2-(4-氯苯基)-2-氰基乙醛 | 62538-21-0

• 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: 2-(4-氯苯基)-2-氰基乙醛
• 中文别名: 2-(4-氯苯基)-3-氧代丙腈；2-(4-氯苯基)-3-氧丙腈
• 英文名称: 2-(4-chloro-phenyl)-3-oxo-propionitrile
• 英文别名: 2-(4-chlorophenyl)-3-oxopropanenitrile；2-(4-chlorophenyl)-2-formylacetonitrile
• CAS: 62538-21-0
• 化学式: C₉H₆ClNO
• 分子量: 179.606
• InChiKey: DAEXXSXAEMFPHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  144-146°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R36/37/38
• 危险品运输编号：
  UN 3276
• 海关编码：
  2926909090
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8℃，干燥，密封保存。

SDS

Name:	2-(4-Chlorophenyl)-3-oxopropanenitrile 95+% Material Safety Data Sheet
Synonym:	2-(4-Chlorophenyl)-2-cyanoacetaldehyd
CAS:	62538-21-0

Section 1 - Chemical Product MSDS Name:2-(4-Chlorophenyl)-3-oxopropanenitrile 95+% Material Safety Data Sheet
Synonym:2-(4-Chlorophenyl)-2-cyanoacetaldehyd

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62538-21-0	2-(4-Chlorophenyl)-3-oxopropanenitrile	95+%	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:

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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.
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:
Vacuum or sweep up material and place into a suitable disposal 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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 62538-21-0: 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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 144 - 146 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H6ClNO
Molecular Weight: 180

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, acids, bases, amines.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62538-21-0: AL8310000 LD50/LC50:
Not available.
Carcinogenicity:
2-(4-Chlorophenyl)-3-oxopropanenitrile - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
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# 62538-21-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62538-21-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62538-21-0 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：

  2-(4-氯苯基)-2-氰基乙醛 在 四甲基乙二胺 、 sodium hydride 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 乙胺嘧啶
  参考文献：
  名称：

  机械化学镁介导的嘧啶与烷基溴和氯化物的 Minisci C-H 烷基化

  摘要：

  已经报道了一种通过嘧啶衍生物和烷基卤化物的机械化学镁介导的 Minisci 反应合成 4-烷基嘧啶的新方法。该反应过程底物范围广，区域选择性好，条件温和，不需要过渡金属催化剂、溶剂和惰性气体保护。该协议的实用性已通过大规模合成、机械化学产品衍生化和抗疟药物乙胺嘧啶的制备得到证明。

  DOI：

  10.1021/acs.orglett.1c02241
• 作为产物：
  描述：

  甲酸乙酯 、 对氯苯乙腈 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以92%的产率得到2-(4-氯苯基)-2-氰基乙醛
  参考文献：
  名称：

  分子氧介导的杂芳烃与硼酸的Minisci型自由基烷基化

  摘要：

  通过使用1个atm的O 2自动氧化有机硼酸来形成碳-碳键，这是一种简单，清洁且绿色的方式。该方法允许在技术上简便且环境友好地使用具有医学特权的支架来访问结构多样的杂芳族化合物。该策略还可以在市售药物Crestor和乙胺嘧啶的再合成中显示其实用性和可持续性。

  DOI：

  10.1021/acs.orglett.7b03297

文献信息

• HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK
  申请人：McCall John M.

  公开号：US20120277224A1

  公开（公告）日：2012-11-01

  Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

  本文披露了新的杂环化合物和组合物，以及它们作为药物治疗疾病的应用。还提供了抑制PAS激酶（PASK）在人类或动物主体中活性的方法，用于治疗疾病，如糖尿病。
• .beta.-Aminocinnamonitriles as potential antiinflammatory agents
  作者：S. A. Lang、E. Cohen

  DOI：10.1021/jm00238a027

  日期：1975.4

  A number of beta-aminocinnamonitriles have been prepared by the reaction of salts of acetonitrile and propionitrile with benzonitrile. These materials were evaluated in the carrageenan antiinflammatory screen in Royal Hart, Wistar strain rats. Despite good weight gains in the parent molecule, beta-aminocinnamonitrile (1), only marginal activity was found in related compounds and some possible "metabolites

  通过乙腈和丙腈的盐与苄腈的反应已经制备了许多β-氨基肉桂腈。这些材料在Wistar品系Royal Hart大鼠的角叉菜胶消炎筛选中进行了评估。尽管母体分子β-氨基肉桂腈（1）的体重增加了很多，但在相关化合物和某些可能的“代谢产物”中仅发现了少量活性。
• Phenylpyrazolo[1,5-<i>a</i>]quinazolin-5(4<i>H</i>)-one: A Suitable Scaffold for the Development of Noncamptothecin Topoisomerase I (Top1) Inhibitors
  作者：Sabrina Taliani、Isabella Pugliesi、Elisabetta Barresi、Silvia Salerno、Christophe Marchand、Keli Agama、Francesca Simorini、Concettina La Motta、Anna Maria Marini、Francesco Saverio Di Leva、Luciana Marinelli、Sandro Cosconati、Ettore Novellino、Yves Pommier、Roberto Di Santo、Federico Da Settimo

  DOI：10.1021/jm400932c

  日期：2013.9.26

  In search for a novel chemotype to develop topoisomerase I (Top1) inhibitors, the pyrazolo[1,5-a]quinazoline nucleus, structurally related to the indenoisoquinoline system precursor of well-known Top1 poisons, was variously decorated (i.e., a substituted phenyl ring at 2- or 3-position, a protonable side chain at 4- or 5-position), affording a number of Top1 inhibitors with cleavage patterns common

  为了寻找一种新的化学型来开发拓扑异构酶 I (Top1) 抑制剂，吡唑并 [1,5- a ] 喹唑啉核在结构上与著名的 Top1 毒物的茚并异喹啉系统前体相关，被不同地装饰（即取代的苯基2 位或 3 位的环，4 位或 5 位的可质子侧链），提供了许多具有 CPT 和 MJ-III-65 常见裂解模式的 Top1 抑制剂。SARs 数据通过先进的对接协议进行了合理化。
• Synthesis of thieno[3,2-<i>d</i>]pyrimidine-2,4-diones cyclic and acyclic nucleosides as potential anti HIV agents
  作者：Fabrice Jourdan、Daniel Ladurée、Max Robba

  DOI：10.1002/jhet.5570310208

  日期：1994.3

  Synthesis of cyclic and acyclic nucleosides was achieved by alkylation of 7-methyl or arylthieno[3,2-d]-pyrimidine-2,4-diones following the Vorbrüggen and Niedballa's method [1]. After a possible deprotection, potential anti HIV agents were obtained.

  按照Vorbrüggen和Niedballa的方法[7]，通过7-甲基或芳基噻吩并[3,2 - d ]-嘧啶-2,4-二酮的烷基化反应，可以合成环状和无环核苷。可能的脱保护后，获得了潜在的抗HIV药物。
• A new, one-pot, multicomponent synthesis of 5-aza-9-deaza-adenines under microwave irradiation
  作者：Felicia Phei Lin Lim、Giuseppe Luna、Anton V. Dolzhenko

  DOI：10.1016/j.tetlet.2014.07.105

  日期：2014.9

  A new, practical, three-component method for the synthesis of 5-aza-9-deaza-adenines is developed. Aminopyrazoles react in a one-pot fashion with triethyl orthoformate and cyanamide under microwave irradiation affording 5-aza-9-deaza-adenines in good yields and high purity. The main advantages of this method are the operational simplicity, accessibility, and high efficiency.

  开发了一种新的，实用的三组分合成5-氮杂9-脱氮腺嘌呤的方法。氨基吡唑在微波辐射下与原甲酸三乙酯和氰胺单锅反应，以高收率和高纯度提供5-氮杂-9-脱氮-ade啶。这种方法的主要优点是操作简单，可访问性高和效率高。