1-丁基-3-甲基咪唑二氰胺盐 | 448245-52-1

• 物质功能分类: 化学试剂 - 有机试剂 - 离子液体
• 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-丁基-3-甲基咪唑二氰胺盐
• 中文别名: 1-丁基-3-甲基咪唑双氰胺盐；1-丁基-3-甲基咪唑二腈胺盐
• 英文名称: 1-buthyl-3-methylimidazolium dicyanamide
• 英文别名: [bmim][DCA]；1-butyl-3-methylimidazolium dicyanamide；1-butyl-3-methylimidazolium dicyanimide；3-butyl-1-methylimidazolium dicyanamide；1-n-butyl-3-methylimidazolium dicyanamide；1-butyl-3-methylimidazol-3-ium;cyanoiminomethylideneazanide
• CAS: 448245-52-1
• 化学式: C₂N₃*C₈H₁₅N₂
• 分子量: 205.263
• InChiKey: ICIVTHOGIQHZRY-UHFFFAOYSA-N

物化性质

• 熔点：
  -6°C(lit.)
• 密度：
  1.06 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.32
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  29332900
• 危险标志：
  GHS07
• 危险性描述：
  H302,H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  存储温度应保持在+15°C到+25°C之间。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1-Butyl-3-methylimidazolium dicyanamide
CAS-No. : 448245-52-1
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed. Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C10H15N5
Molecular Weight : 205,26 g/mol
Component Concentration
1-Butyl-3-methylimidazolium dicyanamide
CAS-No. 448245-52-1 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Hydrogen cyanide (hydrocyanic acid)
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Store under inert gas. Moisture sensitive.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: liquid
Colour: light yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

用途：1-丁基-3-甲基咪唑二氰胺盐用于制备碳负载碱性离子液体金属催化剂，并应用于偶氮中间体催化转移加氢，以制备紫外线吸收剂苯并三唑。

反应信息

• 作为反应物：
  描述：

  1-丁基-3-甲基咪唑二氰胺盐 在 重水 作用下， 生成 C₈H₁₄⁽²⁾HN₂⁽¹⁺⁾*C₂N₃^(1-)
  参考文献：
  名称：

  The 2-Position of Imidazolium Ionic Liquids:  Substitution and Exchange

  摘要：

  The 2-position of imidazolium cations is known to be relatively acidic, leading to the useful Arduengo-type carbenes. At the same time, the acidity of this site can lead to undesired side reactions when using imidazolium-based ionic liquids as solvents. In this note, we describe the surprisingly facile deuterium exchange at this position and also the synthesis and exchange under modestly basic conditions (triethylamine) of a series of 2-methyl-substituted compounds.

  DOI：

  10.1021/jo0480850
• 作为产物：
  描述：

  N-丁基咪唑 以 丙酮 为溶剂， 反应 23.0h， 生成 1-丁基-3-甲基咪唑二氰胺盐
  参考文献：
  名称：

  一种1,3-二烷基咪唑二氰胺盐离子液体的合成方法

  摘要：

  本发明提供了一种1,3‑二烷基咪唑二氰胺盐离子液体的合成方法，包括：以1‑烷基咪唑衍生物和硫酸二烷基酯为原料，一步法合成1,3‑二烷基咪唑硫酸烷基酯盐中间体；以1,3‑二烷基咪唑硫酸烷基酯盐和二氢胺盐为原料，制备得到1,3‑二烷基咪唑二氰胺盐离子液体粗产品，通过后处理II得到1,3‑二烷基咪唑二氰胺盐离子液体产品。本发明的合成方法，反应条件温和，在常压条件下操作，且后处理简单易行，对设备无特殊要求，可高效快捷地合成目标产品，两步反应总收率在90％以上；本发明无需使用价格昂贵、回收困难的贵金属银盐，通过物理性质的差异实现脱盐、除杂和产品提纯，产品性能稳定，适合于工业化生产。

  公开号：

  CN115872935A
• 作为试剂：
  描述：

  3-甲基环己醇 在 Oxone 、 2,2,6,6-四甲基哌啶氧化物 、 四丁基溴化铵 、 1-丁基-3-甲基咪唑二氰胺盐 作用下， 反应 6.0h， 以89%的产率得到4-methyl-2-oxepanone
  参考文献：
  名称：

  New strategies for the synthesis of lactones using peroxymonosulphate salts, ionic liquids and microwave or ultrasound irradiation

  摘要：

  开发了一种通过离子液体中使用过氧单硫酸钾对醇进行一锅法氧化迅速合成内酯的新方法。使用微波或超声波辐射显著提高了反应速率。此外，合成了新的过氧单硫酸钾离子液体，并将其作为有效的氧化剂用于内酯的合成。

  DOI：

  10.1039/c3nj01170d

文献信息

• Liquid Phase Behavior of Imidazolium-Based Ionic Liquids with Alcohols
  作者：Jacob M. Crosthwaite、Sudhir N. V. K. Aki、Edward J. Maginn、Joan F. Brennecke

  DOI：10.1021/jp037774x

  日期：2004.4.1

  ionic liquids with alcohols. All systems examined showed upper critical solution temperature (UCST) behavior, with low solubility of the ionic liquid in the alcohol and high solubility of the alcohol in the ionic liquid. An increase in the alkyl chain length of the alcohol resulted in an increase in the UCST. Branching of the alcohol resulted in a higher solubility of the alcohol in the ionic-liquid-rich

  离子液体被建议作为反应和分离中的替代溶剂，因为它们的蒸气压可以忽略不计。因此，它们将减少在这些应用中使用有机溶剂时常见的无组织排放。为了在反应和分离中充分利用离子液体，有必要对控制离子液体与其他常见液体的相行为的因素有基本的了解。在这项工作中，我们系统地研究了不同因素对咪唑基离子液体与醇的相行为的影响。所有检查的系统都显示出上临界溶解温度 (UCST) 行为，离子液体在醇中的溶解度低，而醇在离子液体中的溶解度高。醇的烷基链长度增加导致UCST增加。醇的支化导致醇在富含离子液体的相中具有更高的溶解度。通过增加催化剂上的烷基链长...
• A potential greener protocol for peptide coupling reactions using recyclable/reusable ionic liquid [ $$\hbox {C}_{4}\hbox {-DABCO}][\hbox {N(CN)}_{2}$$ C 4 -DABCO ] [ N(CN) 2 ]
  作者：Manashjyoti Konwar、Nageshwar D Khupse、Prakash J Saikia、Diganta Sarma

  DOI：10.1007/s12039-018-1461-0

  日期：2018.5

  systems. Here, we carried out the peptide bond formation reaction in one of the environmentally secure solvents, ‘ionic liquids’ in the presence of coupling reagent and in the absence of external base at room temperature, affording dipeptides in good to excellent yields. GRAPHICAL ABSTRACTSYNOPSIS We carried out the peptide bond formation reaction in ionic liquids in the presence of a coupling reagent

  摘要 近年来，由于绿色溶剂介质和催化系统的生态性能，合成有机化学中绿色方法的发展引起了人们的关注。在这里，我们在室温下在一种环境安全的溶剂（“离子液体”）中在偶联剂存在下且在不存在外部碱的情况下进行了肽键形成反应，从而以良好的产率获得了优异的二肽。 图形概要概述我们在室温下，在不存在外部碱的情况下，在偶合试剂存在下，在离子液体中进行肽键形成反应，从而以良好或极好的收率得到二肽。
• The effect of the ionic liquid anion in the pretreatment of pine wood chips
  作者：Agnieszka Brandt、Jason P. Hallett、David J. Leak、Richard J. Murphy、Tom Welton

  DOI：10.1039/b918787a

  日期：——

  The effect of the anion of ionic liquids on air-dried pine (Pinus radiata) has been investigated. All ionic liquids used in this study contained the 1-butyl-3-methylimidazolium cation; the anions were trifluoromethanesulfonate, methylsulfate, dimethylphosphate, dicyanamide, chloride and acetate. Using a protocol for assessing the ability to swell small wood blocks (10 × 10 × 5 mm), it was shown that the anion has a profound impact on the ability to promote both swelling and dissolution of biomass. Time course studies showed that viscosity, temperature and water content were also important parameters influencing the swelling process. We used Kamlet–Taft parameters to quantify the solvent polarity of the ionic liquids and found that the anion basicity described by the parameter β correlated with the ability to expand and dissolve pine lignocellulose. It is shown that 1-butyl-3-methylimidazolium dicyanamide dissolves neither cellulose nor lignocellulosic material.

  已经研究了离子液体阴离子对空气干燥松木（辐射松）的影响。本研究中使用的所有离子液体均含有1-丁基-3-甲基咪唑阳离子；阴离子分别是三氟甲磺酸盐、甲基硫酸盐、二甲基磷酸盐、二氰胺盐、氯化物和乙酸盐。采用评估小木块（10×10×5mm）膨胀能力的方案，结果表明阴离子对促进生物质膨胀和溶解的能力有深远影响。时间过程研究表明，粘度、温度和水含量也是影响膨胀过程的重要参数。我们使用Kamlet-Taft参数来量化离子液体的溶剂极性，并发现由参数β描述的阴离子碱性与扩张和溶解松木木质纤维素的能力相关。结果表明，1-丁基-3-甲基咪唑二氰胺盐既不溶解纤维素也不溶解木质纤维素材料。
• Nonaborane and Decaborane Cluster Anions Can Enhance the Ignition Delay in Hypergolic Ionic Liquids and Induce Hypergolicity in Molecular Solvents
  作者：Parker D. McCrary、Patrick S. Barber、Steven P. Kelley、Robin D. Rogers

  DOI：10.1021/ic500622f

  日期：2014.5.5

  nido-decaborane, B10H14, in ionic liquids that are hypergolic (fuels that spontaneously ignite upon contact with an appropriate oxidizer), 1-butyl-3-methylimidazolium dicyanamide, 1-methyl-4-amino-1,2,4-triazolium dicyanamide, and 1-allyl-3-methylimidazolium dicyanamide, led to the in situ generation of a nonaborane cluster anion, [B9H14]−, and reductions in ignition delays for the ionic liquids suggesting salts

  的溶解巢-decaborane，B 10 ħ 14，在离子液体中是自燃（即燃料自燃在与合适的氧化剂接触），1-丁基-3-甲基咪唑鎓二氰胺，1-甲基-4-氨基-1,2- 2,4-三唑鎓二氰胺和1-烯丙基-3-甲基咪唑鎓二氰胺可原位生成壬硼烷簇阴离子[B 9 H 14 ] -，并减少了离子液体的点火延迟，表明硼烷盐阴离子可以增强离子液体的高定律性能。为了探索这些结果，基于[B 10 H 13 ] -和[B 9的四种盐ħ 14 ] - ，三乙基巢-decaborane，四乙铵巢-decaborane，1-乙基-3-甲基咪唑蛛网膜下腔-nonaborane，和Ñ丁基- ñ -甲基-吡咯烷鎓arachano -nonaborane从合成巢三乙胺的反应-decaborane或在含有十硼烷阴离子的盐的情况下，或通过壬硼烷酸钠之间的易位反应（Na [B 9 H 14]）和相应的有机氯化物（如果盐中含有九硼
• A Robust Fungal Allomelanin Mimic: An Antioxidant and Potent π‐Electron Donor with Free‐Radical Properties that can be Tuned by Ionic Liquids
  作者：Paola Manini、Valeria Lino、Paola Franchi、Gennaro Gentile、Teresa Sibillano、Cinzia Giannini、Emanuela Picardi、Alessandra Napolitano、Luca Valgimigli、Cinzia Chiappe、Marco d'Ischia

  DOI：10.1002/cplu.201900195

  日期：2019.9

  Developing effective strategies to increase the chemical stability and to fine-tune the physico-chemical properties of melanin biopolymers by rational control of π-electron conjugation is an important goal in materials science for biomedical and technological applications. Herein we report that poly-1,8-dihydroxynaphthalene (pDHN), a non-nitrogenous, catechol-free fungal melanin mimic, displays a high

  通过合理控制π电子共轭，开发有效的策略来提高化学稳定性和微调黑色素生物聚合物的理化性质，是生物医学和技术应用材料科学的重要目标。在此，我们报道了聚1,8-二羟基萘（pDHN），一种无氮，不含邻苯二酚的真菌黑色素模拟物，显示出高度的结构完整性（来自MALDI-MS和CP / MAS 13 C NMR分析），强大的自由基清除能力（DPPH和FRAP分析），以及异常强烈的EPR信号（g = 2.0030）。pDHN的形态和光谱表征以及在离子液体中的拆解实验表明，小球状结构的无定形聚集体的估计堆积距离为3.9Å，并且在整个可见光范围内都有宽带吸收。

表征谱图