1,3-二叔丁基苯并咪唑氯化物 - CAS号 946607-10-9

物化性质

熔点：

204 °C (dec.)

计算性质

辛醇/水分配系数(LogP)：

0.44
重原子数：

18
可旋转键数：

2
环数：

2.0
sp3杂化的碳原子比例：

0.53
拓扑面积：

8.8
氢给体数：

0
氢受体数：

1

安全信息

WGK Germany：

3
储存条件：

存储条件：2-8°C，需密封并保持干燥。

SDS

SDS：f5d00619ef58e3bd64b5f13b80f80e56

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1,3-Di-tert-butylbenzimidazolium chloride
CAS-No. : 946607-10-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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)
Eye irritation (Category 2)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed. Irritating to eyes.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H319 Causes serious eye irritation.
Precautionary statement(s)
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 Irritating to eyes.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
Other hazards - none

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C15H23ClN2
Molecular Weight : 266,81 g/mol
Component Concentration
1,3-Di-tert-butylbenzimidazolium chloride
CAS-No. 946607-10-9 -

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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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 chloride gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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
Safety glasses with side-shields conforming to EN166 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
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 204 °C - dec.
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

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
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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

Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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

SECTION 15 - REGULATORY INFORMATION
N/A

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

作为反应物：

描述：

1,3-二叔丁基苯并咪唑氯化物在 potassium tert-butylate 作用下，以四氢呋喃为溶剂，反应 2.0h，以97%的产率得到1,3-di-tert-butyl-benzimidazol-2-ylidene

参考文献：

名称：

供体-受体三氮烯：合成，表征，及其电子和热性能的研究

摘要：

通过将官能化的苯并咪唑-2-亚烷基以游离N-杂环卡宾或从其各自的苯并咪唑鎓前体原位生成的各种官能化苯甲酰胺与适量的分离出的芳基叠氮化物偶合（ 36-99％）。使用紫外可见光谱，核磁共振光谱和X射线晶体学研究了两个耦合组分之间的电子离域。根据N-杂环卡宾和有机叠氮化物上官能团的互补性，发现各自的三氮烯显示出λmax值在364至450 nm之间。X射线晶体学揭示了一系列供体-受体化合物特有的三氮烯中的键改变模式。使用热重分析法研究了三氮烯的热稳定性，发现三氮烯的热稳定性强烈依赖于苯并咪唑-2-亚烷基组分的空间和叠氮化物组分的电子学。三氮烯具有庞大的N取代基（例如，新戊基，叔丁基-丁基等）在超过150°C的温度下在固态下稳定，而具有小的N-取代基（例如甲基）的类似物在室温下会缓慢分解。具有富电子叠氮化物成分的三氮烯比其缺乏电子的类似物在更高的温度下分解。热诱导的三氮烯分解反应的产物被鉴定为分子氮

DOI：

10.1021/jo070789x
作为产物：

描述：

1,2-di-tert-butylamino-benzene 、原甲酸三乙酯在盐酸作用下，反应 10.0h，以1.2 g的产率得到1,3-二叔丁基苯并咪唑氯化物

参考文献：

名称：

供体-受体三氮烯：合成，表征，及其电子和热性能的研究

摘要：

通过将官能化的苯并咪唑-2-亚烷基以游离N-杂环卡宾或从其各自的苯并咪唑鎓前体原位生成的各种官能化苯甲酰胺与适量的分离出的芳基叠氮化物偶合（ 36-99％）。使用紫外可见光谱，核磁共振光谱和X射线晶体学研究了两个耦合组分之间的电子离域。根据N-杂环卡宾和有机叠氮化物上官能团的互补性，发现各自的三氮烯显示出λmax值在364至450 nm之间。X射线晶体学揭示了一系列供体-受体化合物特有的三氮烯中的键改变模式。使用热重分析法研究了三氮烯的热稳定性，发现三氮烯的热稳定性强烈依赖于苯并咪唑-2-亚烷基组分的空间和叠氮化物组分的电子学。三氮烯具有庞大的N取代基（例如，新戊基，叔丁基-丁基等）在超过150°C的温度下在固态下稳定，而具有小的N-取代基（例如甲基）的类似物在室温下会缓慢分解。具有富电子叠氮化物成分的三氮烯比其缺乏电子的类似物在更高的温度下分解。热诱导的三氮烯分解反应的产物被鉴定为分子氮

DOI：

10.1021/jo070789x

点击查看最新优质反应信息

文献信息

N‐Heterocyclic Carbenes Functioning as Monoligating Clamps

作者：Matthieu Teci、Eric Brenner、Dominique Matt、Loïc Toupet

DOI：10.1002/ejic.201300087

日期：2013.6

of this issue is the group of Dominique Matt at the University of Strasbourg. The cover image shows a palladium complex stabilized by an N-heterocyclic carbene bearing two non-rotating alkylfluorenyl substituents. The NHC ligand functions like a clamp to permanently protect two trans-located coordination sites.

斯特拉斯堡大学的多米尼克·马特 (Dominique Matt) 小组受邀登上本期封面。封面图片显示了由带有两个非旋转烷基芴基取代基的 N-杂环卡宾稳定的钯配合物。NHC 配体的功能就像一个夹子，永久保护两个易位的协调位点。
Benzimidazol-2-ylidene ligated palladacyclic complexes of N,N-dimethylbenzylamine – Synthesis and application to C–C coupling reactions

作者：Kerry-Ann Green、Paul T. Maragh、Kamaluddin Abdur-Rashid、Alan J. Lough、Tara P. Dasgupta

DOI：10.1016/j.ica.2016.04.048

日期：2016.8

analysis and IR spectroscopy. Complex 2c was further characterized by X-ray diffraction studies. The catalytic activity of all three complexes was explored for the Suzuki–Miyaura and Heck–Mizoroki coupling reactions of simple aryl bromides.

摘要由N，N-二甲基苄胺（dmba）和苯并咪唑-2-亚基配体衍生的五环配合物：1,3-二（环己基）苯并咪唑-2-亚基（BzImCy），1,3-二（叔丁基）苯并咪唑制备了-2-亚烷基（BzImtBu）和1，3-二（1-金刚烷基）苯并咪唑-2-亚烷基（BzImAd）。（BzImCy）Pd（Cl）dmba（2a）的产率为72％，但更具立体感的类似物：（BzImAd）Pd（Cl）dmba（2b）和（BzImtBu）Pd（Cl）dmba（2c）的产率为分别为34％和38％。获得为灰白色，湿气和空气稳定的结晶固体的复合物，并通过1 H NMR和13 C NMR光谱，CHN分析和IR光谱进行表征。配合物2c通过X射线衍射研究进一步表征。
Alternative Synthetic Methods for PEPPSI‐Type Palladium Complexes

作者：Kerry‐Ann Green、Paul T. Maragh、Kamaluddin Abdur‐Rashid、Alan J. Lough、Tara P. Dasgupta

DOI：10.1002/ejic.201402317

日期：2014.8

Alternative procedures are reported for the preparation of PEPPSI-type palladium complexes (PEPPSI = pyridine-enhanced precatalyst preparation stabilization and initiation) in good to excellent yields. One method involves the reaction of [(NHC)Pd(acac)Cl] complexes (NHC = N-heterocyclic carbene, acac = acetylacetonate) with hydrohalides (HX; X = Cl, Br, I) of pyridine or 2,6-lutidine. Two other one-pot

报道了用于制备 PEPPSI 型钯配合物（PEPPSI = 吡啶增强的预催化剂制备稳定和引发）的替代程序，收率良好至极好。一种方法涉及 [(NHC)Pd(acac)Cl] 配合物（NHC = N-杂环卡宾，acac = 乙酰丙酮化物）与吡啶或 2,6-二甲基吡啶的氢卤化物（HX；X = Cl、Br、I）的反应. 另外两种一锅法合成涉及 Pd(acac)2、唑盐和吡啶氢卤化物（或 2,6-二甲基吡啶氢卤化物）。复合物以湿气和空气稳定的固体形式获得，并通过 1 H 和 13 C NMR 光谱、CHN 分析和红外光谱表征。讨论了各种合成程序和所需产品的产率。[1-(2,6-二异丙基苯基)-3-(2,4,
Preparation of NHC Borane Complexes by Lewis Base Exchange with Amine− and Phosphine−Boranes

作者：Malika Makhlouf Brahmi、Julien Monot、Marine Desage-El Murr、Dennis P. Curran、Louis Fensterbank、Emmanuel Lacôte、Max Malacria

DOI：10.1021/jo101301d

日期：2010.10.15

A versatile new method for the preparation of NHC boranes starting from two stable, readily available reactants―an heterocyclic salt and an amine or phosphine−borane―is reported. It uses a Lewis base exchange at boron and provides easy access to new NHC boranes, in particular B-substituted borane ones.

报道了一种从两种稳定的，易于获得的反应物-杂环盐和胺或膦-硼烷开始制备NHC硼烷的通用新方法。它在硼上使用路易斯碱交换，并易于获得新的NHC硼烷，特别是B取代的硼烷硼烷。
Triphenylene-Based Tris(N-Heterocyclic Carbene) Ligand: Unexpected Catalytic Benefits

作者：Sergio Gonell、Macarena Poyatos、Eduardo Peris

DOI：10.1002/anie.201302686

日期：2013.7.1

Triple play: A novel triphenylene‐based tris(N‐heterocyclic carbene) ligand with D3h symmetry and a highly π‐delocalized system has been prepared and coordinated to palladium and gold (see figure). The catalytic activities of the new complexes have been compared with those of related benzimidazolylidene and a triptycene‐based tris(N‐heterocyclic carbene) complexes in three reactions.

三重作用：制备了具有D 3 h 对称性和高度π-离域体系的新型基于三亚苯基的三（N-杂环卡宾）配体，并与钯和金配位（参见图）。在三个反应中，已将新配合物的催化活性与相关的苯并咪唑基亚烷基和基于三并茂的三（N-杂环卡宾）配合物进行了比较。

1,3-二叔丁基苯并咪唑氯化物 | 946607-10-9

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

反应信息

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