2-正辛腈 | 80997-84-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-正辛腈
• 英文名称: heptanoyl cyanide
• 英文别名: 2-Oxooctanenitrile
• CAS: 80997-84-8
• 化学式: C₈H₁₃NO
• mdl: MFCD00001840
• 分子量: 139.197
• InChiKey: PUWGZJVZERGZMD-UHFFFAOYSA-N

物化性质

• 沸点：
  41 °C (1.5 mmHg)
• 密度：
  0.88
• 闪点：
  79 °C
• 稳定性/保质期：
  <p>遵照规定使用和储存，则不会分解。</p>

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22

SDS

Name:	2-Oxooctanenitrile tech. Material Safety Data Sheet
Synonym:
CAS:	80997-84-8

Section 1 - Chemical Product MSDS Name:2-Oxooctanenitrile tech. Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
80997-84-8	2-Oxooctanenitrile, tech.		279-644-1

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.Harmful.Combustible liquid.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. The toxicological properties of this substance have not been fully investigated.
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:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
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 if cough or other symptoms appear.
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. Use only in a chemical fume hood.
Storage:
Keep away from sources of ignition. Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4C/39F.)

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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.
Exposure Limits CAS# 80997-84-8: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear a chemical apron.
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: clear brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 41 deg C @ 1.50mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 79 deg C ( 174.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .8880g/cm3
Molecular Formula: C8H13NO
Molecular Weight: 139.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases, strong acids, strong reducing 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# 80997-84-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Oxooctanenitrile, tech. - 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: NITRILES, LIQUID, 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.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 80997-84-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 80997-84-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 80997-84-8 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-正辛腈 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 (R,R)-f-spiroPhos 、 氢气 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 20.0~80.0 ℃ 、1.01 MPa 条件下， 反应 7.0h， 生成 (2S)-2-(cyanomethyl)octanenitrile
  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
• 作为产物：
  描述：

  copper(l) cyanide 、 庚酰氯 以 乙腈 为溶剂， 反应 4.0h， 生成 2-正辛腈
  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

文献信息

• Catalytic One-Pot, Three-Component Acyl-Strecker Reaction
  作者：Benjamin List、Subhas Pan

  DOI：10.1055/s-2007-968008

  日期：2007.2

  Different aldehydes and amines react with acyl cyanides in the presence of a catalytic amount of the Schreiner thiourea catalyst to give the corresponding N-acyl amino nitriles in high yields. The scope of the reaction is broad and both aromatic and aliphatic aldehydes and amines can readily be used.

  在施赖纳硫脲催化剂的催化下，不同的醛和胺与酰基氰化物发生反应，生成相应的 N-酰基氨基腈，产率很高。该反应的范围很广，芳香族和脂肪族醛类和胺类均可使用。
• Catalytic Asymmetric Three-Component Acyl-Strecker Reaction
  作者：Subhas Chandra Pan、Benjamin List

  DOI：10.1021/ol0702674

  日期：2007.3.1

  The first organocatalytic asymmetric three-component Strecker reaction, the urea-catalyzed acylcyanation of in situ generated imines, has been developed. Different alpha-amido nitriles are formed in excellent yields and enantioslectivities from aldehydes, amines, and acyl cyanides in the presence of Jacobsen's thiourea catalyst 5. Despite its obvious use for the synthesis of alpha-amino acids and their

  已开发出第一个有机催化不对称三组分Strecker反应，即尿素催化的原位生成的亚胺酰基氰化反应。在雅各布森的硫脲催化剂5的存在下，由醛，胺和酰基氰化物以优异的收率和对映体电性形成了不同的α-酰胺基腈。尽管它明显地用于合成α-氨基酸及其衍生物，但我们的反应可能会找到用处面向多样性的合成和药物化学。[反应：看文字]
• POLYMERIZATION METHOD
  申请人：KANEKA CORPORATION

  公开号：EP1090930A1

  公开（公告）日：2001-04-11

  This invention is related to a polymerization method    wherein an atom transfer radical polymerization of a vinyl monomer is carried out under at least one condition selected from the group consisting of the following (1), (2), (3) and (4): (1) in a substantially anhydrous system; (2) in the presence of a nitrile compound; (3) addition, to the system, of a ligand to the polymerization catalyst to thereby initiate the polymerization; (4) varying a polymerization catalyst activity during polymerization to thereby control the rate of polymerization. This invention provides a method which allows the terminal halogen atom to remain at a high rate in atom transfer radical polymerization, solve such problems as the difficulty in polymerization rate control as caused by catalyst precipitation and wide variation in catalyst amount, provide a simple and safe method of polymerization initiation as well as a method of controlling the rate of polymerization, and indicate a method of improving the polymerization procedure.

  本发明涉及一种聚合方法 其中，乙烯基单体的原子转移自由基聚合在至少一种选自以下(1)、(2)、(3)和(4)组成的条件下进行： (1) 在基本上无水的体系中； (2) 在有腈化合物存在的情况下 (3) 在体系中向聚合催化剂添加配位体，从而启动聚合反应； (4) 在聚合过程中改变聚合催化剂的活性，从而控制聚合速率。 本发明提供了一种可使末端卤原子在原子转移自由基聚合中保持较高聚合速率的方法，解决了因催化剂沉淀和催化剂用量变化大而导致聚合速率难以控制等问题，提供了一种简单安全的聚合引发方法和聚合速率控制方法，并指出了一种改进聚合程序的方法。
• Efficient asymmetric reduction of acyl cyanides with B-3-pinanyl 9-BBN (Alpine-borane)
  作者：M. Mark Midland、Penny E. Lee

  DOI：10.1021/jo00217a053

  日期：1985.8
• MIDLAND, M. M.;LEE, P. E., J. ORG. CHEM., 1985, 50, N 17, 3237-3239
  作者：MIDLAND, M. M.、LEE, P. E.

  DOI：——

  日期：——

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