(Methylenedi-p-phenylene)bis(phenylmethyl carbamate) | 51728-21-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Methylenedi-p-phenylene)bis(phenylmethyl carbamate)
• 英文别名: N,N'-(4,4'-methanediyl-di-phenyl)-bis-carbamic acid dibenzyl ester；N,N'-(4,4'-Methandiyl-di-phenyl)-bis-carbamidsaeure-dibenzylester；Bis-(4-benzyloxycarbonylamino-phenyl)-methan；Dibenzyl (methylenebis(4,1-phenylene))dicarbamate；benzyl N-[4-[[4-(phenylmethoxycarbonylamino)phenyl]methyl]phenyl]carbamate
• CAS: 51728-21-3
• 化学式: C₂₉H₂₆N₂O₄
• 分子量: 466.536
• InChiKey: ULMJIAHHZHZRNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Methylenedi-p-phenylene)bis(phenylmethyl carbamate) 生成 二氧化碳 、 甲苯 、 苯甲醇
  参考文献：
  名称：

  Thermal Degradation of Carbamates of Methylenebis-(4-phenyl Isocyanate)¹

  摘要：

  DOI：

  10.1021/ja01553a045
• 作为产物：
  描述：

  二氧化碳 、 氯化苄 、 4,4'-二氨基二苯甲烷 在 cyclohexyl tetraethyl guanidine 作用下， 生成 (Methylenedi-p-phenylene)bis(phenylmethyl carbamate)
  参考文献：
  名称：

  Carbon Dioxide as a Phosgene Replacement: Synthesis and Mechanistic Studies of Urethanes from Amines, CO2, and Alkyl Chlorides

  摘要：

  Several carbamate esters were synthesized from amines, carbon dioxide, and alkyl chlorides. The effect of added base on the yield and selectivity of carbamate ester formation was found to be highly important with the use of sterically hindered guanidine bases giving the best results. Relative rate studies were carried out giving the following order of reactivity between carbamate anions in acetonitrile with benzyl chloride giving carbamate esters: Et(2)NCO(2)(-) = Bu(2)NCO(2)(-) > t-BuNHCO(2)(-) CyNHCO(2)(-) = s-BuNHCO(2)(-) > PhNHCO(2)(-) > CyCH(2)NHCO(2) = n-octylNHCO(2)(-) = n-BuNHCO(2)(-). Rate studies were carried out with the diethyl, s-butyl, phenyl, and n-butyl carbamates and activation parameters were determined to be Et(2)NCO(2)(-), Delta H-double dagger = 11.8 kcal/mol, Delta S-double dagger = -33 eu; s-BuNHCO(2)(-), Delta H-double dagger = 12.8 kcal/mol, Delta S-double dagger = -33 eu; PhNHCO(2)(-), Delta H-double dagger = 14.3 kcal/mol, Delta S-double dagger = -28 eu; n-BuNHCO(2)(-), Delta H-double dagger: = 23.4 kcal/mol, Delta S-double dagger = -3 eu. The unusual results obtained from the use of n-BuNHCO(2)(-) prompted further studies which showed that the rate of reaction was inversely dependent on carbon dioxide pressure (20 psig CO2, k = 4.84 x 10(-4) M(-1) s(-1); 120 psig CO2, k = 1.83 x 10(-4) M(-1) s(-1)). Nitrogen NMR spectroscopy indicated, via a labeling study with N-15 amines and C-13 enriched carbon dioxide, the formation of a doubly inserted product from the addition of two carbon dioxides to ethylamine in acetonitrile.

  DOI：

  10.1021/jo00114a035

文献信息

• CELLULOSE ACYLATE FILM, NOVEL COMPOUND, POLARIZING PLATE AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20150361036A1

  公开（公告）日：2015-12-17

  A cellulose acylate film, which includes a compound denoted by general formula (I) below, the equivalent U of which, calculated as a value obtained by dividing the molecular weight of the compound by the number of divalent linking groups denoted by —O—C(═O)—NH— contained per molecule, is less than or equal to 515, wherein, in general formula (I), each of L 11 and L 21 independently denotes an optionally substituted alkylene group; each of L 12 and L 22 independently denotes a single bond, any one of or any combination of —O—, —NR 1 —, —S— and —C(═O)—; R 1 denotes a hydrogen atom or a substituent; each of n1 and n2 independently denotes an integer of 0 to 20, with at least either n1 or n2 being an integer of greater than or equal to 1. Q 1 -(L 12 -L 11 ) n1 -O—C(═O)—NH-(L 21 -L 22 ) n2 -Q 2 General formula (I)

  一种纤维素酰酸酯薄膜，包括下面的通用公式（I）表示的化合物，其当以将该化合物的分子量除以每分子中含有的二价连接基团—O—C(═O)—NH—的数量得到的值计算时等效U小于或等于515，其中，在通用公式（I）中，L11和L21中的每一个独立表示一个可选择取代的烷基基团；L12和L22中的每一个独立表示一个单键，任意一个或任意组合的—O—、—NR1—、—S—和—C(═O)—；R1表示氢原子或取代基；n1和n2中的每一个独立表示0到20的整数，其中n1或n2中至少有一个整数大于或等于1。Q1-(L12-L11)n1-O—C(═O)—NH-(L21-L22)n2-Q2通用公式（I）
• Cellulose acylate film, novel compound, polarizing plate and liquid crystal display device
  申请人：FUJIFILM Corporation

  公开号：US10040754B2

  公开（公告）日：2018-08-07

  A cellulose acylate film, which includes a compound denoted by general formula (I) below, the equivalent U of which, calculated as a value obtained by dividing the molecular weight of the compound by the number of divalent linking groups denoted by —O—C(═O)—NH— contained per molecule, is less than or equal to 515, wherein, in general formula (I), each of L11 and L21 independently denotes an optionally substituted alkylene group; each of L12 and L22 independently denotes a single bond, any one of or any combination of —O—, —NR1—, —S— and —C(═O)—; R1 denotes a hydrogen atom or a substituent; each of n1 and n2 independently denotes an integer of 0 to 20, with at least either n1 or n2 being an integer of greater than or equal to 1. Q1-(L12-L11)n1-O—C(═O)—NH-(L21-L22)n2-Q2  General formula (I)

  一种纤维素酰基化合物薄膜，它包括以下通式(I)表示的化合物，其当量U(通过将化合物的分子量除以每个分子所含的由-O-C(═O)-NH-表示的二价连接基团的数目而得到的值)小于或等于515，其中，在通式(I)中，L11和L21各自独立地表示任选取代的亚烷基；L12和L22各自独立地表示单键、-O-、-NR1-、-S-和-C(═O)-中的任意一个或任意组合； R1表示氢原子或取代基； n1和n2各自独立地表示0至20的整数，其中至少n1或n2之一是大于或等于1的整数。 Q1-(L12-L11)n1-O-C(═O)-NH-(L21-L22)n2-Q2 通式 (I)
• Cellulose ester film, polarizing plate, and liquid crystal display device
  申请人：FUJIFILM Corporation

  公开号：US10338290B2

  公开（公告）日：2019-07-02

  A cellulose ester film contains a compound having a structural unit denoted by —NR—(C═O)— in which R represents a hydrogen atom or a substituent, a surface having knoop hardness of greater than or equal to 210 N/mm2 is provided, and loss tangent tan δ at 25° C. is greater than or equal to 0.03.

  一种纤维素酯薄膜含有一种化合物，其结构单元用-NR-(C═O)-表示，其中R代表氢原子或取代基，表面硬度大于或等于210牛顿/平方毫米，25°C时的损耗正切tanδ大于或等于0.03。
• CELLULOSE ESTER FILM, POLARIZING PLATE, AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20160370522A1

  公开（公告）日：2016-12-22

  A cellulose ester film contains a compound having a structural unit denoted by —NR—(C═O)— in which R represents a hydrogen atom or a substituent, a surface having knoop hardness of greater than or equal to 210 N/mm 2 is provided, and loss tangent tan δ at 25° C. is greater than or equal to 0.03.
• Carbon Dioxide as a Phosgene Replacement: Synthesis and Mechanistic Studies of Urethanes from Amines, CO2, and Alkyl Chlorides
  作者：William McGhee、Dennis Riley、Kevin Christ、Yi Pan、Barry Parnas

  DOI：10.1021/jo00114a035

  日期：1995.5

  Several carbamate esters were synthesized from amines, carbon dioxide, and alkyl chlorides. The effect of added base on the yield and selectivity of carbamate ester formation was found to be highly important with the use of sterically hindered guanidine bases giving the best results. Relative rate studies were carried out giving the following order of reactivity between carbamate anions in acetonitrile with benzyl chloride giving carbamate esters: Et(2)NCO(2)(-) = Bu(2)NCO(2)(-) > t-BuNHCO(2)(-) CyNHCO(2)(-) = s-BuNHCO(2)(-) > PhNHCO(2)(-) > CyCH(2)NHCO(2) = n-octylNHCO(2)(-) = n-BuNHCO(2)(-). Rate studies were carried out with the diethyl, s-butyl, phenyl, and n-butyl carbamates and activation parameters were determined to be Et(2)NCO(2)(-), Delta H-double dagger = 11.8 kcal/mol, Delta S-double dagger = -33 eu; s-BuNHCO(2)(-), Delta H-double dagger = 12.8 kcal/mol, Delta S-double dagger = -33 eu; PhNHCO(2)(-), Delta H-double dagger = 14.3 kcal/mol, Delta S-double dagger = -28 eu; n-BuNHCO(2)(-), Delta H-double dagger: = 23.4 kcal/mol, Delta S-double dagger = -3 eu. The unusual results obtained from the use of n-BuNHCO(2)(-) prompted further studies which showed that the rate of reaction was inversely dependent on carbon dioxide pressure (20 psig CO2, k = 4.84 x 10(-4) M(-1) s(-1); 120 psig CO2, k = 1.83 x 10(-4) M(-1) s(-1)). Nitrogen NMR spectroscopy indicated, via a labeling study with N-15 amines and C-13 enriched carbon dioxide, the formation of a doubly inserted product from the addition of two carbon dioxides to ethylamine in acetonitrile.