4-(4-chlorophenyl)-3,3-dimethylbutan-2-one | 80703-89-5

• 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: 4-(4-chlorophenyl)-3,3-dimethylbutan-2-one
• CAS: 80703-89-5
• 化学式: C₁₂H₁₅ClO
• 分子量: 210.704
• InChiKey: KQYDWKBGHOJTRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  4-(4-chlorophenyl)-3,3-dimethylbutan-2-one 在 乙酸铵 、 3 A molecular sieve 、 sodium hydride 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 35.5h， 生成 5-amino-1-(4-chlorophenyl)-2,2-dimethyl-3-hexanone
  参考文献：
  名称：

  Lindberg; Bengtsson; Johansson, European Journal of Medicinal Chemistry, 1981, vol. 16, # 6, p. 495 - 501

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯氯苄 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 4-(4-chlorophenyl)-3,3-dimethylbutan-2-one
  参考文献：
  名称：

  镍 (0) - 催化末端丙二烯的氢氰化：支链烯丙腈的区域选择性和对映选择性方法

  摘要：

  本文报道了高度支化的区域选择性镍 (0) 催化的单取代和 1,1-二取代丙二烯的氢氰化以及 1,1-二取代丙二烯的不对称氢氰化，从而获得支化的叔和季 β,γ-烯丙基腈类。对于末端丙二烯的区域选择性氢氰化，镍 (0)/Biphephos 催化体系适用于包含酯、THP 基团、伯脂肪族碘化物和游离羧酸等官能团的底物范围，提供高达 96% 的产率。通过将基于 Ni(0)/TADDOL 的双亚磷酸酯催化剂应用于 1,1-二取代丙二烯的催化体系，支链季烯丙基腈的收率高达 99%，对映选择性高达 86%。这两种协议都利用了可管理的 HCN 源并证明了良好的原子经济性。此外，

  DOI：

  10.1002/adsc.202201189

文献信息

• Preparation of methyl ketones
  申请人：Bayer Aktiengesellschaft

  公开号：US04686291A1

  公开（公告）日：1987-08-11

  A process for the preparation of a methyl ketone of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl, alkinyl, optionally substituted aryl or optionally substituted heteroaryl, R.sup.2 is alkyl, R.sup.3 is alkyl or R.sup.2 and R.sup.3, together with the carbon atom to which they are bonded, from a cycloalkyl ring, comprising reacting a methyl sec.-alkyl ketone of the formula ##STR2## with a halide of the formula R.sup.1 --CH.sub.2 --X in which X is halogen, in the presence of a base, a diluent, and a phase-transfer catalyst.

  一种制备式为##STR1##的甲基酮的方法，其中R.sup.1是烷基，烯基，炔基，可选取代芳基或可选取代杂环芳基，R.sup.2是烷基，R.sup.3是烷基或R.sup.2和R.sup.3，与它们结合的碳原子形成一个环状烷基，包括在碱，稀释剂和相转移催化剂的存在下，将式为##STR2##的甲基次烷基酮与式为R.sup.1 --CH.sub.2 --X的卤代物反应，其中X是卤素。
• Preparation of 2,2-dimethyl-3-aryl-cyclopropanecarboxylic acid and
  申请人：Bayer Aktiengesellschaft

  公开号：US04663465A1

  公开（公告）日：1987-05-05

  2,2-Dimethyl-3-arylcyclopropanecarboxylic acids and esters, suitable as insecticide intermediates, of the formula ##STR1## in which Ar is naphthyl or substituted furyl, thienyl or phenyl, and R.sup.1 is hydrogen or alkyl, are produced by subjecting ##STR2## to radical polymerization to produce ##STR3## reacting that with chlorine or bromine to produce ##STR4## and reacting that with an alkali metal or alkaline earth metal hydroxide or carbonate. Various intermediates II and III are new.

  2,2-二甲基-3-芳基环丙烷羧酸和酯，适用作杀虫剂中间体，其化学式为##STR1##其中Ar为萘基或取代的呋喃基、噻吩基或苯基，R.sup.1为氢或烷基，通过将##STR2##经受自由基聚合制备##STR3##，将其与氯或溴反应制备##STR4##，再将其与碱金属或碱土金属的氢氧化物或碳酸盐反应而制备。各种中间体II和III是新的。
• Intermediates in the preparation of
  申请人：Bayer Aktiengesellschaft

  公开号：US04681952A1

  公开（公告）日：1987-07-21

  A process for the preparation of 2,2-dimethyl-3-arylcyclopropanecarboxylic acid or ester of the formula ##STR1## in which Ar is naphthyl or the radical ##STR2## R.sup.1 is H or C.sub.1 -C.sub.4 -alkyl, Z is oxygen, sulphur, or 1,2-ethenediyl, and R.sup.2 represents hydrogen, halogen, cyano, nitro or trialkylsilyl or a radical, which is optionally substituted by halogen, from the series comprising alkyl, cycloalkyl, alkenyl, alkoxy, alkylenedioxy, alkylthio, alkylsulphinyl, alkylsulphonyl, dialkylamino, phenyl and phenoxy, comprising reacting a 1-aryl-1-halogeno-2,2-dimethyl-3-butanone of the formula ##STR3## in which X.sup.1 is chlorine or bromine, with a base in the presence of a diluent at a temperature between about -20.degree. and +150.degree. C., thereby to form a 2,2-dimethyl-3-arylcyclobutanone of the formula ##STR4## and reacting such 2,2-dimethyl-3-arylcyclobutanone with chlorine or bromine in the presence of an inert diluent at a temperature between about -30.degree. and +50.degree. C., reacting such 2,2-dimethyl-3-arylcyclobutanone with chlorine or bromine in the presence of an inert diluent at a temperature between about -30.degree. and +150.degree. C., thereby to form a 2,2-dimethyl-3-aryl-4-halogenocyclobutanone of the formula ##STR5## and reacting such 2,2-dimethyl-3-aryl-4-halogenocyclobutanone with an alkali metal alcoholate in the presence of an organic solvent or with an alkali metal or alkaline earth metal hydroxide or carbonate in the presence of water and an organic solvent, at a temperature between about -20.degree. and +100.degree. C. The various intermediates are new and the end product is a known intermediate for known insecticides.

  一种制备2,2-二甲基-3-芳基环丙烷羧酸或酯的方法，其化学式为Ar是萘基或基团，R.sup.1是H或C.sub.1 -C.sub.4-烷基，Z是氧、硫或1,2-乙烯二基，R.sup.2代表氢、卤素、氰基、硝基或三烷基硅基或一个基团，该基团可以选择由卤素取代的系列，包括烷基、环烷基、烯基、烷氧基、烷二氧基、烷硫基、烷磺基、二烷基胺基、苯基和苯氧基，包括在稀释剂存在下在温度在约-20度和+150度C之间与碱反应，从而形成2,2-二甲基-3-芳基环丁酮的方法，其中X.sup.1是氯或溴，与碱在稀释剂存在下在温度在约-30度和+50度C之间反应，从而形成2,2-二甲基-3-芳基环丁酮的方法，并在温度在约-30度和+150度C之间与碱金属醇盐在有机溶剂存在下或与水和有机溶剂中的碱金属或碱土金属氢氧化物或碳酸盐反应，从而形成2,2-二甲基-3-芳基-4-卤代环丁酮的方法。各种中间体是新的，最终产物是已知杀虫剂的已知中间体。
• Novel substituted azolylvinyl ketones and carbinols as fungicides and
  申请人：Bayer Aktiengesellschaft

  公开号：US04728356A1

  公开（公告）日：1988-03-01

  A substituted azolylvinyl ketone or carbinol of the formula ##STR1## in which R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms, substituted cyclohexyl or the grouping ##STR2## wherein R.sup.3 represents optionally substituted phenyl, alkenyl, alkinyl, cyano or the grouping --Z--R.sup.4, wherein R.sup.4 represents alkyl, halogenoalkyl, optionally substituted phenyl or optionally substituted phenylalkyl and Z represents O, S, SO or SO.sub.2, n represents a number from 0 to 2, R.sup.2 represents alkyl, alkenyl, alkinyl, in each case optionally substituted phenyl or phenylalkyl, or in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, bicycloalkyl or bicycloalkenyl, but R.sup.2 does not represent optionally substituted phenyl at the same time as R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms or substituted cyclohexyl or R.sup.3 represents optionally substituted phenyl, X represents the CO or CH(OH) group and Y represents a nitrogen atom or the CH group, or an addition product thereof with an acid or metal salt. The products are active in combating fungi and in regulating the growth of plants.

  公式为##STR1##的取代的氮杂环烯基酮或羟基甲醇，其中R.sup.1代表可选取代的含3至5个碳原子的环烷基，取代的环己基或基团##STR2##其中R.sup.3代表可选取代的苯基，烯基，炔基，氰基或基团--Z--R.sup.4，其中R.sup.4代表烷基，卤代烷基，可选取代的苯基或可选取代的苯基烷基，Z代表O，S，SO或SO.sub.2，n代表0至2的数字，R.sup.2代表烷基，烯基，炔基，每种情况下可选取代的苯基或苯基烷基，或每种情况下可选取代的环烷基，环烷基烷基，环烯基，环烯基烷基，双环烷基或双环烯基，但R.sup.2不同时代表可选取代的苯基，R.sup.1代表可选取代的含3至5个碳原子的环烷基或取代的环己基，或R.sup.3代表可选取代的苯基，X代表CO或CH（OH）基团，Y代表氮原子或CH基团，或其与酸或金属盐的加合物。该产品在抗真菌和调节植物生长方面具有活性。
• Substituted azolylvinyl ketones and carbinols as fungicides and plant
  申请人：Bayer Aktiengesellschaft

  公开号：US04940798A1

  公开（公告）日：1990-07-10

  A substituted azolylvinyl ketone or carbinol of the formula ##STR1## in which R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms, substituted cyclohexyl or the grouping ##STR2## wherein R.sup.3 represents optionally substituted phenyl, alkenyl, alkinyl, cyano or the grouping --Z--R.sup.4, wherein R.sup.4 represents alkyl, halogenoalkyl, optionally substituted phenyl or optionally substituted phenylalkyl and Z represents O, S, SO or SO.sub.2, n represents a number from 0 to 2, R.sup.2 represents alkyl, alkenyl, alkinyl, in each case optionally substituted phenyl or phenylalkyl, or in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, bicycloalkyl or bicycloalkenyl, but R.sup.2 does not represent optionally substituted phenyl at the same time as R.sup.1 represents optionally substituted cycloalkyl with 3 to 5 carbon atoms or substituted cyclohexyl or R.sup.3 represents optionally substituted phenyl, X represents the CO or CH(OH) group and Y represents a nitrogen atom or the CH group, or an addition product thereof with an acid or metal salt. The products are active in combating fungi and in regulating the growth of plants.

  公式为##STR1##的取代的氮杂环烯酮或羟基化物，其中R1代表可选取代的环戊基或环己基，或者代表##STR2##，其中R3代表可选取代的苯基、烯基、炔基、氰基或--Z--R4基团，其中R4代表烷基、卤代烷基、可选取代的苯基或可选取代的苯基烷基，Z代表O、S、SO或SO2，n为0至2的数字，R2代表烷基、烯基、炔基，每种情况下均可选取代的苯基或苯基烷基，或每种情况下可选取代的环戊基、环戊基烷基、环戊烯基、环戊烯基烷基、双环戊基或双环戊烯基，但R2不同时代表可选取代的苯基，而R1代表可选取代的环戊基或环己基，或R3代表可选取代的苯基。X代表CO或CH(OH)基团，Y代表氮原子或CH基团，或其与酸或金属盐的加成物。这些产品在防治真菌和调节植物生长方面具有活性。