1,3-二-叔丁基咪唑氯化物 | 157197-54-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1,3-二-叔丁基咪唑氯化物
• 中文别名: 1,3-二叔丁基氯化咪唑；1,3-二(叔丁基咪唑)氯
• 英文名称: 1,3-di-tert-butyl-1H-imidazol-3-ium chloride
• 英文别名: 1,3-di-tert-butylimidazolium chloride；1,3-ditert-butylimidazol-1-ium;chloride
• CAS: 157197-54-1
• 化学式: C₁₁H₂₁N₂*Cl
• 分子量: 216.754
• InChiKey: GJECSWIRMFBYOI-UHFFFAOYSA-M

物化性质

• 熔点：
  209℃
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.71
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险类别码：
  R36/37/38
• 安全说明：
  S26,S36/37/39
• 储存条件：
  请将产品存放在阴凉干燥的环境中。

SDS

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Section 1: Product Identification
Chemical Name: 1,3-Di-t-butylimidazolium chloride, min. 97%
CAS Registry Number: 157197-54-1
Formula: [C11H21N2]+Cl-
EINECS Number: none
Chemical Family: organic amine
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 157197-54-1 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin and eyes.
Primary Routes of Exposure: skin, eyes
Eye Contact: Causes moderate irritation of the eyes.
Skin Contact: Causes irritation of the skin. May cause redness, itching and pain.
Inhalation: May be irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No specific information is available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin and eyes. May be irritating to the respiratory tract.
Chronic Health Affects: No information on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and protective clothing.
Hazardous Combustion and If involved in a fire this material may emit toxic organic fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store the material in a cool, dry place in a tightly sealed container.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves. Consult with glove manufacturer to determine the proper type of glove.
Ventilation: If possible, handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: If possible, handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form:
Molecular Weight: 216.75
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: no data

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SECTION 10: Stability and Reactivity
Stability: air sensitive, hygroscopic
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: strong oxidizing agents
Decomposition Products: nitrogen oxides, carbon dioxide, carbon monoxide and organic fumes.

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): Title compound not listed.
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,3-二-叔丁基咪唑氯化物 在 base 作用下， 生成 1,3-二叔丁基咪唑-2-叉
  参考文献：
  名称：

  稳定的三齿卡宾配体

  摘要：

  合成并表征了包含三个咪唑-2-亚烷基的稳定的多齿卡宾配体。光谱数据表明，相邻卡宾位点之间没有分子内相互作用。

  DOI：

  10.1016/s0040-4039(00)76219-8
• 作为产物：
  描述：

  N,N'-二丁基-1,2-乙二亚胺 、 N,N-二甲基氯烯亚胺 以 二氯甲烷 为溶剂， 反应 0.25h， 以79%的产率得到1,3-二-叔丁基咪唑氯化物
  参考文献：
  名称：

  Facile and scalable synthesis of imidazolium halides using dimethylmethyleneammonium salts as ring closing reagents

  摘要：

  An efficient procedure is proposed for the synthesis of 1,3-dialkylimidazolium salts starting from 1,4-diaza-1,3-dienes and methyleneammonium. salts.

  DOI：

  10.1070/mc2006v016n05abeh002347
• 作为试剂：
  描述：

  苯甲酰甲酸 在 1,3-二-叔丁基咪唑氯化物 、 lithium hexamethyldisilazane 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.25h， 生成 对氟苯基草酸
  参考文献：
  名称：

  醛对二氧化碳的Umpolung反应性

  摘要：

  二氧化碳是本质上稳定的分子。因此，其活化需要以反应性试剂和/或活化的催化剂的形式以及通常苛刻的反应条件的形式输入额外的能量。此处报道的是芳香醛与二氧化碳的直接羧化反应，以提供α-酮酸作为增值产品。在操作温和的反应条件下（25–40°C，1 atm CO 2），原位生成反应性氰醇是成功进行羧化反应的关键。所得的α-酮酸可作为还原性胺化反应合成α-氨基酸的平台，说明了从二氧化碳化学合成基本生物活性分子的过程。

  DOI：

  10.1002/anie.201806569

文献信息

• Synthesis of Esters by Functionalisation of CO2
  申请人：Commissariat a L'Energie Atomique et aux Energies Alternatives

  公开号：US20170240485A1

  公开（公告）日：2017-08-24

  The invention relates to a method for (I) producing a carboxylic ester of formula (I). Said method comprises the steps of: a) bringing an organosilane/borane of formula Si or B into contact with CO 2 , in the presence of a catalyst and an electrophilic compound of formula (III), the groups R 1 , R 2 , R 3 , R 4 , R 5 , Y, and M′ being as defined in claim 1; and optionally b) recovering the compound of formula (I) produced.

  该发明涉及一种制备化学式（I）的羧酸酯的方法。该方法包括以下步骤：a）在催化剂和化学式（III）的亲电性化合物的存在下，将化学式Si或B的有机硅烷/硼烷与CO2接触，其中所述的基团R1、R2、R3、R4、R5、Y和M'如权利要求1所定义；以及可选的b）回收所产生的化学式（I）的化合物。
• Sterically driven synthesis of ruthenium and ruthenium–silver N-heterocyclic carbene complexes
  作者：C. Cesari、S. Conti、S. Zacchini、V. Zanotti、M. C. Cassani、R. Mazzoni

  DOI：10.1039/c4dt02747g

  日期：——

  A sterically driven synthetic route from non-bulky silver NHC to novel Ru(NHC) complexes and from bulky Ag(NHC) to unprecedented heterobimetallic Ru–Ag(NHC) complexes is presented.

  通过立体驱动的合成途径，从非臃肿的银NHC到新颖的Ru(NHC)配合物，以及从臃肿的Ag(NHC)到前所未有的异双金属Ru-Ag(NHC)配合物。
• On the Dual Role of N-Heterocyclic Carbenes as Bases and Nucleophiles in Reactions with Organic Halides
  作者：Axel Jacobi von Wangelin、Christiane Knappke、Anthony Arduengo, III、Haijun Jiao、Jörg-Martin Neudörfl

  DOI：10.1055/s-0031-1289593

  日期：2011.12

  nucleophilicities, and sterics of N-heterocyclic carbenes have been studied in reactions of imidazolin-2-ylidenes with organic halides. Highly nucleophilic and less basic carbenes cleanly gave alkyli­deneimidazolines, the deoxy analogues of Breslow-type intermediates. More basic NHCs engaged in unwanted deprotonation or dehydrohalogenation reactions. N-heterocyclic carbenes - enamines - umpolung - imidazoles - nucleophilicity

  已在咪唑啉-2-亚烷基与有机卤化物的反应中研究了N-杂环卡宾的不同碱性，亲核性和空间位阻的合成结果。高度亲核性和碱性较低的卡宾可以干净地得到亚烷基亚咪唑啉，这是Breslow型中间体的脱氧类似物。更多的碱性NHC参与不需要的质子化或脱氢卤化反应。 N-杂环卡宾-烯胺-乌泊隆-咪唑-亲核性
• Method For Preparing Nitrogen Compounds
  申请人：Commissariat A L'Energie Atomique Et Aux Energies Alternatives

  公开号：US20150148535A1

  公开（公告）日：2015-05-28

  The present invention relates to a method for preparing nitrogen compounds using carbon dioxide, and to the use of the method in the production of vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, pesticides, herbicides, antifungal agents and fertilisers. The invention also relates to a method for producing vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, pesticides, herbicides, antifungal agents and fertilisers, which includes a step of preparing nitrogen compounds using the method of the invention. The invention further relates to a method for preparing labelled nitrogen compounds using carbon dioxide and to the uses thereof.

  本发明涉及一种使用二氧化碳制备氮化合物的方法，以及该方法在制备维生素、药品、粘合剂、丙烯纤维、合成皮革、杀虫剂、除草剂、抗真菌剂和肥料生产中的应用。发明还涉及一种制备维生素、药品、粘合剂、丙烯纤维、合成皮革、杀虫剂、除草剂、抗真菌剂和肥料的方法，该方法包括使用本发明的制备氮化合物的步骤。发明还进一步涉及一种使用二氧化碳制备标记氮化合物的方法及其用途。
• Carbene-Based Lewis Pairs for Hydrogen Activation
  作者：Jason W. Runyon、Oliver Steinhof、H. V. Rasika Dias、Joseph C. Calabrese、William J. Marshall、Anthony J. Arduengo

  DOI：10.1071/ch11246

  日期：——

  A series of Lewis acid–base pairs containing sterically demanding carbenes were investigated for hydrogen activation that could potentially be reversible for use in hydrogen storage applications. When electron-rich boranes are employed as electrophiles, the imidazolium cation is reduced to a 2H-imidazoline (aminal). The aminals were synthesized independently by reduction of imidazolium cations with strong reducing agents. Carbocations were also found to act as electrophiles for hydrogen activation. Preliminary results revealed that it is possible to reduce an alcohol to an alkane using hydrogen gas as a reducing agent in these systems. Finally, it was demonstrated that a transition metal can be used as an electrophile to activate hydrogen through heterolytic cleavage.

  我们研究了一系列路易斯酸-碱对，其中含有对立体要求较高的烯碳化合物，这些化合物具有潜在的可逆性，可用于氢气储存。当使用富电子硼烷作为亲电体时，咪唑阳离子会被还原成 2H-咪唑啉（氨基）。通过用强还原剂还原咪唑阳离子，可独立合成氨基化合物。研究还发现，碳化物可作为氢活化的亲电体。初步结果表明，在这些体系中使用氢气作为还原剂，可以将醇还原成烷烃。最后，还证明了过渡金属可以作为亲电体，通过异解裂解激活氢。