3-(二甲基胺)丙烯腈 | 2407-68-3

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-(二甲基胺)丙烯腈
• 中文别名: 3-(二甲氨基)丙烯腈；3-(二甲基氨)丙烯腈
• 英文名称: 3-dimethylaminoacrylonitrile
• 英文别名: 3-dimethylamino-acrylnitrile；β-dimethylaminoacrylonitrile；2-Dimethylaminoacrylnitril；3-(Dimethylamino)prop-2-enenitrile
• CAS: 2407-68-3
• 化学式: C₅H₈N₂
• mdl: MFCD00001929
• 分子量: 96.1319
• InChiKey: ZKKBIZXAEDFPNL-UHFFFAOYSA-N

物化性质

• 沸点：
  76-80 °C0.3 mm Hg(lit.)
• 密度：
  0.947 g/mL at 20 °C(lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：
  避免让氧化物、光线、高温、空气和水相互接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R22
• 海关编码：
  2926909090
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险品运输编号：
  UN 3276 6.1/PG 2
• 储存条件：
  将紧密包装的藏品存放在阴凉、干燥的地方。

SDS

Name:	3-(Dimethylamino)acrylonitrile Material Safety Data Sheet
Synonym:	N,N-Dimethylaminoacrylonitrile; beta-(Dimethylamino)acrylonitrile
CAS:	2407-68-3

Section 1 - Chemical Product MSDS Name:3-(Dimethylamino)acrylonitrile Material Safety Data Sheet
Synonym:N,N-Dimethylaminoacrylonitrile; beta-(Dimethylamino)acrylonitrile

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2407-68-3	3-(Dimethylamino)acrylonitrile	>95	219-305-7

Hazard Symbols: XN
Risk Phrases: 22 36/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Irritating to eyes and skin.Light sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
No information found.

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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 immediately. 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Fire or excessive heat may result in violent rupture of the container due to bulk polymerization.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Avoid breathing vapor or mist. Pure vapor will be uninhibited and may polymerize in vents or other confined spaces.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from light.

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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 process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels. See 29CFR 1910.1045 for regulations applying to all occupational exposures to acrylonitrile.
Exposure Limits CAS# 2407-68-3: Personal Protective Equipment Eyes: Wear chemical splash goggles.
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: colorless
Odor: amine-like
pH: 10.1 @saturated sol.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 94 deg C @ 2.25 mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: 475 deg C ( 887.00 deg F)
Flash Point: 125 deg C ( 257.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Not available.
Specific Gravity/Density: 0.88
Molecular Formula: C5H8N2
Molecular Weight: 96.13

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
May polymerize.
Conditions to Avoid:
Light, temperatures above 200C, exposure to moist air or water, confined spaces.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong acids, strong bases.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: May occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2407-68-3: UD1302500 LD50/LC50:
CAS# 2407-68-3: Oral, rat: LD50 = 946 mg/kg.
Carcinogenicity:
3-(Dimethylamino)acrylonitrile - 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: 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 22 Harmful if swallowed.
R 36/38 Irritating to eyes and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 2407-68-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2407-68-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2407-68-3 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：

  3-(二甲基胺)丙烯腈 在 氢气 作用下， 以 氨 为溶剂， 80.0 ℃ 、2.5 MPa 条件下， 生成 N,N-二甲基-1,3-二氨基丙烷
  参考文献：
  名称：

  一种制备N，N-二甲基-1，3-丙二胺的方法

  摘要：

  本发明涉及一种制备N，N‑二甲基‑1，3‑丙二胺的方法，将丙烯腈加入到合成釜内，加入二甲胺，经过减压精馏去除二甲胺制得N，N‑二甲氨基丙烯腈；加入加氢催化剂，向高压釜内通入液氨，通入氢气，反应，沉降后初馏，精馏得到N，N‑二甲基‑1，3‑丙二胺。本发明提供了一种制备DMAPA的方法，工艺简单，保证了选择性的提高，大大减少了单位重渣的产量，节约了大量危废的处理费用；降低了原料丙烯腈和二甲胺的消耗，节约了DMAPA合成装置的原料消耗成本，即节省了生产成本，提高了企业利益。

  公开号：

  CN105198754B
• 作为产物：
  描述：

  3-Dimethylamino-3-ethoxyacrylonitril 在 platinum on carbon 、 氢气 作用下， 生成 3-(二甲基胺)丙烯腈
  参考文献：
  名称：

  酰胺缩醛和亚硝基酯的氢解

  摘要：

  在非常温和的反应条件下，在普通的氢化催化剂上，将酰胺缩醛和亚胺基酯氢化为胺。这一发现为选择性还原酰胺提供了新的策略。该方法的合成效用通过选择性还原带有酯基和腈基的酰胺得到了证明。

  DOI：

  10.1002/cctc.201701287

文献信息

• Mandelic acid derivatives and their use as throbin inhibitors
  申请人：——

  公开号：US20040019033A1

  公开（公告）日：2004-01-29

  There is provided a compound of formula I 1 wherein R a , R 1 , R 2 , Y and R 3 have meanings given in the description and pharmaceutically acceptable derivatives (including prodrugs) thereof, which compounds and derivatives are useful as, or are useful as prodrugs of, competitive inhibitors of trypsin-like proteases, such as thrombin, and thus, in particular, in the treatment of conditions where inhibition of thrombin is required (e.g. thrombosis) or as anticoagulants.

  提供了一种公式I的化合物 1 其中R a , R 1 , R 2 , Y和R 3 具有说明书中给出的含义以及药学上可接受的衍生物（包括前药），这些化合物和衍生物可用作竞争性胰蛋白酶样蛋白酶抑制剂，如凝血酶，因此，特别是用于需要抑制凝血酶的情况（例如血栓形成）或作为抗凝剂。
• Novel Imidazole Derivatives Useful for the Treatment of Arthritis
  申请人：Hughes Norman Earle

  公开号：US20120302608A1

  公开（公告）日：2012-11-29

  The present invention provides compounds of the formula below: where A, X and R1-R6 are as described herein, a pharmaceutical salt thereof, and a pharmaceutical composition containing this compound; methods of treating pain associated with osteoarthritis using one of the compounds or a pharmaceutically acceptable salt thereof, and processes for preparing the compounds.

  本发明提供了以下式的化合物： 其中A、X和R1-R6如本文所述，其药用盐，以及含有该化合物的药物组合物；使用其中一种化合物或其药用盐治疗与骨关节炎相关的疼痛的方法，以及制备这些化合物的方法。
• [EN] PHARMACEUTICAL COMBINATION<br/>[FR] COMBINAISON PHARMACEUTIQUE
  申请人：ASTRAZENECA AB

  公开号：WO2003101956A1

  公开（公告）日：2003-12-11

  There is provided a combination product comprising: (1) a compound of claim 1 in WO 02/44145 or a compound of claim 20 in WO 02/44145 (or derivative thereof)or a pharmaceutically-acceptable derivative thereof; and (1) a compound as defined in claim 1 of WO 01/28992 or (2) a compound of Claim 34 of WO 01/28992 or (3) Compound A or B or C or D (or pharmaceutically-acceptable salts thereof) for use in treating arrhythmia or a coagulation controlled complication thereof.

  提供了一种组合产品，包括：(1) WO 02/44145中权利要求1的化合物或WO 02/44145中权利要求20的化合物（或其衍生物）或药用可接受的衍生物；以及（1）WO 01/28992中权利要求1定义的化合物或（2）WO 01/28992中权利要求34的化合物或（3）化合物A或B或C或D（或药用可接受的盐）用于治疗心律不齐或其凝血控制的并发症。
• A base promoted multigram synthesis of aminoisoxazoles: valuable building blocks for drug discovery and peptidomimetics
  作者：Bohdan A. Chalyk、Inna Y. Kandaurova、Kateryna V. Hrebeniuk、Olga V. Manoilenko、Irene B. Kulik、Rustam T. Iminov、Vladimir Kubyshkin、Anton V. Tverdokhlebov、Osman K. Ablialimov、Pavel K. Mykhailiuk

  DOI：10.1039/c6ra02365g

  日期：——

  A practical multigram metal free synthesis of isoxazole-containing building blocks from commercially available amino acids was elaborated. The key reaction was a regioselective [3 + 2]-cycloaddition of in situ generated nitrile oxides with alkynes/enamines. The obtained building blocks were used in the preparation of bioactive compounds and peptidomimetics.

  阐述了从可商购获得的氨基酸中实用的无重克合成含异恶唑结构单元的方法。关键反应是原位生成的腈氧化物与炔烃/烯胺的区域选择性[3 + 2]-环加成反应。所获得的结构单元用于制备生物活性化合物和拟肽。
• Dehydrative Allylation of Alkenyl sp² C–H Bonds
  作者：Xinying Cai、Huicong Xing、Ju Qiu、Bowen Li、Peizhong Xie

  DOI：10.1021/acs.orglett.1c01309

  日期：2021.6.4

  environmentally benign manner. A novel C–OH bond cleavage method was found to be crucial for this practical protocol. A variety of alkenes and allylic alcohols equipped with wide-spectrum functional groups can be successfully incorporated into the desired cross-coupling, affording 1,4-dienes with moderate to excellent yields and high stereo- and regioselectivity.

  我们通过结合市售的 Ca(NTf 2 )PF 6和 Pd(PPh 3 ) 4设计了一种协同催化系统，以环境友好的方式解决烯基 sp 2 C-H 键的脱水烯丙基化问题。发现一种新的 C-OH 键裂解方法对于该实用方案至关重要。各种具有广谱官能团的烯烃和烯丙醇可以成功地结合到所需的交叉偶联中，从而提供具有中等至优异产率和高立体选择性和区域选择性的 1,4-二烯。

表征谱图