癸二腈 | 4543-66-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 癸二腈
• 中文别名: 1,10-二氰癸烷；十二烷二腈;；十二烷二腈
• 英文名称: 1,12-dodecanedinitrile
• 英文别名: 1,10-dicyanodecane；dodecanedinitrile；1,10-Dicyandecan；Dodecandisaeuredinitril；dodecanedioic acid dinitrile
• CAS: 4543-66-2
• 化学式: C₁₂H₂₀N₂
• mdl: MFCD00013818
• 分子量: 192.304
• InChiKey: AVQYXBDAZWIFTO-UHFFFAOYSA-N

物化性质

• 熔点：
  21°C
• 沸点：
  195°C 8mm
• 密度：
  0,898 g/cm3
• 闪点：
  202°C
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• 稳定性/保质期：

  在常温常压下保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• RTECS号：
  JR2350000
• 海关编码：
  2926909090
• 危险品运输编号：
  3276

SDS

Dodecanedinitrile Revision number: 6
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Dodecanedinitrile

Revision number: 6

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 5
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements May be harmful if swallowed
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
Call a POISON CENTER or doctor/physician if you feel unwell.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Dodecanedinitrile
Percent: >98.0%(GC)
CAS Number: 4543-66-2
1,10-Dicyanodecane
Synonyms:
Chemical Formula: C12H20N2
Dodecanedinitrile

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Call a POISON CENTER or doctor/physician if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust as possible so that workers should not be
Engineering controls:
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator, self-contained breathing apparatus(SCBA), supplied air respirator,
etc. Use respirators approved under appropriate government standards and follow
local and national regulations.
Impervious gloves.
Hand protection:
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.
Dodecanedinitrile

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Form: Crystal- Lump
White - Very pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:21°C (Freezing point)
No data available
Boiling point/range:
Flash point: No data available
Flammability or explosive
limits:
No data available
Lower:
Upper: No data available
No data available
Relative density:
Solubility(ies):
No data available
[Water]
[Other solvents] No data available
420°C
Autoignition temperature:
Other data: The product is a liquid when ambient temperature is above melting point or due to
supercooling.

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
products:

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Section 11. TOXICOLOGICAL INFORMATION
orl-rat LDLo:3400 mg/kg
Acute Toxicity:
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
No data available
Reproductive toxicity:
RTECS Number: JR2350000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):
Dodecanedinitrile

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  癸二腈 在 lithium aluminium tetrahydride 、 氢溴酸 作用下， 以 乙醚 为溶剂， 生成 1,12-二溴十二烷
  参考文献：
  名称：

  Rasmussen,M. et al., Australian Journal of Chemistry, 1968, vol. 21, p. 2989 - 2999

  摘要：

  DOI：
• 作为产物：
  描述：

  (5-碘-戊基)-苯基醚 在 乙醚 、 乙醇 、 氢碘酸 、 sodium 作用下， 生成 癸二腈
  参考文献：
  名称：

  v. Braun, Chemische Berichte, 1909, vol. 42, p. 4548

  摘要：

  DOI：

文献信息

• Synthesis of New Heterocyclic Fatty Compounds
  作者：Sandra Fürmeier、Jürgen O. Metzger

  DOI：10.1002/ejoc.200390134

  日期：2003.3

  The terminal tetrazoles 1−5, the tetrazole analogues of the most important naturally occurring fatty acids, have been synthesized from fatty nitriles and completely characterized. The linear C12 bis(tetrazole) 6 was prepared and represents a valuable supplement to the previously known C2−C5 alkyl- and alkenyl-linked bis(tetrazoles). The tetrazoles 1−6 were converted into the respective 1,3,4-oxadiazoles

  末端四唑 1-5 是最重要的天然脂肪酸的四唑类似物，已由脂肪腈合成并已完全表征。制备了线性 C12 双（四唑）6，它是对先前已知的 C2-C5 烷基和烯基连接的双（四唑）的有价值的补充。通过在乙酸酐中加热，四唑 1-6 转化为相应的 1,3,4-恶二唑 13-17。还获得了三个双(恶二唑) 18-20。1,5-二取代四唑 12 是由 9(10)-氧代十八酸甲酯通过改进的施密特反应合成的。由顺式 9,10-环氧十八酸甲酯 (21) 制备了各种杂环，例如 4,5-二氢恶唑 22、恶唑烷 24、咪唑 26、恶唑 27 和咪唑啉硫酮 28。由于它们与天然存在的前列腺素的结构关系，化合物 12、22、24、26、27 和 28 应该作为高前列腺素类化合物而受到关注。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• 腈及其相应胺的制造方法
  申请人：中国石化扬子石油化工有限公司

  公开号：CN105001033B

  公开（公告）日：2018-06-22

  本发明涉及一种腈的制造方法，与现有技术相比，具有氨源用量显著降低、环境压力小、能耗低、生产成本低、腈产品的纯度和收率高等特点，并且能够获得结构更为复杂的腈。本发明还涉及由该腈制造相应胺的方法。
• The Synthesis of α, ω-Disubstituted Higher Alkanes from α, α, α, ω-Tetrachloroalkanes
  作者：Kazuo Saotome、Hiroshi Komoto、Toshiaki Yamazaki

  DOI：10.1246/bcsj.39.480

  日期：1966.3

  methods of the hydrolysis of α, α, α, ω-tetrachloroalkanes. The reactions were carried out in fuming nitric acid, with the addition of nitrogen dioxide during the reaction or in the presence of a small amount of phosphoric anhydride. α, ω-Dichloroalkanes were derived from the ω-chloroalkanoic acids by the Kolbe electrolytic synthesis. Various other novel α, ω-disubstituted alkanes with very long methylene

  通过改进的 α, α, α, ω-四氯烷烃的水解方法，以良好的产率（超过 90%）制备了比 ω-氯辛酸更高的 ω-氯烷酸。反应在发烟硝酸中进行，在反应过程中加入二氧化氮或在少量磷酸酐的存在下进行。α, ω-二氯烷烃通过 Kolbe 电解合成衍生自 ω-氯代链烷酸。还从四氯烷烃开始制备了各种其他具有很长亚甲基链的新型 α, ω-二取代烷烃，例如二醇、二腈、二羧酸和二胺。
• 一种Ru配合物催化伯胺无受体脱氢生成腈的 方法
  申请人：四川大学

  公开号：CN111635334B

  公开（公告）日：2021-11-30

  本发明公开了一种Ru配合物催化伯胺无受体脱氢生成腈的方法，按照mol比1：100：(100‑500)：1000‑3000，向反应试管中加入Ru配合物、碱、伯胺和有机溶剂，在80‑120℃条件下搅拌反应，当气相色谱监测原料完全消失后，停止反应收集反应液，对所述反应液及进行离心、取上清液，通过二氯甲烷萃取合并有机相，经干燥过滤后在减压下蒸去有机溶剂得到滤液，对所述滤液进行柱层析纯化，得目标产物腈。本发明催化剂活性好，反应结束后，催化体系单一，产物选择性好，后续处理简单，体系普适性好，对多种芳基、烷基和杂芳基取代的伯胺都有较好的催化效果，其中对仲胺也有较好的脱氢性能。
• Ni-Catalyzed Reductive Homocoupling of Unactivated Alkyl Bromides at Room Temperature and Its Synthetic Application
  作者：Yu Peng、Long Luo、Chang-Song Yan、Jian-Jian Zhang、Ya-Wen Wang

  DOI：10.1021/jo401936v

  日期：2013.11.1

  unactivated primary, secondary, and tertiary alkyl bromides is described. The catalytic system can be easily generated from air-stable and cheap materials and demonstrates broad functional group tolerance, thus allowing facile access to useful dimeric triterpene and lignan-like molecules. Moreover, the dimerization of tertiary bromide 6 efficiently establishes sterically hindered vicinal quaternary

  描述了一种室温镍催化的还原方法，用于未活化的伯，仲和叔烷基溴的均相偶联。催化体系可以容易地由空气稳定且廉价的材料产生，并显示出宽泛的官能团耐受性，因此可以轻松获得有用的二聚三萜和木脂素样分子。而且，叔溴化物6的二聚作用有效地建立了位阻式邻位季碳（C3a和C3a'），这是有趣的双吡咯并[2,3- b ]二氢吲哚生物碱的关键连接，从而使我们能够完成总外消旋体的合成。烟嘌呤（9）和叶硫蒽（10））。另外，该二聚方法可扩展为双过氢呋喃[2,3- b ]呋喃（5a）和二聚螺酮5b的高度立体选择性合成，这表明可能涉及自由基。

表征谱图