2-呋喃基GLY氧基O腈 | 6047-91-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-呋喃基GLY氧基O腈
• 中文别名: 2-呋喃基甲酰腈
• 英文名称: 2-furoyl cyanide
• 英文别名: furan-2-carbonyl cyanide
• CAS: 6047-91-2
• 化学式: C₆H₃NO₂
• mdl: MFCD00042670
• 分子量: 121.095
• InChiKey: BITJKGFKDMCINV-UHFFFAOYSA-N

物化性质

• 熔点：
  233-236 °C
• 沸点：
  85-87°C 12mm
• 密度：
  1.246
• 闪点：
  60℃
• 溶解度：
  可溶于DMSO（少许）、乙酸乙酯（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 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：
  54
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2932190090

SDS

Name:	Alpha-Oxo-2-Furanacetonitrile Material Safety Data Sheet
Synonym:	2-Furoyl cyanide
CAS:	6047-91-2

Section 1 - Chemical Product MSDS Name: Alpha-Oxo-2-Furanacetonitrile Material Safety Data Sheet
Synonym: 2-Furoyl cyanide

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6047-91-2	alpha-Oxo-2-furanacetonitrile		227-944-8

Hazard Symbols: XN
Risk Phrases: 20/21/22

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation, in contact with skin and if swallowed. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause 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:
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:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 6047-91-2: 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: Liquid
Color: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 85-87 deg C @ 12 mmHg
Freezing/Melting Point: 19 - 22 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.180
Molecular Formula: C6H3NO2
Molecular Weight: 121.1

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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:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 6047-91-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
alpha-Oxo-2-furanacetonitrile - 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: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class: 6.1
UN Number:
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.
Safety Phrases:
S 36/37 Wear suitable protective clothing and gloves. WGK (Water Danger/Protection) CAS# 6047-91-2: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 6047-91-2 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 6047-91-2 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 3/20/2003 Revision #0 Date: Original. The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-呋喃基GLY氧基O腈 在 四(三苯基膦)钯 作用下， 反应 12.0h， 以98%的产率得到2-氰基呋喃
  参考文献：
  名称：

  Palladium-catalyzed decarbonylation of acyl cyanides

  摘要：

  DOI：

  10.1021/jo00356a029
• 作为产物：
  描述：

  4,4,4-三氟-1-(2-呋喃基)-1,3-丁二酮 在 柠檬酸 、 sodium nitrite 、 乙酸酐 作用下， 以 水 、 氯仿 为溶剂， 反应 2.0h， 以78%的产率得到2-呋喃基GLY氧基O腈
  参考文献：
  名称：

  4,4,4-三氟-3,3-二羟基-2-（羟基亚氨基）丁-1-酮的三氟乙酰化作为酰基氰化物的简便合成策略

  摘要：

  氟化的1,3-二羰基化合物与NaNO 2在酸性条件下的反应重新研究表明，形成了相应的1,1,1-三氟-3-羟基亚氨基-丁酮-2,4-二酮，其主要以水合物形式分离。描述了通过酸催化的获得的1，3-二羰基化合物的2-羟基亚氨基衍生物的乙氧基-，烷基-，（杂）芳基取代的羰基氰化物的新颖合成。

  DOI：

  10.1016/j.jfluchem.2016.04.009

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。
• Cp*RuCl-Catalyzed [2 + 2 + 2] Cycloadditions of α,ω-Diynes with Electron-Deficient Carbon−Heteroatom Multiple Bonds Leading to Heterocycles
  作者：Yoshihiko Yamamoto、Keisuke Kinpara、Tomoaki Saigoku、Hideyuki Takagishi、Satoshi Okuda、Hisao Nishiyama、Kenji Itoh

  DOI：10.1021/ja045694g

  日期：2005.1.1

  In the presence of a catalytic amount of Cp*RuCl(cod), 1,6-diynes were allowed to react chemo- and regioselectively with electron-deficient nitriles and heterocumulenes at 60−90 °C to afford heterocyclic compounds. The mechanism of the ruthenium-catalyzed regioselective formations of bicyclic pyridines and pyridones were analyzed on the basis of density functional calculations. Cyclocotrimerizations

  在催化量的 Cp*RuCl(cod) 存在下，1,6-二炔可以在 60-90 °C 下与缺电子腈和杂枯烯进行化学和区域选择性反应，得到杂环化合物。在密度泛函计算的基础上分析了钌催化的双环吡啶和吡啶酮区域选择性形成的机制。丙炔酸乙酯与氰基甲酸乙酯或异氰酸丙酯的环三聚反应产生四种可能的吡啶或吡啶酮区域异构体中的两种。
• Reaction of Aromatic Acyl Chlorides with Potassium or Sodium Cyanide Impregnated onto Amberlite XAD Resins. Efficient Synthesis of Aromatic Acyl Cyanides
  作者：Kazuaki Sukata

  DOI：10.1246/bcsj.60.1085

  日期：1987.3

  The effects of alkali metal cyanide impregnated on Amberlite XAD resins (KCN/XAD, NaCN/XAD) have been examined using the cyanation of benzoyl chloride. In benzene, benzoyl cyanide was obtained in a very high yield with high selectivity under mild conditions. It is proposed that the reaction occurs on the surface of the resin. On the basis of the result obtained in the absence of any solvent, the reactivity

  已经使用苯甲酰氯的氰化检验了浸渍的碱金属氰化物对 Amberlite XAD 树脂（KCN/XAD、NaCN/XAD）的影响。在苯中，苯甲酰氰在温和条件下以非常高的收率和高选择性获得。建议反应发生在树脂表面。根据在不存在任何溶剂的情况下获得的结果，发现 KCN/XAD 对苯甲酰氰二聚的反应性比溶液中的 KCN 差得多。尽管酰氯与 KCN/XAD 或 NaCN/XAD 在苯中的反应以良好到极好的收率得到了各种酰氰，但无法获得脂肪族酰氰。
• AgI-PEG400-KI Catalyzed Environmentally Benign Synthesis of Aroyl Cyanides Using Potassium Hexacyanoferrate(II) as the Cyanating Agent
  作者：Zheng Li、Shengyi Shi、Jingya Yang

  DOI：10.1055/s-2006-950407

  日期：2006.9

  A practical cyanation of aroyl chlorides with 0.2 equivalent of non-toxic cyanide source, K 4 [Fe(CN) 6 ], 3 mol% AgI, 4 mol% PEG-400, and 3 mol% KI as the catalyst system is described. The reactions were performed in DMF at room temperature and provided the corresponding aroyl cyanides in 64-89% yield, typically in less than ten hours.

  描述了使用 0.2 当量无毒氰化物源、K 4 [Fe(CN) 6 ]、3 mol% AgI、4 mol% PEG-400 和 3 mol% KI 作为催化剂体系对芳酰氯进行实际氰化。该反应在室温下在 DMF 中进行，并以 64-89% 的产率提供相应的芳酰基氰化物，通常在不到 10 小时的时间内。
• Indium-mediated reductive coupling of acyl cyanides: a convenient synthesis of 1,2-diketones
  作者：Heung Soo Baek、Sung Jae Lee、Byung Woo Yoo、Jae Jung Ko、Sung Hoon Kim*、Joong Hyup Kim

  DOI：10.1016/s0040-4039(00)01411-8

  日期：2000.10

  The indium-mediated reductive coupling of acyl cyanides afforded the corresponding 1,2-diketones in moderate to good yields under neutral and mild conditions.

  在中性和温和条件下，铟介导的酰基氰的还原偶联以中等至良好的产率提供了相应的1,2-二酮。

表征谱图