苯乙基乙腈 | 59795-89-0

• 物质功能分类: 化学试剂 - 有机试剂 - 氰酸酯/异氰酸酯
• 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: 苯乙基乙腈
• 中文别名: 苯乙基异氰化物；(2-异氰基乙基)苯
• 英文名称: phenethyl isocyanide
• 英文别名: (2-isocyanoethyl)benzene；phenylethyl isocyanide；2-phenylethyl isonitrile；2-isocyanoethylbenzene
• CAS: 59795-89-0
• 化学式: C₉H₉N
• mdl: MFCD02664670
• 分子量: 131.177
• InChiKey: XIJXCJCWHKUKAW-UHFFFAOYSA-N

物化性质

• 沸点：
  52 °C (2.2503 mmHg)
• 密度：
  0.95
• 溶解度：
  可溶于氯仿、乙酸乙酯
• 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)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  2
• 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,S37,S39
• 危险类别码：
  R36/37/38
• 海关编码：
  2926909090
• 储存条件：
  存放于阴凉干燥处

SDS

Name:	Phenylethyl isocyanide 96% Material Safety Data Sheet
Synonym:	(2-Isocyanoethyl)benzen
CAS:	59795-89-0

Section 1 - Chemical Product MSDS Name:Phenylethyl isocyanide 96% Material Safety Data Sheet
Synonym:(2-Isocyanoethyl)benzen

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59795-89-0	Phenylethyl isocyanide	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.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. 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. 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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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# 59795-89-0: Personal Protective Equipment Eyes: Not available.
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: Clear liquid
Color: light yellow
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 52 deg C @3hPa
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:
Not available.
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# 59795-89-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Phenylethyl isocyanide - 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:
WGK (Water Danger/Protection)
CAS# 59795-89-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 59795-89-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 59795-89-0 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：

  苯乙基乙腈 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 甲基磺酰氯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 48.5h， 生成 benzyl N-[2-oxo-2-[[1-oxo-1-(2-phenylethylamino)nonan-2-yl]amino]ethyl]carbamate
  参考文献：
  名称：

  Synthesis of novel, peptidic kinase inhibitors with cytostatic/cytotoxic activity

  摘要：

  The utility of a novel, chemoenzymatic procedure for the stereocontrolled synthesis of small peptides is presented in the preparation and structure optimisation of dipeptides with cytostatic/cytotoxic activity. The method uses Passerini multicomponent reaction for the preparation of racemic scaffold which is then enantioselectively hydrolysed by hydrolytic enzymes. Products of these transformations are further functionalised towards title compounds. Both activity and selectivity towards tumor cells is optimised. Final compound is shown to be an inhibitor of the protein kinase signaling pathway. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.01.005
• 作为产物：
  描述：

  1-苄基-1-甲苯磺酰甲基异丁酯 在 四丁基碘化铵 作用下， 以 乙腈 为溶剂， 以48%的产率得到苯乙基乙腈
  参考文献：
  名称：

  Hess, Ulrich; Brosig; Komenda, Pharmazie, 1999, vol. 54, # 6, p. 412 - 417

  摘要：

  DOI：
• 作为试剂：
  描述：

  在 苯乙基乙腈 作用下， 以 aq. phosphate buffer 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  四嗪-异腈生物正交荧光反应可实现活细胞的多重标记和免洗生物成像

  摘要：

  我们通过点击反应将吡唑加合物掺入荧光团支架中，开发了一系列用于多重成像的四嗪功能化生物正交探针。这些修饰可推广到各种荧光团，实现 473 至 659 nm 的宽发射范围，以及高达 3184 倍的高开启比。

  DOI：

  10.1002/anie.202319853

文献信息

• Efficient Assembly of Iminodicarboxamides by a “Truly” Four-Component Reaction
  作者：Kareem Khoury、Mantosh K. Sinha、Tadamichi Nagashima、Eberhardt Herdtweck、Alexander Dömling

  DOI：10.1002/anie.201205366

  日期：2012.10.8

  Mix and match: Similar to a galaxy consisting of millions of stars, a multicomponent reaction (MCR) system can result in millions of compounds. The MCR of α‐amino acids, oxo components, isocyanides, and amines leads to numerous and diverse compounds, thus having enormous potential for drug discovery or catalyst screening.

  混合搭配：类似于由数百万颗恒星组成的星系，多组分反应 (MCR) 系统可以产生数百万种化合物。α-氨基酸、含氧组分、异氰化物和胺的 MCR 导致产生大量不同的化合物，因此在药物发现或催化剂筛选方面具有巨大的潜力。
• Efficient Synthesis of Fused Oxazepino-isoquinoline Scaffolds via an Ugi, Followed by an Intramolecular Cyclization
  作者：Yong Li、Jiang-Ping Meng、Jie Lei、Zhong-Zhu Chen、Dian-Yong Tang、Jin Zhu、Jin Zhang、Zhi-Gang Xu

  DOI：10.1021/acscombsci.7b00002

  日期：2017.5.8

  A mild and efficient protocol was developed for the synthesis of oxazepino-isoquinolines via a one-pot Ugi four-component reaction, followed by the intramolecular addition of the resulting alcohol to an alkyne moiety under microwave irradiation conditions. Notably, this process only required one purification step, providing facile access to two series of complex and potentially interesting biologically

  开发了一种温和而有效的方案，用于通过一锅Ugi四组分反应合成恶唑烷-异喹啉，然后在微波辐射条件下将所得醇分子内添加到炔烃部分。值得注意的是，该过程仅需一个纯化步骤，即可轻松获得两个系列的复杂且潜在有趣的生物活性支架。
• 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。）
• A Manifold Three-Step Synthetic Route to Polycyclic Annulated Hydantoins<i>via</i>Cyclic Imines
  作者：Fabian Brockmeyer、Denis Kröger、Timo Stalling、Pasqual Ullrich、Jürgen Martens

  DOI：10.1002/hlca.201200441

  日期：2012.10

  A new three‐step synthetic pathway to generate polycyclic annulated hydantoins via rarely investigated heterocyclic imines is described. This procedure includes a one‐pot reaction forming imines as precursor structures (e.g., Asinger reaction), followed by an Ugi reaction to build up a bisamide structure that allows a ring‐closing reaction to the targeted hydantoins via substitution. This pathway leads

  描述了一种通过很少研究的杂环亚胺生成多环带环乙内酰脲的新的三步合成途径。此程序包括一锅反应，形成亚胺作为前体结构（例如，Asinger反应），然后进行Ugi反应，以构建双酰胺结构，该双酰胺结构允许通过取代与目标乙内酰脲进行闭环反应。该途径导致具有潜在药理活性的多种物质。
• 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。）