1-<(dodecanyloxy)methyl>-3-methylimidazolium chloride | 61413-61-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-<(dodecanyloxy)methyl>-3-methylimidazolium chloride
• 英文别名: 1-n-Dodecanoyloxymethyl-3-methylimidazolium chloride；1-[(dodecanyloxy)methyl]-3-methylimidazolium chloride；1-((n-Dodecanoyloxy)methyl)-3-methylimidazolinium chloride；(3-methylimidazol-3-ium-1-yl)methyl dodecanoate;chloride
• CAS: 61413-61-4
• 化学式: C₁₇H₃₁N₂O₂*Cl
• 分子量: 330.898
• InChiKey: JNKRDWASBNZYHD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  35.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氯甲基月桂酸酯 在 N-甲基咪唑 作用下， 以 calcium sulfate 为溶剂， 生成 1-<(dodecanyloxy)methyl>-3-methylimidazolium chloride
  参考文献：
  名称：

  Labile, non-heterocyclic quaternary ammonium salt/esters as transient

  摘要：

  提供以下公式（I）和（II）的不稳定的季铵盐： 其中，##STR2##表示三级脂肪胺；其中，##STR3##表示不饱和胺；其中，R表示从群组中选择的成员，该群组包括氢原子，C.sub.1-C.sub.8开链或环烷基，C.sub.1-C.sub.8烷氧基烷基，C.sub.1-C.sub.8酰氧基烷基，C.sub.1-C.sub.8卤代烷基，C.sub.1-C.sub.8羧基烷基，C.sub.2-C.sub.8烯基苯基，芳基和取代芳基，其取代基选择自卤原子，O-较低烷基（C.sub.1-C.sub.4）基，O-酰基，硝基，羧基和羧乙氧基；其中R.sub.1可以相同或不同，表示由上述R定义的任何成员，但R.sub.1不能是氢原子；其中X为--O--或--S--；Y表示从卤原子或任何其他有机或无机单价等效阴离子中选择的成员；并且还规定当R表示氢原子且R.sub.1表示甲基基团或苯基团时，##STR4##分别不能表示三甲胺和吡啶或喹啉。上述化合物的特点是极易溶解和耐氧化，去烷基化和质子化，在化学和/或酶解水解之前。在化学和/或酶解水解时，这些化合物将“断裂”，从而根据以下通用方案释放其活性成分：##STR5##换句话说，标题化合物水解（化学或酶解）会根据上述反应方案释放三级胺或不饱和胺衍生物，醛，羧酸和氢卤酸（HX）。

  公开号：

  US04160099A1

文献信息

• [EN] BIODEGRADABLE SOLVENTS FOR THE CHEMICAL INDUSTRY<br/>[FR] SOLVANTS BIODÉGRADABLES POUR L'INDUSTRIE CHIMIQUE
  申请人：UNIV DUBLIN CITY

  公开号：WO2009024607A1

  公开（公告）日：2009-02-26

  This invention relates to ionic liquid (ILs) solvents for chemical synthesis based on an alkyl - imidazolium cation core containing ionic liquids which have enhanced biodegradability and reduced toxicity relative to existing imidazolium bases ILs such as 1-butyl-3-methylimidazolium (bmmim) salts. Many of the described ILs produce a score of over 60% biodegradability over 28 days in a biodegradability test such as the Sturm Test, the Closed Bottle Test (OECD 301D) or the CO2 Headspace Test (ISO 14593). The ILs of the invention comprise an alkyl substituted imidazolium cationic core having a -C=OX- side chain in the 3-position of the imidazole ring, wherein X = O, NH, N or S and an associated counteranion characterized in that the -C=OX side chain comprises at least one ether linkage. The biodegradable and non-toxic IL may be used as green solvents for the chemical, pharmaceutical, biofuel and biomass industries. The ILs of the invention are particularly useful in hydrogenation, pericyclic and metathesis reactions.

  这项发明涉及一种基于含有烷基-咪唑啉阳离子核心的离子液体溶剂，用于化学合成，这些离子液体相对于现有如1-丁基-3-甲基咪唑啉（bmmim）盐类的咪唑啉基离子液体，具有增强的生物降解性和降低的毒性。所描述的许多离子液体在生物降解性测试中，例如Sturm测试、封闭瓶测试（OECD 301D）或CO2顶空测试（ISO 14593）中，28天内生物降解率超过60%。本发明的离子液体包括一个在咪唑啉环的3位上带有-C=OX-侧链的烷基取代咪唑啉阳离子核心，其中X=O，NH，N或S，以及一个相关的反离子，其特征在于-C=OX侧链至少包含一个醚键。这些生物降解且无毒的离子液体可作为化学、制药、生物燃料和生物质工业的绿色溶剂。特别是，本发明的离子液体在氢化、周环和复分解反应中非常有用。
• Soft quaternary surface active agents exhibiting antibacterial activity
  申请人：Interx Research Corporation

  公开号：US03989711A1

  公开（公告）日：1976-11-02

  Soft quaternary surface active agents having the formula: ##EQU1## wherein ##EQU2## represents a tertiary open chain or cyclic aliphatic amine; wherein ##EQU3## represents an aromatic amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.20 open chain or cyclo alkyl group, a C.sub.1 -C.sub.20 alkoxyalkyl group, a C.sub.1 -C.sub.20 acyloxyalkyl group, a C.sub.1 -C.sub.20 haloalkyl group, a C.sub.1 -C.sub.20 carboxyalkyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O--C.sub.1 -C.sub.4 alkyl group, an O--C.sub.1 -C.sub.8 acyl group a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 represents a C.sub.9 -C.sub.22 straight or branched alkyl group, a ##EQU4## group, wherein R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each selected from the group consisting of a hydrogen atom, a methyl group or an ethyl group, a C.sub.0 -C.sub.22 straight or branched ##SPC1## Group, wherein n in each occurrence and m represent an integer of from 0 to 22, an ##SPC2## Group, wherein A represents a C.sub.0 -C.sub.22 straight or branched alkyl group as above or a -(CH.sub.2 CH.sub.2 O).sub.p group, wherein the p represents an integer of from 0 to 22, and the residue of any naturally occurring bile acid or synthetic derivative thereof; and wherein X represents a halogen atom or any other organic or inorganic movement anion are disclosed. All compounds encompassed within the above-described generic formulae find use as "soft" antibacterial agents of extremely low toxicity.

  具有以下公式的软性四元表面活性剂：##EQU1## 其中##EQU2##表示三级开链或环状脂肪族胺；其中##EQU3##表示芳香胺；其中R表示从羟基原子，C.sub.1-C.sub.20开链或环状烷基，C.sub.1-C.sub.20烷氧基烷基，C.sub.1-C.sub.20乙酰氧基烷基，C.sub.1-C.sub.20卤代烷基，C.sub.1-C.sub.20羧基烷基，芳基和取代芳基中选择的成员，其取代基选择自卤原子，O-C.sub.1-C.sub.4烷基，O-C.sub.1-C.sub.8酰基，硝基，羧基和羧乙酰基；其中R.sub.1表示C.sub.9-C.sub.22直链或支链烷基，##EQU4##其中R.sub.3，R.sub.4，R.sub.5和R.sub.6各自选择自羟基原子，甲基基团或乙基基团，C.sub.0-C.sub.22直链或支链##SPC1##基团，其中每次n和m表示0到22的整数，##SPC2##基团，其中A表示如上所述的C.sub.0-C.sub.22直链或支链烷基或-(CH.sub.2 CH.sub.2 O).sub.p基团，其中p表示0到22的整数，并且任何天然胆汁酸或其合成衍生物的残基；其中X表示卤原子或任何其他有机或无机运动阴离子。上述通用式所包含的所有化合物均可用作极低毒性的“软性”抗菌剂。
• Labile quaternary ammonium salts as prodrugs
  申请人：INTERx Research Corporation

  公开号：US04727151A1

  公开（公告）日：1988-02-23

  Labile quaternary ammonium salts of the following formula (I) and (II) are provided: ##STR1## wherein N represents a tertiary aliphatic amine; wherein N represents an unsaturated amine; wherein R represents a member selected from the group consisting of a hydrogen atom, a C.sub.1 -C.sub.8 open chain or cyclo alkyl group, a C.sub.1 -C.sub.8 alkoxyalkyl group, a C.sub.1 -C.sub.8 acyloxyalkyl group, a C.sub.1 -C.sub.8 haloalkyl group, a C.sub.1 -C.sub.8 carboxyalkyl group, a C.sub.2 -C.sub.8 alkenylphenyl group, an aryl group, and a substituted aryl group, whose substituents are selected from the group consisting of a halogen atom, an O-lower alkyl (C.sub.1 -C.sub.4) group, an O-acyl group, a nitro group, a carboxyl group, and a carboethoxy group; wherein R.sub.1 which may be the same or different, represents any member defined by R above with the proviso that R.sub.1 cannot be a hydrogen atom; wherein X is --O-- or --S--; and wherein Y represents a member selected from the group consisting of a halogen atom or any other organic or inorganic monovalent equivalent anion; with the further proviso that N and N, respectively cannot represent trimethylamine and pyridine or quinoline when R represents a hydrogen atom and R.sub.1 represents a methyl group or a phenyl group. The compounds described above are characterized by their extreme solubility and resistance to oxidation, dealkylation, and protonation prior to chemical and/or enzymatic hydrolysis. Upon chemical and/or enzymatic hydrolysis, these compounds will "cleave," thus releasing their active constituent or constituents, according to the following general scheme(s): ##STR2## In other words, the title compounds hydrolyze (chemically or enzymatically) releasing a tertiary amine or unsaturated amine derivative, an aldehyde, a carboxylic acid and a hydrogen halide (HX) per the above reaction scheme.

  提供以下公式（I）和（II）的不稳定的季铵盐： ##STR1## 其中N代表三级脂肪胺；其中N代表不饱和胺；其中R代表从羟基，C.sub.1-C.sub.8开链或环烷基，C.sub.1-C.sub.8烷氧基烷基，C.sub.1-C.sub.8酰氧基烷基，C.sub.1-C.sub.8卤代烷基，C.sub.1-C.sub.8羧基烷基，C.sub.2-C.sub.8烯基苯基，芳基和取代芳基中选择的成员，其取代基选择自卤素原子，O-低烷基（C.sub.1-C.sub.4）基团，O-酰基基团，硝基，羧基和羧乙氧基；其中R.sub.1可以相同或不同，表示由上述R定义的任何成员，但有条件R.sub.1不能是氢原子；其中X为--O--或--S--；其中Y表示从卤素原子或任何其他有机或无机单价等效阴离子中选择的成员；另外有条件，当R表示氢原子且R.sub.1表示甲基基团或苯基时，N和N不能分别表示三甲胺和吡啶或喹啉。上述化合物的特点是极易溶解和抗氧化，去烷基化和质子化，在化学和/或酶解水解之前。在化学和/或酶解水解时，这些化合物将“裂解”，从而根据以下一般方案释放其活性成分或成分： ##STR2## 换句话说，标题化合物水解（化学或酶解）释放三级胺或不饱和胺衍生物，醛，羧酸和氢卤酸（HX）按上述反应方案。
• BIODEGRADABLE SOLVENTS FOR THE CHEMICAL INDUSTRY
  申请人：Gathergood Nick

  公开号：US20110201824A1

  公开（公告）日：2011-08-18

  This invention relates to ionic liquid (ILs) solvents for chemical synthesis based on an alkyl-imidazolium cation core containing ionic liquids which have enhanced biodegradability and reduced toxicity relative to existing imidazolium bases ILs such as 1-butyl-3-methylimidazolium (bmmim) salts. Many of the described ILs produce a score of over 60% biodegradability over 28 days in a biodegradability test such as the Sturm Test, the Closed Bottle Test (OECD 301D) or the CO 2 Headspace Test (ISO 14593). The ILs of the invention comprise an alkyl substituted imidazolium cationic core having a —C═OX— side chain in the 3-position of the imidazole ring, wherein X═O, NH, N or S and an associated counteranion characterized in that the —C═OX side chain comprises at least one ether linkage. The biodegradable and non-toxic IL may be used as green solvents for the chemical, pharmaceutical, biofuel and biomass industries. The ILs of the invention are particularly useful in hydrogenation, pericyclic and metathesis reactions.

  本发明涉及离子液体（ILs）溶剂用于基于含有增强生物降解性和降低毒性的烷基咪唑阳离子核心的化学合成的离子液体，相对于现有的咪唑基ILs，如1-丁基-3-甲基咪唑（bmmim）盐，许多所述的ILs在生物降解性测试中产生超过60％的生物降解性，如Sturm测试，闭瓶测试（OECD 301D）或CO2头空间测试（ISO 14593）。本发明的ILs包括一个烷基取代的咪唑阳离子核心，该核心在咪唑环的3位上具有一个—C═OX—侧链，其中X═O，NH，N或S，并且与之相关联的反离子的特征在于—C═OX侧链至少包含一个醚键。这种生物降解和无毒的IL可以用作化学，制药，生物燃料和生物质工业的绿色溶剂。本发明的ILs在氢化，周环和交换反应中特别有用。
• US3989711A
  申请人：——

  公开号：US3989711A

  公开（公告）日：1976-11-02