alpha-甲基苄基异腈 | 17329-20-3

• 物质功能分类: 化学试剂 - 有机试剂 - 氰化物/腈
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: alpha-甲基苄基异腈
• 中文别名: (1-异氰基乙基)苯；ALPHA-甲基苯基异腈；Α-甲基苯异腈；A-甲基苄基异氰酸酯；α-甲基苄基异腈
• 英文名称: 1-phenylethyl isocyanide
• 英文别名: (1-Isocyanoethyl)benzene；1-isocyanoethylbenzene
• CAS: 17329-20-3
• 化学式: C₉H₉N
• mdl: MFCD02664589
• 分子量: 131.177
• InChiKey: KCCAPMXVCPVFEH-UHFFFAOYSA-N

物化性质

• 沸点：
  98 °C (13.5018 mmHg)
• 密度：
  0.95
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2926909090
• WGK Germany：
  3
• RTECS号：
  LK8650000
• 储存条件：
  遵循规定使用和储存，则不会发生分解。

SDS

Name:	alpha-Methylbenzyl isocyanide 96% Material Safety Data Sheet
Synonym:	(1-Isocyanoethyl)benzene
CAS:	17329-20-3

Section 1 - Chemical Product MSDS Name:alpha-Methylbenzyl isocyanide 96% Material Safety Data Sheet
Synonym:(1-Isocyanoethyl)benzene

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
17329-20-3	alpha-Methylbenzylisocyanide	96%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Metabolism may release cyanide, which may result in headache, dizziness, weakness, collapse, unconsciousness and possible death.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation. May be metabolized to cyanide which in turns act by inhibiting cytochrome oxidase impairing cellular respiration.
Chronic:
Exposure to small amounts of cyanide compounds over long periods of time is reported to cause loss of appetite, headache, weakness, nausea, dizziness, and symptoms of irritation of the upper respiratory tract and eyes.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 17329-20-3: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: yellow
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 98 deg C @18hPa
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density: 0.950
Molecular Formula: C9H9N
Molecular Weight: 131.18

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 17329-20-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
alpha-Methylbenzylisocyanide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 17329-20-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 17329-20-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 17329-20-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  alpha-甲基苄基异腈 在 1,1-二苯乙烯 作用下， 以 various solvent(s) 为溶剂， 以101%的产率得到α-甲基苯腈
  参考文献：
  名称：

  The isonitrile-nitrile rearrangement. A reaction without a structure-reactivity relationship

  摘要：

  DOI：

  10.1021/jo00380a028
• 作为产物：
  描述：

  N-(1-苯基乙基)甲酰胺 在 三乙胺 、 三氯氧磷 作用下， 以77%的产率得到alpha-甲基苄基异腈
  参考文献：
  名称：

  Synthesis of 3,4-Dihydroisoquinolines by Cyclization of 1-Bromo-2-(2-isocyanoalkyl)benzenes with Butyllithium

  摘要：

  A new and convenient method for the preparation of 3,3-disubstituted 3,4-dihydroisoquinolines has been developed. Thus, the reaction of 1-bromo-2-(bromomethyl)benzenes with (1-isocyano-1-lithioalkyl)benzenes, generated by the treatment of (1-isocyanoalkyl)benzenes with butyllithium, in THF at -78 degrees C gave the corresponding 1-(2-aryl-2-isocyanoalkyl)-2-bromobenzenes, which in turn were transformed into the desired products on treatment with butyllithium in THF at -78 degrees C.

  DOI：

  10.3987/com-12-12620

文献信息

• Cyanation of Alcohols with Diethyl Cyanophosphonate and 2,6-Dimethyl-1,4-benzoquinone by a New Type of Oxidation–Reduction Condensation
  作者：Kouta Masutani、Tomofumi Minowa、Yoshiaki Hagiwara、Teruaki Mukaiyama

  DOI：10.1246/bcsj.79.1106

  日期：2006.7

  Cyanation of various alcohols by a new type of oxidation–reduction condensation is described. Primary alkyl diphenylphosphinites, 2,6-dimethyl-1,4-benzoquinone (DMBQ), and diethyl cyanophosphonate ...

  描述了通过新型氧化还原缩合对各种醇进行氰化。伯烷基二苯基次膦酸盐、2,6-二甲基-1,4-苯醌 (DMBQ) 和氰基膦酸二乙酯 ...
• Mononuclear iron complex and organic synthesis reaction using same
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

  公开号：US10363551B2

  公开（公告）日：2019-07-30

  A mononuclear iron bivalent complex having iron-silicon bonds, which is represented by formula (1), can exhibit an excellent catalytic activity in at least one reaction selected from three reactions, i.e., a hydrosilylation reaction, a hydrogenation reaction and a reaction for reducing a carbonyl compound. (In the formula, R1 to R6 independently represent a hydrogen atom, an alkyl group which may be substituted by X, or the like; X represents a halogen atom, or the like; L1 represents at least one two-electron ligand selected from an isonitrile ligand, an amine ligand, an imine ligand, a nitrogenated heterocyclic ring, a phosphine ligand, a phosphite ligand and a sulfide ligand, wherein, when multiple L1's are present, two L1's may be bonded to each other; L2 represents a two-electron ligand that is different from a CO ligand or the above-mentioned L1, wherein, when multiple L2's are present, two L2's may be bonded to each other; and m1 represents an integer of 1 to 4 and m2 represents an integer of 0 to 3, wherein the sum total of m1 and m2 (i.e., m1+m2) satisfies 3 or 4.)

  具有铁-硅键的单核二价铁络合物，其由公式（1）表示，可以在三个反应中选择至少一个反应表现出优异的催化活性，即硅氢化反应、氢化反应和还原羰基化合物的反应。 （在公式中，R1至R6独立代表氢原子、可能被X取代的烷基团等；X代表卤素原子等；L1代表至少一种从异腈配体、胺配体、亚胺配体、氮杂环、膦配体、亚磷酸盐配体和硫化物配体中选择的两电子配体，其中，当存在多个L1时，两个L1可以相互连接；L2代表与CO配体或上述L1不同的两电子配体，其中，当存在多个L2时，两个L2可以相互连接；m1代表1至4的整数，m2代表0至3的整数，其中m1和m2的总和（即m1+m2）满足3或4。）
• HYDROSILYLATION IRON CATALYST
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

  公开号：US20170260216A1

  公开（公告）日：2017-09-14

  A hydrosilylation iron catalyst prepared from a two-electron ligand (L) and a mononuclear, binuclear, or trinuclear complex of iron indicated by formula (1), Fe having bonds with carbon atoms included in X and the total number of Fe-carbon bonds being 2-10. As a result of using iron, the hydrosilylation iron catalyst is advantageous from a cost perspective as well as being easily synthesized. Hydrosilylation reactions can be promoted under mild conditions by using this catalyst. Fe(X) a (1) (in the formula, each X independently indicates a C2-30 ligand that may include an unsaturated group excluding carbonyl groups (CO groups) and cyclopentadienyl groups, however at least one X includes an unsaturated group, a indicates an integer of 2-4 per Fe atom.)

  使用双电子配体（L）和由公式（1）表示的铁的单核、双核或三核配合物制备的水硅化铁催化剂，其中Fe与X中包含的碳原子形成键，Fe-碳键的总数为2-10。由于使用铁，水硅化铁催化剂从成本角度来看具有优势，同时也易于合成。通过使用这种催化剂，可以在温和条件下促进水硅化反应。在公式中，每个X独立地表示一个可能包括除羰基（CO基团）和环戊二烯基团以外的不饱和基团的C2-30配体，然而至少有一个X包括不饱和基团，a表示每个铁原子2-4的整数。）
• Direct C3-H carbamoylation of quinoxalin-2(1H)-ones with isocyanides enabled by selectfluor II under mild conditions
  作者：Jing Li、Jie Hu、Yao Xiao、Kun Yin、Wenyan Dan、Suhua Fan、Feng Jin、Hai Wu、Ronghua Zhang、Jian Li

  DOI：10.1016/j.tetlet.2021.153511

  日期：2022.1

  A F reagent-mediated direct C-H carbamoylation of quinoxalin-2(1H)-ones has been developed. Under room temperature, a variety of isocyanides are employed to couple well with quinoxalin-2(1H)-ones affording 42 examples including 30 new compounds. This metal-free mild strategy tolerates a wide range of functional groups and shows environmental friendliness and practicality.

  已经开发了AF 试剂介导的 quinoxalin-2( 1H )-ones 的直接 CH 氨基甲酰化。在室温下，使用多种异氰化物与 quinoxalin-2( 1H )-ones很好地偶联，得到 42 个例子，包括 30 个新化合物。这种不含金属的温和策略可以容忍广泛的官能团，并显示出环境友好性和实用性。
• Asmic Isocyanide-Nitrile Isomerization-Alkylations
  作者：Embarek Alwedi、J. Armando Lujan-Montelongo、Rodrigo Cortés-Mejía、Jorge M. del Campo、Bilal Altundas、Fraser F. Fleming

  DOI：10.1002/ejoc.201900903

  日期：2019.8.7

  Carbene intermediates are implicated for the first time in an extremely unusual low temperature, isocyanide‐to‐nitrile isomerization. Chelators such as TMEDA redirect the exchange to a lithiated isocyanide whose alkylation affords trisubstituted isocyanides.

  首次涉及到碳中间体，这是一种非常不寻常的低温，即异氰酸酯与腈的异构化反应。螯合剂（如TMEDA）将交换重定向至锂化的异氰化物，其烷基化作用可得到三取代的异氰化物。