of a radical mechanism, and these different speculations on the reaction mechanism might originate from the heterogeneous reaction environment on clay.