4-叔-丁基苯-1,3-二醇 | 2206-50-0

• 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: 4-叔-丁基苯-1,3-二醇
• 英文名称: 4-tert-butylbenzene-1,3-diol
• 英文别名: 4-tert-butylresorcinol；4-tert-Butyl-resorcin
• CAS: 2206-50-0
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: YBKODUYVZRLSOK-UHFFFAOYSA-N

物化性质

• 熔点：
  112-114 °C
• 沸点：
  134-138 °C(Press: 1.5 Torr)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2907299090
• 储存条件：
  存放温度应控制在2-8℃，需保持干燥并密封保存。

反应信息

• 作为反应物：
  描述：

  4-叔-丁基苯-1,3-二醇 在 dipotassium hydrogenphosphate 、 potassium nitrososulfonate 、 硫酸 、 苄胺 作用下， 以 乙醇 、 水 为溶剂， 反应 3.03h， 生成 N-苄烯丁胺
  参考文献：
  名称：

  Model Studies of Topaquinone-Dependent Amine Oxidases. 1. Oxidation of Benzylamine by Topaquinone Analogs

  摘要：

  The aerobic oxidation of benzylamine by model compounds of topaquinone, the active site organic cofactor in copper-containing amine oxidases, was studied in order to elucidate the chemical function of the cofactor in substrate oxidation. In this study, topaquinone hydantoin (1(ox)) and a series of 2-hydroxy-5-alkyl-1,4-benzoquinones which differ in the bulk of their alkyl substituent (5, 6, 7, and 8) were employed as model compounds of the cofactor. The p-quinones (9, 10, 11, and 12) and the o-quinones (13 and 14) were prepared in order to compare them to the topaquinone analogs. Benzylamine was oxidized by the topaquinone analogs (1(ox), 5, 6, 7, and 8) to yield N-benzylidenebenzylamine (PhCH=NCH(2)Ph) as a sole product in acetonitrile at room temperature, The quinones bearing a bulky substituent (1(ox), 5, and 6) were found to be more efficient catalysts than those bearing a small primary alkyl group (7 and 8). In the latter case, the dimers (16 and 17) of the substrate Schiff base intermediates (15, R = methyl, ethyl) were isolated. The p-quinones (9, 10, 11, and 12) were catalytically inactive, The o-quinones (13 and 14) had detectable catalytic activity at room temperature, In anaerobic reactions of the o-quinones (13 and 14) with benzylamine, quantitative formation of the product (PhCH=NCH(2)Ph) was observed. For both o-quinones, products and intermediates which support a transamination mechanism were identified by H-1 NMR spectroscopy. The order of reactivity of quinones (5 > 14 > 13) reflects their redox potentials, such that regeneration of quinone may be rate-determining with o-quinones. These results demonstrate a substantial role of the 2-hydroxyl group of the topaquinone in preventing the formation of Michael adducts with substrate amine and in facilitating the reoxidation of aminoresorcinol intermediates.

  DOI：

  10.1021/ja00139a002
• 作为产物：
  描述：

  4-tert-butyl-5-hydroxycyclohexa-3,5-diene-1,2-dione 在 肼 作用下， 以 氘代乙腈 为溶剂， 反应 168.0h， 以100%的产率得到4-叔-丁基苯-1,3-二醇
  参考文献：
  名称：

  Temporary Inactivation of Plasma Amine Oxidase by Alkylhydrazines. A Combined Enzyme/Model Study Implicates Cofactor Reduction/Reoxidation but Cofactor Deoxygenation and Subsequent Reoxygenation in the Case of Hydrazine Itself

  摘要：

  It has been known for some time that hydrazine and its methyl and 1,1-dimethyl analogues induce inactivation of the copper-containing quinone-dependent plasma amine oxidase but that the activity recovers over time, suggesting metabolism of all three inhibitors. However, the mechanism responsible for loss and regain of activity has not been investigated. In this study a combination of enzyme studies under a controlled atmosphere along with model studies using 5-tert-butyl-2-hydroxy-1,4-benzoquinone to mimic the 2,4,5-trihydroxyphenylalanine quinone (TPQ) cofactor of the enzyme suggest that regain of enzyme activity represents two different Os-dependent processes. In the case of methylhydrazine and 1,1-dimethylhydrazine, we propose that the inactive methyl hydrazone/azo form of the enzyme slowly rehydrates and eliminates MeN=NH to give the triol cofactor form, which instantly reoxidizes to the catalytically active quinone form in the presence of O-2 Metabolism of methylhydrazine represents its conversion to CH4 and N-2, and of 1,1-dimethylhydrazine to CH2=O, CH4, and N-2. In the case of hydrazine itself, however, we propose that the inactive hydrazone/azo form of the enzyme instead undergoes a slow decomposition, probably facilitated by the active-site copper, to give Nz and a novel 5-desoxy resorcinol form of the cofactor. The latter undergoes a rapid, but noninstantaneous reoxygenation at C5 to restore the active cofactor form, also probably mediated by the active-site copper.

  DOI：

  10.1021/jo001115o

文献信息

• Zirconium(IV) Chloride as a New, Highly Efficient, and Reusable Catalyst for Acetylation of Phenols, Thiols, Amines, and Alcohols under Solvent-Free Conditions
  作者：Asit K. Chakraborti、Rajesh Gulhane

  DOI：10.1055/s-2004-815442

  日期：——

  chloride has been found to be a new. highly efficient, and reusable catalyst for acetylation of structurally diverse phenols, thiols, amines and alcohols under solvent-free condtions. Acetylation of sterically hindered and electron deficient phenols is achieved in excellent yields with stoichiometric amounts of Ac 2 O at room temperature. Acid-sensitive alcohols undergo acetylation with excellent chemoselectivity

  已发现氯化锆 (IV) 是一种新的。一种高效、可重复使用的催化剂，用于在无溶剂条件下对结构不同的酚、硫醇、胺和醇进行乙酰化。在室温下使用化学计量量的 Ac 2 O 以极好的收率实现空间位阻和缺电子酚的乙酰化。酸敏感醇以优异的化学选择性进行乙酰化，而不会发生脱水或重排等竞争性副反应。催化剂的温和路易斯酸性质使乙酰化能够与光学活性底物一起进行，而不会对光学纯度产生任何不利影响。
• PYRIDONE COMPOUNDS AND AGRICULTURAL AND HORTICULTURAL FUNGICIDES CONTAINING THE SAME AS ACTIVE INGREDIENTS
  申请人：MITSUI CHEMICALS AGRO, INC.

  公开号：US20200172486A1

  公开（公告）日：2020-06-04

  Provided are a pyridone compound represented by Formula (1): wherein R1 represents a C1-C6 alkyl group which may be substituted, etc., R2 represents a halogen atom, a cyano group, etc., R3 and R4 are independent to each other, and each represents a hydrogen atom, a C1-C6 alkyl group which may be substituted, etc., or in combination with the nitrogen atom to which they are bonded form a pyrrolidinyl group, a piperidinyl group, etc., which may be substituted, Y represents a phenyl group which may be substituted, etc., X represents an oxygen atom or a sulfur atom, and an agricultural and horticultural fungicide containing the same as an active ingredient.

  提供的是由化学式（1）表示的吡啶酮化合物： 其中 R1代表一个可能被取代的C1-C6烷基，等等， R2代表一个卤素原子，一个氰基，等等， R3和R4彼此独立，每个代表一个氢原子，一个可能被取代的C1-C6烷基，等等，或者与它们结合的氮原子形成一个可能被取代的吡咯啉基团，一个哌啶基团，等等， Y代表一个可能被取代的苯基，等等， X代表一个氧原子或硫原子， 以及含有该化合物作为活性成分的农业和园艺用杀菌剂。
• Development of pH-Responsive Fluorescent False Neurotransmitters
  作者：Minhee Lee、Niko G. Gubernator、David Sulzer、Dalibor Sames

  DOI：10.1021/ja101740k

  日期：2010.7.7

  We introduce pH-responsive fluorescent false neurotransmitters (pH-responsive FFNs) as novel probes that act as vesicular monoamine transporter (VMAT) substrates and ratiometric fluorescent pH sensors. The development of these agents was achieved by systematic molecular design that integrated several structural elements, including the aminoethyl group (VMAT recognition), halogenated hydroxy-coumarin

  我们引入了 pH 响应荧光假神经递质（pH 响应 FFN）作为新型探针，作为囊泡单胺转运蛋白 (VMAT) 底物和比率荧光 pH 传感器。这些药物的开发是通过系统分子设计实现的，该设计集成了几个结构元素，包括氨乙基（VMAT 识别）、卤化羟基香豆素核（在所需 pH 范围内的比例光学 pH 传感）和 N-或 C-烷基化(调节亲脂性)。在合成的 14 种化合物中，基于 VMAT2 转染的 HEK 细胞的最高吸收和所需的光学特性选择了探针 Mini202。使用 Mini202，我们通过双光子荧光显微镜测量了 PC-12 细胞中儿茶酚胺分泌囊泡的 pH 值（pH 值约为 5.9）。与甲基苯丙胺孵育导致囊泡 pH 值升高（pH 值约为 6.4），这与该精神兴奋剂的拟议作用机制一致，并最终导致囊泡内容物（包括 Mini202）从囊泡到细胞质的重新分布。Mini202 足够明亮、光稳定，适用于双光子显微
• Chemoselective Organocatalytic Aerobic Oxidation of Primary Amines to Secondary Imines
  作者：Alison E. Wendlandt、Shannon S. Stahl

  DOI：10.1021/ol301095j

  日期：2012.6.1

  Biomimetic aerobic oxidation of primary benzylic amines has been achieved by using a quinone catalyst. Excellent selectivity is observed for primary, unbranched benzylic amines relative to secondary/tertiary amines, branched benzylic amines, and aliphatic amines. The exquisite selectivity for benzylic amines enables oxidative self-sorting within dynamic mixtures of amines and imines to afford high

  通过使用醌催化剂已经实现了伯苄胺的仿生好氧氧化。相对于仲/叔胺，支链苄基胺和脂族胺，伯，直链苄基胺具有极好的选择性。对苄基胺的精妙选择性使胺和亚胺的动态混合物中的氧化自分选能够提供高收率的交叉偶联的亚胺产品。
• MODIFIER FOR AROMATIC POLYESTER AND AROMATIC POLYESTER RESIN COMPOSITION COMPRISING THE SAME
  申请人：TABATA Masayoshi

  公开号：US20110224343A1

  公开（公告）日：2011-09-15

  The present invention provides a modifier for aromatic polyesters which enhances the melt fluidity of aromatic polyesters without a significant decrease in the heat resistance of the aromatic polyesters, and an aromatic polyester resin composition including the modifier for aromatic polyesters. The present invention relates to a modifier for aromatic polyesters comprising polyhydric phenol residues and residues of aromatic polycarboxylic acid, acid halide or acid anhydride thereof, and the modifier comprises a material having a structure composed of a first residue selected from the group consisting of divalent residues represented by Formula (I): —Ar—W 1 x —Ar— and by Formula (II): —Ar—, the first residues being bonded to two identical or different second residues selected from the group consisting of monovalent residues represented by Formula (III): and monovalent residues represented by Formula (IV): —O—C(O)—R 7 —.

  本发明提供了一种用于芳香族聚酯的改性剂，可以增强芳香族聚酯的熔融流动性，而不明显降低芳香族聚酯的耐热性，以及包括该改性剂的芳香族聚酯树脂组合物。本发明涉及一种用于芳香族聚酯的改性剂，包括多羟基酚残基和芳香族多羧酸、酸卤或其酸酐残基，该改性剂包括具有以下结构的材料：第一残基，选择自由式(I)所代表的二价残基：—Ar—W1x—Ar—和自由式(II)所代表的：—Ar—，第一残基与选择自由式(III)所代表的单价残基：和自由式(IV)所代表的单价残基：—O—C(O)—R7—的两个相同或不同的第二残基结合。