2,6-二叔丁基-4-溴甲基苯酚 | 2091-51-2

• 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: 2,6-二叔丁基-4-溴甲基苯酚
• 英文名称: 4-(bromomethyl)-2,6-di-tert-butylphenol
• 英文别名: 3,5-di(tert-butyl)-4-hydroxybenzyl bromide；4-Hydroxy-3,5-di-tert.-butyl-benzyl-bromid；4-Brommethyl-2,6-di-tert-butyl-phenol；2,6-Di-tert.-butyl-4-brommethyl-phenol；4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)phenol；Phenol, 4-(bromomethyl)-2,6-bis(1,1-dimethylethyl)-；4-(bromomethyl)-2,6-ditert-butylphenol
• CAS: 2091-51-2
• 化学式: C₁₅H₂₃BrO
• 分子量: 299.251
• InChiKey: YEOQCOZNFXPHHY-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55 °C(Solv: ligroine (8032-32-4))
• 沸点：
  308.8±37.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2908199090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P234,P264,P280,P390,P303+P361+P353,P301+P330+P331,P363,P304+P340+P310,P305+P351+P338+P310,P406,P405
• 危险品运输编号：
  3261
• 危险性描述：
  H314,H290
• 储存条件：
  2-8°C，惰性气体

反应信息

• 作为反应物：
  描述：

  2,6-二叔丁基-4-溴甲基苯酚 在 抗氧剂 702 、 三乙胺 作用下， 以 正戊烷 为溶剂， 生成 2,6-二叔丁基-4-(3,5-二叔丁基-4-羟基苯亚甲基)-2,5-环己二烯-1-酮
  参考文献：
  名称：

  Reinvestigation of the reaction of 2,6-di-tert-butylbenzoquinone methide and 2,6-di-tert-butylphenol

  摘要：

  The reaction of quinone methide 1 and phenol 2 in equimolar amounts was investigated in pentane at 30-degrees-C. Products were isolated by means of column chromatography on SiO2. There was a marked difference in product distribution between the reactions in the presence and absence of added Et3N. Dienones 3 and 10 were obtained only from the former reaction, while formation of 1,2-bis(4-hydroxyphenyl)ethane 18 and 4,4'-dihydroxybiphenyl 20 was overwhelming in the latter reaction. Other products from both reactions were relatively small quantities of 4,4'-stilbenequinone 17, 4,4'-diphenoquinone 21, and bis(4-hydroxyphenyl)methane 24, but dienone 4 was not obtained. Compounds 20 and 24 obtained from the latter reaction were formed by isomerization of dienones 19 and 23, respectively, during the chromatography. The reaction is initiated by dimerization of 1 to generate biradical 11. Subsequent processes involving hydrogenation-dehydrogenation, coupling-dissociation, and dienone-phenol rearrangement account for the formation or the lack of formation of the products. The difference in product distribution is ascribed to capability of Et3N to catalyze the isomerization. Quinone methide 1 also adds to 2 to give 23. The decay of 1 in the presence of both 2 and phenol 6 gave dienone 8 additionally. The formation of 24 and 4 was facilitated by conducting the reaction of 1 and 2 in DMSO. Dehydrogenation of 10 and 3 with PbO2 afforded spirodienones 27 and 28, respectively. Compounds 27 and 28 were unstable, and their decay in solution was investigated in the presence or absence of added 2. The results show that the decay is initiated by homolytic scission of the C-C bond connecting the dienone rings in the cyclopentane (in 27) and cyclohexane (in 28) rings. Compound 28 is novel in that it bears two kinds of such C-C bonds. Reversibility of the dimerization of 1 is suggested.

  DOI：

  10.1021/jo00027a053
• 作为产物：
  描述：

  2,6-二叔丁基-4-甲基苯酚 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 生成 2,6-二叔丁基-4-溴甲基苯酚
  参考文献：
  名称：

  Synthesis and Crystal Structure Analysis of Substituted Diethyl Malonate

  摘要：

  作为光稳定剂马来酸酯的中间体，合成了二乙基3,5-二叔丁基-4-羟基苄基苯基马来酸酯（分子量454.58），并通过1H NMR、元素分析及X射线晶体结构分析进行了表征。该化合物在单斜晶系中结晶，空间群为P21/c，晶胞参数为a = 9.8218(4) Å，b = 13.5571(5) Å，c = 19.7233(8) Å；β = 102.3530(10)°，Z = 4。其结构显示出O–H–O型的分子间氢键，导致形成一维链。通过自由基和亲核取代反应，以3,5-二叔丁基-4-羟基甲苯和二乙基2-苯基马来酸酯为原料合成了取代二乙基马来酸酯，并确定了产物的晶体结构。

  DOI：

  10.1007/s10870-011-0226-0

文献信息

• [EN] BENZYLFORMAMIDINE COMPOUNDS AND PLASTIC PRODUCTS CONTAINING THE BENZYLFORMAMIDINE COMPOUNDS AS ULTRAVIOLET LIGHT ABSORBERS<br/>[FR] COMPOSES DE BENZYLFORMAMIDINE ET PRODUITS DE PLASTIQUE CONTENANT CES COMPOSES DE BENZYLFORMAMIDINE COMME AGENTS D'ABSORPTION DES ULTRAVIOLETS
  申请人：ZIKO LTD

  公开号：WO2005115973A1

  公开（公告）日：2005-12-08

  Disclosed herein is a benzylformamidine compound having high ultraviolet light absorption and superior thermal stability that can be suitably used as an ultraviolet light absorber for plastic products which undergo high-temperature treatment or require superior thermal stability. Further disclosed is a plastic product containing the benzylformamidine compound as an ultraviolet light absorber.

  本文揭示了一种苄基甲酰胺化合物，具有高紫外光吸收和优越的热稳定性，可作为经受高温处理或需要优越热稳定性的塑料制品的紫外光吸收剂。进一步揭示了一种含有苄基甲酰胺化合物作为紫外光吸收剂的塑料制品。
• Diol-functionalized antioxidant and process for preparation thereof
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：US20040192969A1

  公开（公告）日：2004-09-30

  Diol-functionalized antioxidants and the process for the preparation thereof are disclosed and have the general formula (I): 1 wherein: R 1 is tert-butyl and R 2 is C 1 to C 8 linear or branched alkyl. The invention also pertains to a process for their preparation. Which comprises: Reacting a halo functionalized antioxidant having the general formula (II): 2 wherein: R 1 is tert-butyl and X is bromide (Br) with a diol having general formula (IV): 3 wherein R 2 is C 1 to C 8 linear or branched alkyl.

  二醇功能化抗氧化剂及其制备方法被披露，并具有通式 (I)： 1 其中： R 1 是叔丁基，R 2 是C 1 至C 8 的直链或支链烷基。 本发明还涉及它们的制备过程。 其包括： 将具有通式 (II) 的卤素功能化抗氧化剂： 2 其中： R 1 是叔丁基，X 是溴化物 (Br) 与具有通式 (IV) 的二醇反应： 3 其中 R 2 是C 1 至C 8 的直链或支链烷基。
• MULTIFUNCTIONAL SYNERGISTIC MACROMOLECULAR ANTI-OXIDATION STABILIZER AND PREPARATION METHOD AND USE THEREOF
  申请人：SHAOXING RUIKANG BIOTECHNOLOGES CO., INC

  公开号：US20170334821A1

  公开（公告）日：2017-11-23

  Disclosed is an anti-oxidation stabilizer, which has the following structure (A), wherein R1 is a connection chain, and the connection chain is a fatty chain, an aromatic structural chain or a fatty and aromatic structurally combined chain; R2 is (B), and X is O, S, N or NH or —CONR—, Z is O, S, N or NH, and X is different from Z; R is a fatty chain, an aromatic group, a sterically hindered amine or sterically hindered phenol, R3 is a fatty chain, an aromatic group, a sterically hindered amine or sterically hindered phenol, and R is identical to R3, or R is different from R3; n is a positive integer including 1, n1 is a positive integer including 1, and n is identical to n1, or n is different from n1.

  披露了一种抗氧稳定剂，其具有如下结构（A），其中R1是连接链，而连接链是脂肪链、芳香结构链或脂肪和芳香结构组合链；R2是（B），X是O、S、N或NH或—CONR—，Z是O、S、N或NH，且X与Z不同；R是脂肪链、芳香基团、空间位阻胺或空间位阻酚，R3是脂肪链、芳香基团、空间位阻胺或空间位阻酚，且R与R3相同，或R与R3不同；n是包括1的正整数，n1是包括1的正整数，且n与n1相同，或n与n1不同。
• 一种具有抗氧化功能的碳化二亚胺类化合物及其制备方法
  申请人：上海朗亿功能材料有限公司

  公开号：CN108164439A

  公开（公告）日：2018-06-15

  本发明将受阻酚类抗氧剂结构和碳化二亚胺结构相连，通过取代、耦合反应合成一种分子量、熔点较单碳化二亚胺高的碳化二亚胺类化合物(Ⅰ)，克服单碳化二亚胺高温下易于从聚酯、聚氨酯类等化合物中向外迁移的缺点，提高聚酯材料的抗水解能力，同时具有抗氧化能力，加强聚酯材料的抗老化能力，延长使用寿命。 (Ⅰ)。
• Quinoline derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05254565A1

  公开（公告）日：1993-10-19

  Quinoline derivatives of the formula: ##STR1## , wherein R is hydrogen, alkyl or aralkyl; m and n are 0 or 1, and each of rings A, B and C can have substituents, which are useful as inhibitors for acyl-CoA:Cholesterolacyltransferase.

  喹啉衍生物的公式为：##STR1##，其中R是氢、烷基或芳烷基；m和n是0或1，且环A、B和C的每一个都可以有取代基，这些取代基作为酰基辅酶A：胆固醇酰基转移酶抑制剂是有用的。