2-chloro-4,6-bis-hydroxymethyl-phenol | 22002-29-5

• 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-chloro-4,6-bis-hydroxymethyl-phenol
• 英文别名: 5-Chlor-4-hydroxy-1.3-bis-hydroxymethyl-benzol；2-Chlor-4,6-bis-hydroxymethyl-phenol；(5-Chloro-4-hydroxy-1,3-phenylene)dimethanol；2-chloro-4,6-bis(hydroxymethyl)phenol
• CAS: 22002-29-5
• 化学式: C₈H₉ClO₃
• 分子量: 188.611
• InChiKey: AONNUJLOCLHEIW-UHFFFAOYSA-N

物化性质

• 熔点：
  117.5-119 °C(Solv: chloroform (67-66-3))
• 沸点：
  345.4±11.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMF；甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 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：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-chloro-4,6-bis-hydroxymethyl-phenol 在 sodium hydroxide 、 aluminum nickel 、 三氯氧磷 作用下， 生成 2,4-Disalicyl-phenol
  参考文献：
  名称：

  �ber die Struktur der k�nstlichen Harze

  摘要：

  DOI：

  10.1007/bf00903009
• 作为产物：
  描述：

  聚合甲醛 、 邻氯苯酚 在 sodium hydroxide 作用下， 生成 2-chloro-4,6-bis-hydroxymethyl-phenol
  参考文献：
  名称：

  Hanus, Journal fur praktische Chemie (Leipzig 1954), 1941, vol. <2> 158, p. 245,250

  摘要：

  DOI：

文献信息

• Ethers and thioethers of kojic acid and preparation thereof
  申请人：RHONE POULENC SA

  公开号：US02865930A1

  公开（公告）日：1958-12-23

  The invention comprises compounds of the formula <;FORM:0781413/IV (a)/1>; where R is alkyl, X is O or NH, Y is O or S, and Ar is aryl, which may have one or more alkyl, alkoxy, hydroxyalkyl, nitro or halogen substituents; the alkyl and alkoxy groups have not more than 4 carbon atoms. The compounds are prepared (1) by the action of H-Y-Ar on the appropriate pyrones or pyridones having a -CH2Z substituent where Z is a reactive ester group such as halide, sulphuric or sulphonic ester, preferably in a solvent at 50-100 DEG C. in the presence of a basic condensing agent, or (2) by the alkylation of the corresponding 5-hydroxy compounds. In addition the pyridones may be made from the pyrones by heating with ammonia. Examples show the preparation by method (1) of 2-aryloxymethyl-5 - methoxy - 4 - pyrones where aryl group is phenyl, b -naphthyl, and the following substituted phenyl groups:-chloro (3 isomers), 2:4-dichloro, 2:4:6-trichloro, pentachloro, methyl (3 isomers), dimethyl (6 isomers), 2:4:6-trimethyl, 2-methyl-4- and -6-chloro, 3-methyl-4-chloro, 4-methyl-2-chloro, 2-methyl-4:6-dichloro, 4 - methyl - 2:6 - dichloro, 2:4 - dimethyl-6-chloro, 3:5-dimethyl-4-chloro, 4-isopropyl, 4-cyclohexyl, 2- and 4-nitro, 2-methylol, 2:4 - dichloro - 6 - methylol, 2 - chloro - 4:6 - dimethylol, 4 - chloro - 2:6 - dimethylol, 4 - methyl - 2 - methylol, 4 - methyl - 2:6 - dimethylol, 2:5 - dimethyl - 4 - methylol, 3:4 - dimethyl - 6 - methylol, 3 - methoxy, and 2 - methoxy-4-, -5- and -6-methyl; also 2-(21-methylolphenoxymethyl) - 5 - ethoxy - 4 - pyrone and 2-(41-chlorophenylthiomethyl) - 5 - methoxy-4-pyrone. I further examples 2-(41 chlorophenoxymethyl) - 5 - methoxy - 4 - pyridone (hydrochloride described) and 2-(21-methyl - 61 - chlorophenoxymethyl) - 5 - methoxy-4-pyridone are made from the corresponding pyrones and ammonia. It is also stated that Ar may also be ethylphenyl, ethoxyphenyl or hydroxy-ethyl-phenyl.ALSO:Compositions for use as plant growth regulants contain as active ingredient a compound of the formula: <;FORM:0781413/I/1>; where R is alkyl, X is O or NH, Y is O or S and Ar is aryl which may have one or more alkyl, alkoxy, hydroxyalkyl, nitro or halogen substituents; the alkyl and alkoxy groups have not more than 4 carbon atoms. The compositions may be in the form of powders, sprays, aerosols, emulsions or solutions in organic or aqueous organic solvents. There may also be present wetting agents, synergists and other plant growth regulants. In an example 2-(21 : 41-dichlorophenoxymethyl)-5-methoxy-4-pyrone is dissolved in dimethylformamide and diluted with water to give a solution which enhances root formation when plant stems are soaked with it. Many other suitable compounds are mentioned.ALSO:Compositions for use as systemic fungicides or herbicides contain as essential ingredient a compound of the formula <;FORM:0781413/VI/1>; where R is alkyl, X is O or NH, Y is O or S and Ar is aryl which may have one or more alkyl, alkoxy, hydroxyalkyl, nitro or halogen substituents; the alkyl and alkoxy groups have not more than 4 carbon atoms. The compositions may be in the form of powders, sprays, aerosols, emulsions or solutions in organic or aqueous organic solvents. There may also be present wetting agents, synergists, and other plant-growth regulants or fungicides. In examples, fungicides are made of (1) 2-(21-methyl - 41 - chlorophenoxymethyl) - 5 - methoxy-4-pyrone dispersed in water with the aid of a wetting agent; and (2) 2-(31:51-dimethylphenoxy - methyl) - 5 - methoxy - 4 - pyrone and talc similarly dispersed; herbicides are made from (3) 2-(2-(21:41-dichlorophenoxymethyl) - 5 - methoxy - 4 - pyrone; and (4) 2-(41 - chlorophenoxymethyl) - 5 - methoxy - 4-pyrone, in each case dissolved in toluene and acetone and dispersed in water with the aid of a wetting agent. Many other suitable compounds are mentioned.

  该发明包括以下公式的化合物：其中R为烷基，X为O或NH，Y为O或S，Ar为芳基，可能具有一个或多个烷基、烷氧基、羟基烷基、硝基或卤素取代基；烷基和烷氧基基团的碳原子数不超过4。这些化合物通过以下方法制备：（1）在适当的吡喃酮或吡啶酮上作用H-Y-Ar，其中吡喃酮或吡啶酮具有一个-CH2Z取代基，其中Z是反应性酯基，如卤化物、硫酸酯或磺酸酯，最好在50-100摄氏度的溶剂中，在碱性缩合剂的存在下进行，或者（2）通过对应的5-羟基化合物的烷基化制备。此外，吡啶酮可以通过与氨加热制备。示例表明，通过方法（1）制备了2-芳氧基甲基-5-甲氧基-4-吡喃，其中芳基为苯基、β-萘基，以及以下取代苯基：氯（3个异构体）、2,4-二氯、2,4,6-三氯、五氯、甲基（3个异构体）、二甲基（6个异构体）、2,4,6-三甲基、2-甲基-4-和-6-氯、3-甲基-4-氯、4-甲基-2-氯、2-甲基-4,6-二氯、4-甲基-2,6-二氯、2,4-二甲基-6-氯、3,5-二甲基-4-氯、4-异丙基、4-环己基、2-和4-硝基、2-甲基醇、2,4-二氯-6-甲基醇、2-氯-4,6-二甲基醇、4-氯-2,6-二甲基醇、4-甲基-2-甲基醇、4-甲基-2,6-二甲基醇、2,5-二甲基-4-甲基醇、3,4-二甲基-6-甲基醇、3-甲氧基、2-甲氧基-4-, -5-和-6-甲基；还有2-(21-甲基醇苯氧基甲基)-5-乙氧基-4-吡喃和2-(41-氯苯硫醚基甲基)-5-甲氧基-4-吡喃。另外还有一些其他化合物的例子。
• Direct Imidazolylmethylation of Phenols
  作者：Jia-Ming Yan、Zhu-Jun Zhang、De-Qi Yuan、Ru-Gang Xie、Hua-Ming Zhao

  DOI：10.1080/00397919408012624

  日期：1994.1

  Abstract Direct imidazolylmethylation of phenols was realized by Mannich reaction of phenols with paraformaldehyde and imidazole.

  摘要 通过苯酚与多聚甲醛和咪唑的曼尼希反应实现苯酚的直接咪唑基甲基化。
• Polynuclear polyhydric phenols and process for preparation thereof
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0117759A1

  公开（公告）日：1984-09-05

  A polynuclear polyhydric phenol of the general formula (I); wherein R1 and R2 each represent a hydrogen atom or a C1-C4 alkyl group, R3 represents a hydrogen atom, an alkyl group, an aryl group or a halogen atom, and n is an integer of from 0 to 10, can be used to provide a polyepoxy compound which is a polyglycidyl ether of the polynuclear polyhydric ether. When the polyepoxy compound is combined with a curing agent, a curable epoxy resin composition results which can be used to provide molded cured articles having excellent heat resistance characteristics.

  通式(I)的多核多氢酚； 其中 R1 和 R2 分别代表氢原子或 C1-C4 烷基，R3 代表氢原子、烷基、芳基或卤素原子，n 为 0 至 10 的整数。当该聚环氧化合物与固化剂结合时，可产生一种可固化的环氧树脂组合物，该组合物可用于提供具有优异耐热性能的模塑固化制品。
• Finn et al., Journal of Applied Chemistry, 1954, vol. 4, p. 497,502
  作者：Finn et al.

  DOI：——

  日期：——
• Zigeuner; Elbel, Monatshefte fur Chemie, 1957, vol. 88, p. 622,628
  作者：Zigeuner、Elbel

  DOI：——

  日期：——