(2-氟苯基)-氧代乙腈 | 80277-41-4

• 物质功能分类: 有机原料 - 腈类化合物
• 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-氟苯基)-氧代乙腈
• 英文名称: 2-fluorobenzoyl cyanide
• 英文别名: o-fluorobenzoyl cyanide；o-Fluorphenylglyoxylonitril
• CAS: 80277-41-4
• 化学式: C₈H₄FNO
• mdl: MFCD06658449
• 分子量: 149.124
• InChiKey: IVSCDQIYFFRLFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  85-87 °C(Press: 0.3 Torr)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090
• 包装等级：
  II
• 危险类别：
  6.1
• 危险性防范说明：
  P501,P261,P273,P270,P271,P264,P280,P391,P337+P313,P305+P351+P338,P361+P364,P332+P313,P301+P310+P330,P302+P352+P312,P304+P340+P311,P403+P233,P405
• 危险品运输编号：
  3276
• 危险性描述：
  H300,H311+H331,H315,H319,H400

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2-Fluoro-phenyl)-oxo-acetonitrile
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: (2-Fluoro-phenyl)-oxo-acetonitrile
CAS number: 80277-41-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C8H4FNO
Molecular weight: 149.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (2-氟苯基)-氧代乙腈 以94%的产率得到methyl 2-(2-fluorophenyl)-2-oxoacetate
  参考文献：
  名称：

  Oxime amides and hydrazone amides having fungicidal activity

  摘要：

  该发明涉及具有在植物（尤其是谷物）中控制白粉病的用途的化合物，一种控制白粉病的方法，以及用于实施该方法的杀菌组合物。该发明的化合物是芳基甘氨酰肼或杂环甘氨酰肼或环烯基甘氨酰肼。

  公开号：

  US06359156B1
• 作为产物：
  描述：

  copper(l) cyanide 、 邻氟苯甲酰氯 以 乙腈 为溶剂， 反应 4.0h， 生成 (2-氟苯基)-氧代乙腈
  参考文献：
  名称：

  Rh催化1,2-二氰基烯烃的不对称加氢

  摘要：

  已经开发了由铑和f-spiroPhos的配合物催化的1,2-二氰基烯烃的高效对映选择性氢化。在温和的条件下，以优异的对映选择性（高达98％ee）将一系列1,2-二氰基烯烃成功氢化为相应的手性1,2-二氰基烷烃。该方法提供了有效的手性二胺不对称合成途径。

  DOI：

  10.1021/acs.joc.6b02678
• 作为试剂：
  描述：

  邻氟苯甲酰氯 、 四磷十氧化物 、 三甲基氰硅烷 、 四氯化锡 在 (2-氟苯基)-氧代乙腈 、 氮气 、 ice 、 two 、 二氯甲烷 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以to yield 0.711 g (47%) of 2-fluorobenzoyl cyanide as a colorless oil的产率得到(2-氟苯基)-氧代乙腈
  参考文献：
  名称：

  Organic nitriles as insect antifeedants

  摘要：

  一种新型的有机腈类似于Dithyrea wislizenii（十字花科）的吲哚生物碱，已经被发现是阻止秋粮螟和欧洲玉米螟进食的有效抑制剂。

  公开号：

  US04942247A1

文献信息

• Proline-catalyzed aldol reactions of acyl cyanides with acetone: an efficient and convenient synthesis of 1,3-diketones
  作者：Zongxuan Shen、Bin Li、Lu Wang、Yawen Zhang

  DOI：10.1016/j.tetlet.2005.10.036

  日期：2005.12

  The aldol-type addition of acetone towards (un)substituted benzoyl, heteroarylcarbonyl or α,β-unsaturated acyl cyanides was efficiently catalyzed by l-proline (30 mol %) to give 2-hydroxy-4-oxo-2-substituted pentanenitriles. Upon the treatment with sodium hydroxide, the adducts transformed to 1,3-diketones in good-to-excellent yield, furnishing an efficient and convenient method for the regioselective

  丙酮对（未）取代的苯甲酰基，杂芳基羰基或α，β-不饱和酰基氰的醛醇型加成被1-脯氨酸（30mol％）有效地催化，得到2-羟基-4-氧代-2-取代的戊腈。用氢氧化钠处理后，加合物以良好至优异的产率转化为1，3-二酮，为1，3-二酮的区域选择性合成提供了一种有效而方便的方法。
• [EN] SULFONAMIDE-HETEROCYCLIC HERBICIDAL COMPOUNDS<br/>[FR] COMPOSÉS HERBICIDES HÉTÉROCYCLIQUES DE SULFONAMIDE
  申请人：SYNGENTA LTD

  公开号：WO2015004282A1

  公开（公告）日：2015-01-15

  The present invention relates sulfonanilide derivatives of the formula (I) wherein A, W, X, Z, m, n, p, R, R1, R2, R5, R6, R11 and R12 are as defined in the specification. Furthermore, the present invention relates to herbicidal compositions comprising these compounds and to methods of using these compounds to control plant growth.

  本发明涉及式(I)的磺胺苯酰胺衍生物，其中A、W、X、Z、m、n、p、R、R1、R2、R5、R6、R11和R12如规范中定义。此外，本发明涉及包含这些化合物的除草剂组合物，以及使用这些化合物控制植物生长的方法。
• Stereoselective Synthesis of Fully-Substituted Acrylonitriles via Formal Acylcyanation of Electron-Rich Alkynes
  作者：Bing Liu、Yong Wang、Ying Chen、Qian Wu、Jing Zhao、Jianwei Sun

  DOI：10.1021/acs.orglett.8b01180

  日期：2018.6.15

  A Sc(OTf)3-catalyzed formal acylcyanation of electron-rich alkynes for the efficient synthesis of fully-substituted acrylonitriles is described. By means of alkyne carbonyl metathesis, the reaction features mild conditions, high regio- and stereoselectivity, and a broad scope. The strong preference of the nitrile group for inward rotation in the torquoselective ring opening of the oxetane intermediate

  描述了Sc（OTf）3催化的富电子炔烃的正式酰基氰化反应，用于有效合成完全取代的丙烯腈。通过炔烃羰基复分解，该反应具有温和的条件，高的区域选择性和立体选择性以及广阔的范围。在氧杂环丁烷中间体的扭转选择开环中，腈基对向内旋转的强烈偏好决定了该过程的显着Z选择性。
• Chemical process
  申请人：Imperial Chemical Industries PLC

  公开号：US04912262A1

  公开（公告）日：1990-03-27

  According to the present invention there is provided process for preparing a compound of formula (I): ##STR1## or a salt, acylate or sulphonate derivative thereof; wherein R.sup.1 is an optionally substituted aryl group, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are selected from hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkanoyl or --CO.sub.2 R.sup.a wherein R.sup.a is C.sub.1-4 alkyl or R.sup.2 and R.sup.3 or R.sup.4 and R.sup.5 together with the carbon atom to which they are attached form a C.sub.3-6 cycloalkyl ring, provided that at least R.sub.2 and R.sup.3 or R.sup.4 and R.sup.5 are not both hydrogen and that not more than two of R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are C.sub.1-4 alkanoyl or --CO.sub.2 R.sup.a ; which process comprises reacting a compound of formula (II): ##STR2## wherein R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are as defined in relation to formula (I) with a compound of formula (III): R.sup.1 COCN (III) wherein R.sup.1 is as defined in relation to formula (I) in the presence of a base and a Lewis acid.

  根据本发明提供了制备化合物的方法，其化学式为(I)：或其盐、酰化物或磺酸酯衍生物；其中R^1是可选择的取代芳基，R^2、R^3、R^4和R^5选择自氢、C1-4烷基、C1-4醇酰基或--CO2R^a，其中R^a是C1-4烷基或R^2和R^3或R^4和R^5与它们连接的碳原子一起形成一个C3-6环烷基环，前提是至少R^2和R^3或R^4和R^5不同时为氢，且R^2、R^3、R^4和R^5中不超过两个为C1-4醇酰基或--CO2R^a；该方法包括将化合物(II)：其中R^2、R^3、R^4和R^5如化学式(I)所定义，与化合物(III)：R^1COCN (III)在碱和Lewis酸存在下反应。
• 一种杂环酯类化合物的制备方法
  申请人：河南农业大学

  公开号：CN113979955A

  公开（公告）日：2022-01-28

  本发明公开了一种杂环酯类化合物的制备方法，包括下列步骤：将羟甲基取代杂环化合物、苯甲酰腈衍生物加入有机溶剂中进行搅拌反应24h，然后冷却至室温，得到反应液；将所得反应液进行浓缩，分离纯化，即得。本发明实现了在无金属和无氧化剂条件下制备杂环酯类化合物的简便有效方法，以经济易得的羟甲基取代杂环化合物和苯甲酰腈衍生物为原料，直接在溶剂中搅拌发生C‑C键断裂，经过酰化反应生成相应的杂环酯类化合物，该类化合物可用于香料、药物和有机合成等领域。本发明合成体系适用范围较广，兼容烷基、烷氧基、各种卤素原子等官能团，不需要惰性气体保护条件，反应条件温和，底物范围较广，具有较高的产率。