2,2',4,4',6,6'-hexamethylbenzophenone | 132590-74-0

• 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: 2,2',4,4',6,6'-hexamethylbenzophenone
• 英文别名: decamethyl-benzophenone；Decamethyl-benzophenon；bis(2,3,4,5,6-pentamethylphenyl)methanone
• CAS: 132590-74-0
• 化学式: C₂₃H₃₀O
• 分子量: 322.491
• InChiKey: JVNMBCCTRRJHBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  281-282 °C(Solv: benzene (71-43-2))
• 沸点：
  457.6±45.0 °C(Predicted)
• 密度：
  0.976±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  2,2',4,4',6,6'-hexamethylbenzophenone 在 四丁基溴化铵 溴 作用下， 以 四氯化碳 为溶剂， 反应 48.0h， 以46%的产率得到溴五(溴甲基)苯
  参考文献：
  名称：

  Conformational shift by mutual steric interactions between two multiarmed units

  摘要：

  Decakis(bromomethyl)biphenyl (3) has been prepared by reaction of decamethylbiphenyl with Br2/CCl4 in the presence of tetrabutylammonium bromide as catalyst. The attempted synthesis of decakis(bromomethyl)benzophenone resulted only in bromopentakis(bromomethyl)benzene (8). X-ray diffraction of a single crystal of 3 shows that the preferred conformation of 3 is not the alternate ''up-down'' conformation observed for the parent hexakis(bromomethyl)benzene, but a conformation in which the up-down alternation of the CH2Br groups is disrupted at the meta-para position of each ring. MM(85) calculations on 3 indicate that some conformations with disrupted ''up-down'' alternation of the CH2Br groups are favored over the all-alternate up-down form. It is suggested that this conformational shift is the result of the mutual steric interactions between arms of different moieties, and that syn interactions between m- and p-CH2Br groups operate in order to avoid bromine contacts between ortho groups at different rings. The barrier for Ar-CH2Br rotation was estimated from dynamic NMR data as 12.5 kcal mol-1.

  DOI：

  10.1021/jo00007a035
• 作为产物：
  描述：

  decamethylbenzhydrol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以50%的产率得到2,2',4,4',6,6'-hexamethylbenzophenone
  参考文献：
  名称：

  Conformational shift by mutual steric interactions between two multiarmed units

  摘要：

  Decakis(bromomethyl)biphenyl (3) has been prepared by reaction of decamethylbiphenyl with Br2/CCl4 in the presence of tetrabutylammonium bromide as catalyst. The attempted synthesis of decakis(bromomethyl)benzophenone resulted only in bromopentakis(bromomethyl)benzene (8). X-ray diffraction of a single crystal of 3 shows that the preferred conformation of 3 is not the alternate ''up-down'' conformation observed for the parent hexakis(bromomethyl)benzene, but a conformation in which the up-down alternation of the CH2Br groups is disrupted at the meta-para position of each ring. MM(85) calculations on 3 indicate that some conformations with disrupted ''up-down'' alternation of the CH2Br groups are favored over the all-alternate up-down form. It is suggested that this conformational shift is the result of the mutual steric interactions between arms of different moieties, and that syn interactions between m- and p-CH2Br groups operate in order to avoid bromine contacts between ortho groups at different rings. The barrier for Ar-CH2Br rotation was estimated from dynamic NMR data as 12.5 kcal mol-1.

  DOI：

  10.1021/jo00007a035

文献信息

• Lapkin, Zhurnal Obshchei Khimii, 1946, vol. 16, p. 729,732,733
  作者：Lapkin

  DOI：——

  日期：——
• PLASTIC ARTICLE FOR AUTOMOTIVE GLAZING
  申请人：FUKUSHIMA Motoo

  公开号：US20120058347A1

  公开（公告）日：2012-03-08

  A plastic article is provided wherein a plastic substrate is coated with multiple resin layers including a primer layer comprising a polymer having a UV-absorptive functional group incorporated therein and a weather resistant hardcoat layer comprising a reaction product of alkoxysilyl-containing benzophenone and/or a hydrolyzate thereof.
• COATING COMPOSITION
  申请人：Fukushima Motoo

  公开号：US20120059080A1

  公开（公告）日：2012-03-08

  A coating composition is provided comprising (A) a co-hydrolytic condensate of a UV-absorbing alkoxysilane, a UV-curable alkoxysilane, and a tetraalkoxysilane, (B) a polyfunctional poly(meth)acrylate, and (C) a photobleachable photopolymerization initiator. Upon exposure to UV, the composition cures briefly at low temperature to form a cured film having durability, adhesion and transparency.
• INK COMPOSITION, IMAGE FORMING METHOD, AND PRINTED MATERIAL
  申请人：HIRONAKA Koji

  公开号：US20120213978A1

  公开（公告）日：2012-08-23

  Provided is an ink composition having excellent dischargeability during image recording by an inkjet method and having excellent water resistance, solvent resistance, and adhesiveness to a recording medium of the recorded image. The ink composition includes a structure represented by the structural formula (A), a compound having at least any one of a residue formed by removing one hydrogen atom from a compound represented by the general formula (B1) and a residue formed by removing one hydrogen atom from a compound represented by the general formula (B2) in one molecule or plural molecules, and a coloring material.
• PLASTIC SUBSTRATE FOR AUTOMOTIVE GLAZING AND ITS REPAIRING METHOD
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20130164539A1

  公开（公告）日：2013-06-27

  A plastic substrate for automotive glazing is provided. The substrate is an article comprising first layer in contact with the substrate surface, which is a layer prepared by curing a coating composition containing a vinyl copolymer having an alkoxysilyl group and a UV-absorbing group and a fine particle silicon oxide and not containing any curing catalyst; second layer in contact with the first layer, which is a layer prepared by curing an organopolysiloxane composition containing a curing catalyst and a co-hydrolyzate of an organosilicon compound containing a UV-absorbing organooxysilane and a fine particle silicon oxide; and third layer in contact with the second layer, which is a layer prepared by curing an organopolysiloxane composition containing a curing catalyst having an activity stronger than the catalyst used in the second layer, and a co-hydrolyzate of an organosilicon compound containing a UV-absorbing organooxysilane and a fine particle silicon oxide.