2-[(4-氨基苯)甲基]苯胺 | 1208-52-2

• 物质功能分类: 有机原料 - 氨基化合物
• 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: 2-[(4-氨基苯)甲基]苯胺
• 中文别名: 2,2,2',4',5'-五氯苯乙酮；2,4'-二氨基二苯甲烷；2,4"-亚甲基苯胺；2,4-亚甲基苯胺
• 英文名称: 2,4'-diaminodiphenylmethane
• 英文别名: 2,4'-Diaminodiphenylmethan；2,4'-Methylenedianiline；2-[(4-aminophenyl)methyl]aniline
• CAS: 1208-52-2
• 化学式: C₁₃H₁₄N₂
• mdl: MFCD01670227
• 分子量: 198.268
• InChiKey: UTNMPUFESIRPQP-UHFFFAOYSA-N

物化性质

• 熔点：
  88.5°C
• 沸点：
  325.59°C (rough estimate)
• 密度：
  0.9827 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• 物理描述：
  Leaflets. (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

ADMET

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为继发性毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 海关编码：
  2921590090
• 包装等级：
  II
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P273,P280,P301+P310,P305+P351+P338
• 危险品运输编号：
  2811
• 危险性描述：
  H301+H311+H331,H317,H319,H341,H410
• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  2-[(4-氨基苯)甲基]苯胺 在 硫酸 、 sodium acetate 作用下， 生成 2,4'-Diacetoxy-diphenylmethan
  参考文献：
  名称：

  Wagner, Journal fur praktische Chemie (Leipzig 1954), 1902, vol. <2> 65, p. 314

  摘要：

  DOI：
• 作为产物：
  描述：

  1-异氰酸根-2-[(4-异氰酸根苯基)甲基]苯 在 水 作用下， 以 乙二醇二甲醚 为溶剂， 反应 0.02h， 以0.3%的产率得到2-[(4-氨基苯)甲基]苯胺
  参考文献：
  名称：

  Chemical behaviour of seven aromatic diisocyanates (toluenediisocyanates and diphenylmethanediisocyanates) under in vitro conditions in relationship to their results in the Salmonella/microsome test

  摘要：

  There are conflicting results on the mutagenicity of toluenediisocyanate (TDI) and diphenylmethanediisocyanate (MDI). It was found that the organic solvent chosen to dissolve the compounds dictates the outcome of the bacterial tests. The Salmonella/microsome tests showed uniformly mutagenic effects for all the compounds that were predissolved in DMSO. Due to the instability of aromatic diisocyanates in DMSO this solvent was replaced by ethyleneglycoldimethylether (EGDE). TDI and MDI endured the dissolving and were therefore still available for the subsequent bacterial tests. Furthermore, no aromatic diamines (TDA or MDA) could be detected in EGDE prior to the start of the assays. The Salmonella/microsome tests, however, revealed unexpected differences between TDI and MDI. As previously published the four types of MDI showed negative results, whereas the data presented in this paper demonstrated mutagenic effects of all three types of TDI if EGDE is the solvent. To gain deeper insight into the chemical changes that occurred during the Salmonella/microsome test, the possible reactions were modelled in the laboratory by mixing predissolved diisocyanates with a defined surplus of water and monitoring the progress of the chemical reactions by analytical methods. Additionally, the quality of the model was checked by exposing solutions of 2,6-TDI and 4,4'-MDI to the real biological test environment. In both cases, the reaction patterns of TDI were different to those of MDI. Within 1 min, which is the maximum time needed to mix the predissolved compounds with water before they are poured onto the agar plate, the TDI content was reduced in favour of different ureas and TDA. In addition water was replaced by the complete set of test ingredients. While the TDA content remained more or less constant, the amount of residual TDI was reduced considerably. Reactions of MDI were markedly slower than those of TDI. More than 90% of the predissolved MDI remained intact when it was mixed with water. The biological test ingredients accelerated the reduction of the MDI content. Within 45 s, more than two thirds of the MDI disappeared. Evidently, the chemical reactions continue during incubation. It is assumed that the contrasting results of TDI and MDI in the Salmonella/microsome test are due to the different reaction patterns-and reaction products-of the predissolved diisocyanates created under the specific conditions of the test. These findings indicate that the chemical interactions between reactive test compounds and solvents or test media need to be considered in the interpretation of the relevance of test results.(C) 1999 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1383-5718(98)00157-0

文献信息

• [EN] STERICALLY HINDERED AMINE STABILIZERS<br/>[FR] STABILISANTS D'AMINES À ENCOMBREMENT STÉRIQUE
  申请人：BASF SE

  公开号：WO2010142572A1

  公开（公告）日：2010-12-16

  The instant invention pertains to hindered amine compounds having at least two nitrogen atoms with different basicity. One part is substituted on the N-atom by alkoxy moieties and the other part is substituted on the N-atom by a hydroxy-alkyl moiety. These materials are particularly effective in stabilizing polymers, especially thermoplastic polyolefins, against the deleterious effects of oxidative, thermal and actinic radiation. The compounds are also particularly effective in stabilizing acid catalyzed and ambient cured coatings systems.

  这项瞬时发明涉及具有至少两个氮原子且碱度不同的受阻胺化合物。其中一部分在N原子上被烷氧基团取代，另一部分在N原子上被一个羟基-烷基基团取代。这些材料在稳定聚合物方面特别有效，尤其是热塑性聚烯烃，可以抵御氧化、热和光辐射的有害影响。这些化合物在稳定酸催化和环境固化的涂层系统方面也特别有效。
• N-Allyl/benzyl substituted phenylenediamine stabilizers
  申请人：CIBA-GEIGY AG

  公开号：EP0538195A2

  公开（公告）日：1993-04-21

  Compositions are described which comprise (a) a lubricant, subject to oxidative or thermal degradation, and (b) at least one compound of formula I wherein    R⁵, R⁶, R⁷ and R⁸ are independently hydrogen, alkenyl of 3 to 18 carbon atoms, aralkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one to three substituents selected from the group consisting of alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aralkyl of 7 to 15 carbon atoms, -CN, -NO⁶, halogen, -ORψ, -NR¼R½, -SR¾, -COOR| and -CONR⁵⁴R⁵⁵ where Rψ, R¼, R½, R¾, R|, R⁵⁴ and R⁵⁵ are independently hydrogen, alkyl of 1 to 20 carbon atoms, alkenyl of 3 to 18 carbon atoms, aryl of 6 to 10 carbon atoms, cycloalkyl of 5 to 12 carbon atoms or aralkyl of 7 to 15 carbon atoms. Some of the compounds of formula one are novel.

  描述了以下组成的组合物： (a) 一种润滑剂，容易受到氧化或热降解，和 (b) 至少一个公式 I 的化合物 其中 R⁵, R⁶, R⁷ 和 R⁸ 分别独立为氢，3至18碳原子的烯基，7至15碳原子的芳基烷基，6至10碳原子的芳基或所述芳基被1至3个选自以下组的取代基所取代：1至20碳原子的烷基，5至12碳原子的环烷基，7至15碳原子的芳基烷基，-CN, -NO⁶, 卤素，-ORψ, -NR¼R½, -SR¾, -COOR| 和 -CONR⁵⁴R⁵⁵，其中 Rψ, R¼, R½, R¾, R|, R⁵⁴ 和 R⁵⁵ 分别独立为氢，1至20碳原子的烷基，3至18碳原子的烯基，6至10碳原子的芳基，5至12碳原子的环烷基或7至15碳原子的芳基烷基。 公式 I 中的某些化合物是新颖的。
• Process for the preparation of urethanes
  申请人：Jacob Andreas

  公开号：US20090275771A1

  公开（公告）日：2009-11-05

  Urethanes are prepared by oxidative carbonylation of at least one amino compound in the presence of carbon monoxide, oxygen and organic, at least one hydroxyl-group-carrying compound. The carbonylation is carried out in the absence of halogen-containing promoters. The carbonylation is also carried out in the presence of a metal complex catalyst which contains neutral bidentate N-chelate ligands of the (N˜N) type, two monoanionic N,O-chelate ligands of the general type (N˜O) − or tetradentate dianionic chelate ligands (O˜N˜N˜O) 2− .

  聚氨酯是通过氧化羰基化至少一种氨基化合物来制备的，在碳一氧化碳、氧气和有机物存在下，至少还有一种带有羟基的化合物。羰基化是在不存在含卤素的促进剂的情况下进行的。羰基化也是在含有中性双齿N-螯合配体（N˜N）类型的金属络合物催化剂存在下进行的，这种配体是两个单负离子N,O-螯合配体的一般类型(N˜O) − 或四个双负离子螯合配体（O˜N˜N˜O） 2− 。
• METHOD FOR PRODUCING URETHANES
  申请人：Gärtner Felix

  公开号：US20130303740A1

  公开（公告）日：2013-11-14

  The invention relates to a method for producing urethanes or ureas or mixtures of urethanes and ureas by oxidative carbonylation of organic amines in the presence of carbon monoxide, oxygen and a catalyst, where the catalyst used is a transition metal complex containing the structural feature: [Mn+(O˜N˜O)2−](n-2)+(L)m(Z−)n-2 and the method is carried out under halogen-free reaction conditions. The invention further relates to transition metal complexes containing said structural feature and also to the use of such transition metal complexes as catalysts in the production of urethanes or ureas or mixtures of urethanes and ureas.

  本发明涉及一种通过氧化羰基化有机胺在碳一氧化碳、氧气和催化剂存在下生产尿素或尿素或尿素和尿素的混合物的方法，其中使用的催化剂是一种含有以下结构特征的过渡金属配合物：[Mn+(O˜N˜O)2−](n-2)+(L)m(Z−)n-2，该方法在无卤素反应条件下进行。本发明进一步涉及含有上述结构特征的过渡金属配合物，以及将这种过渡金属配合物作为催化剂用于生产尿素或尿素或尿素和尿素的混合物。
• Thioimidazolidine derivatives as light stabilizers for polymers
  申请人：——

  公开号：US20030109609A1

  公开（公告）日：2003-06-12

  A compound of the formula (I) wherein G 1 , G 2 , G 3 and G 4 are independently of one another C 1 -C 18 alkyl or C 5 -C 12 cycloalkyl or the radicals G 1 and G 2 and the radicals G 3 and G 4 form independently of one another, together with the carbon atom they are attached to, C 5 -C 12 cycloalkyl; R is hydrogen, C 1 -C 18 alkyl, oxyl, —OH, —CH 2 CN, C 3 -C 6 alkenyl, C 3 -C 8 alkynyl, C 7 -C 12 phenylalkyl unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy; C 1 -C 8 acyl, C 1 -C 18 alkoxy, C 1 -C 18 hydroxyalkoxy, C 2 -C 18 alkenyloxy, C 5 -C 12 cycloalkoxy, C 7 -C 12 phenylalkoxy unsubstituted or substituted on the phenyl radical by C 1 -C 4 alkyl and/or C 1 -C 4 alkoxy: C 1 -C 18 alkanoyloxy, (C 1 -C 18 alkoxy)carbonyl, glycidyl or a group —CH 2 CH(OH)(G) with G being hydrogen, methyl or phenyl; n is 1, 2, 3 or 4; and X is an organic radical of a valency equal to n; and when n is 2, 3 or 4, each of the radicals G 1 , G 2 , G 3 , G 4 and R can have the same or a different meaning in the units of the formula (II), is useful for stabilizing an organic material against degradation induced by light, heat or oxidation.

  式（I）的化合物，其中G1、G2、G3和G4彼此独立地是C1-C18烷基或C5-C12环烷基，或者基团G1和G2以及基团G3和G4彼此独立地与它们附着的碳原子一起形成C5-C12环烷基；R是氢、C1-C18烷基、氧基、—OH、—CH2CN、C3-C6烯基、C3-C8炔基、C7-C12苯基烷基，未取代或通过C1-C4烷基和/或C1-C4烷氧基取代苯基上的苯基基团；C1-C8酰基、C1-C18烷氧基、C1-C18羟基烷氧基、C2-C18烯氧基、C5-C12环烷氧基，未取代或通过C1-C4烷基和/或C1-C4烷氧基取代苯基上的C7-C12苯基氧基；C1-C18烷酰氧基、（C1-C18烷氧基）羰基、环氧乙基或一个基团—CH2CH(OH)(G)，其中G是氢、甲基或苯基；n为1、2、3或4；X是价数等于n的有机基团；当n为2、3或4时，式（II）的各单元中的G1、G2、G3、G4和R的每一个可以具有相同或不同的含义，对于抵抗光、热或氧化引起的有机材料降解具有稳定作用。

表征谱图