2-氯环己酮肟环己烷羧酸盐

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-氯环己酮肟环己烷羧酸盐
• 英文名称: 2-chlorocyclohexanone oxime
• 英文别名: 2-Chlor-cyclohexanon-oxim；1-Oximino-2-chlorocyclohexane；N-(2-chlorocyclohexylidene)hydroxylamine
• 化学式: C₆H₁₀ClNO
• 分子量: 147.605
• InChiKey: ODCQZCNSWWLGCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯环己酮肟环己烷羧酸盐 在 盐酸 、 氯 作用下， 生成 1,2-dichloro-1-nitroso-cyclohexane
  参考文献：
  名称：

  Childs et al., Journal of the Chemical Society, 1948, p. 2320

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯环己酮 在 盐酸羟胺 、 sodium acetate 作用下， 以 水 为溶剂， 反应 12.0h， 以92%的产率得到2-氯环己酮肟环己烷羧酸盐
  参考文献：
  名称：

  Catalytic Asymmetric Addition of Thiols to Nitrosoalkenes Leading to Chiral Non-Racemic α-Sulfenyl Ketones

  摘要：

  The first asymmetric organocatalytic sulfenylation of in situ derived nitrosoalkenes leading to chiral nonracemic alpha-sulfenylated ketones is described. The transformation proceeds in an umpolung fashion, relative to enolate/azaenolate methods, and uses simple thiols, thereby obviating the need for electrophilic sulfur reagents.

  DOI：

  10.1021/ol2012633

文献信息

• Oxidation of gem-chloronitroso- and vic-chloronitroso-alkanes and -cycloalkanes to respective chloronitro compounds by novel cetyltrimethylammonium hypochlorite reagent
  作者：ABDULKARIM H A MOHAMMED、GOPALPUR NAGENDRAPPA

  DOI：10.1007/s12039-011-0090-7

  日期：2011.7

  Cetyltrimethylammonium hypochlorite (CTAHC) is prepared and used as an oxidizing agent for nitroso group to nitro group. The gem-chloronitroso and vic-chloronitroso compounds are prepared respectively from ketoximes and olefins by reacting with NOCl generated in situ from chlorotrimethylsilane (TMSCl) and iso-amyl nitrite. CTAHC oxidizes gem-chloronitroso and vic-chloronitroso compounds to the corresponding

  制备了十六烷基三甲基次氯酸铵（CTAHC），并用作亚硝基至硝基的氧化剂。所述宝石-chloronitroso和VIC -chloronitroso化合物分别从酮肟和烯烃通过使与NOCl产生制备原位从甲基氯硅烷（加入TMSCl）和异戊亚硝酸盐。CTAHC直接氧化宝石-chloronitroso和VIC -chloronitroso化合物为相应的chloronitro衍生物。尽管宝石-氯硝基化合物的收率高，但由于vic的倾向，vic-氯硝基衍生物的收率适中。-氯亚硝基基团互变异构成α-氯肟。考虑到已知的制备方法很少且涉及很多的事实，本发明的方法是简单且实用的，特别是对于制备vic-氯硝基化合物。 宝石-Chloronitroso和VIC -chloronitroso化合物由NOCl的反应与肟和烯烃分别被氧化成获得宝石-chloronitro和VIC由十六烷基三甲基溴用次氯酸钠反应制备的十六烷基
• Solvent-catalyzed umpolung carbon sulfur bond-forming reactions by nucleophilic addition of thiolate and sulfinate ions to in situ–derived nitrosoalkenes in deep eutectic solvents
  作者：Giuseppe Dilauro、Luciana Cicco、Filippo Maria Perna、Paola Vitale、Vito Capriati

  DOI：10.1016/j.crci.2017.01.008

  日期：2017.6

  Résumé The low transition temperature mixture formed by lactic acid and choline chloride proved to be effective for an umpolung carbonsulfur bond formation at the α-position of α-chloro oximes. Aliphatic, aromatic, and heteroaromatic thiolate and sulfinate ions can be smoothly added to in situ–derived nitrosoalkenes affording the corresponding sulfenylated or sulfonylated adducts, respectively, in a very good yield (up to >98%). This methodology offers the advantage of working at room temperature and under air in biodegradable and cost-effective reaction mixtures, which can be used both as solvents and catalysts (20 mol %), thereby avoiding the use of anhydrous, hazardous volatile organic solvents and an inert atmosphere. Supplementary Materials: Supplementary material for this article is supplied as a separate file: mmc1.pdf &

  摘要 乳酸和胆碱氯化物形成的低转化温度混合物，在α-氯肟α位形成碳硫键反位有效。脂肪族、芳香族及杂芳香族硫醇盐和亚磺酸盐离子可以顺利地与原位衍生亚硝基烯烃加成，分别得到相应的亚硫酰化或磺酰化加合物，产率非常良好（高达>98%）。该方法具有在室温及空气中进行、使用可生物降解、成本效益反应混合物的优势，既可用作溶剂，也可作为催化剂（20mol%），从而避免了使用无水、危险的易挥发有机溶剂及无气气氛。 补充材料： 本文的补充材料单独提供了一个文件：mmc1.pdf &
• Reactions of 2-Chlorocycloalkanone Oximes. I. Their Preparations and Conversion to 2-Alkoxy-, 2-Acyloxy- and 2-Alkylthiocycloalkanone Oximes
  作者：Masaji Ohno、Norio Naruse、Seiichi Torimitsu、Masaru Okamoto

  DOI：10.1246/bcsj.39.1119

  日期：1966.6

  of nitrosyl chloride to cis, trans, trans-1, 5, 9-cyclododecatriene, cyclohexene and norbornene respectively in the presence of hydrochloric acid. Their displacement reactions with such nucleophilic reagents as sodium alkoxides, sodium ethanethiolate and sodium salts of carboxylicacids have been studied, and the syntheses of 2-alkoxy-, 2-ethylthio- and 2-acyloxy-cycloalkanone oximes have been successfully

  已详细研究了 2-氯环烷酮肟的制备。2-氯环辛酮肟是通过环辛烯与亚硝酰氯在高压汞灯的照射下反应制得的，收率很高。2-氯环十二碳二烯酮肟、2-氯环己酮肟和3-氯去甲樟脑肟是通过在盐酸存在下将亚硝酰氯分别加入顺式、反式、反式-1、5、9-环十二碳三烯、环己烯和降冰片烯而制备的，收率良好. 研究了它们与醇钠、乙硫醇钠和羧酸钠盐等亲核试剂的置换反应，并成功合成了2-烷氧基-、2-乙硫-和2-酰氧基-环烷酮肟。
• Preparation of α-Nitro Olefins from α-Halo Ketoximes
  作者：Tohru Sakakibara、Yutaka Ikeda、Rokuro Sudoh

  DOI：10.1246/bcsj.55.635

  日期：1982.2

  α-Nitro olefins were synthesized from α-haloketones through oximation and subsequent oxidation with trifluoroperacetic acid.

  α-硝基烯烃是由α-卤酮通过氧化作用合成的，随后用三氟醋酸进行氧化。
• Certain oxime compositions and their use in controlling fungi
  申请人：Stauffer Chemical Company

  公开号：US04007227A1

  公开（公告）日：1977-02-08

  Compositions having the formula ##STR1## in which hal is chlorine, bromine or iodine, R.sup.1 is (1) alkyl, (2) substituted alkyl, (3) alkenyl, (4) aryl, (5) nuclear substituted aryl in which the substituents are halogen, cyano, nitro, lower alkyl, or lower alkoxy, (6) styryl, (7) nuclear substituted styryl, in which the substituents are halogen, cyano, nitro, lower alkyl or lower alkoxy, (8) benzyl, (9) nuclear substituted benzyl in which said substituents are halogen, cyano, nitro, lower alkyl or lower alkoxy, (10) phenethyl, (11) nuclear substituted phenethyl in which the substituents are halogen, cyano, nitro, lower alkyl, or lower alkoxy, (12) cycloalkyl having 3 through 6 carbon atoms, (13) substituted cycloalkyl, and (14) furyl; R.sup.2 is H, Cl, or lower alkyl; and n is a whole number from 3 to 8, inclusive, and the use of these compositions as fungicides.

  具有以下式子##STR1##的化合物，其中hal是氯、溴或碘，R.sup.1是(1)烷基、(2)取代烷基、(3)烯基、(4)芳基、(5)核取代芳基，其中取代基是卤素、氰基、硝基、低烷基或低烷氧基，(6)苯乙烯基、(7)核取代苯乙烯基，其中取代基是卤素、氰基、硝基、低烷基或低烷氧基，(8)苄基、(9)核取代苄基，其中所述取代基是卤素、氰基、硝基、低烷基或低烷氧基，(10)苯乙基、(11)核取代苯乙基，其中取代基是卤素、氰基、硝基、低烷基或低烷氧基，(12)具有3到6个碳原子的环烷基，(13)取代环烷基和(14)呋喃基; R.sup.2是H、Cl或低烷基; n是从3到8的整数，包括这些化合物在内，用作杀真菌剂。