1,10-十一碳二烯 | 13688-67-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 无环烃
• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 1,10-十一碳二烯
• 中文别名: 1,10-十一二烯；1,10-十一烷二烯；1,1-十一碳二烯
• 英文名称: 1,10-undecadiene
• 英文别名: Undecadien-(1,10)；undeca-1,10-diene
• CAS: 13688-67-0
• 化学式: C₁₁H₂₀
• mdl: MFCD00059203
• 分子量: 152.28
• InChiKey: VOSLXTGMYNYCPW-UHFFFAOYSA-N

物化性质

• 沸点：
  187 °C
• 密度：
  0.77
• 保留指数：
  1067;1067;1088;1083;1085;1078

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  11
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.636
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险等级：
  3
• 危险品运输编号：
  3295
• 海关编码：
  2901299090
• 包装等级：
  III
• 危险类别：
  3
• 储存条件：
  存储条件：2～8℃，干燥

SDS

1,10-Undecadiene
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 1,10-Undecadiene

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 3
Flammable liquids
HEALTH HAZARDS
Category 1
Aspiration hazard
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Flammable liquid and vapour
May be fatal if swallowed and enters airways
Precautionary statements:
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
[Prevention]
Keep container tightly closed.
Use explosion-proof electrical/ventilating/lighting equipment. Take precautionary
measures against ignition by the static discharge and the spark.
Wear protective gloves/eye protection/face protection.
[Response] IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Do NOT
induce vomiting.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
[Storage] Store in a well-ventilated place. Keep cool.
Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 1,10-Undecadiene
....
Percent:
CAS Number: 13688-67-0
Chemical Formula: C11H20
1,10-Undecadiene

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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.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. 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: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT
induce vomiting.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
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: Keep containers cool by
spraying with water. Eliminate all ignition sources 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
Use extra personal protective equipment (self-contained breathing apparatus). Keep
Personal precautions,
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in dry sand or inert absorbent before recovering it into an
containment and cleaning airtight container. In case of large amount of spillage, contain a spill by bunding.
up: Adhered or collected material should be promptly disposed of, in accordance with
appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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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 generation of vapour or mist. Keep away from heat/sparks/open flame/hot
surfaces. -No smoking. Take measures to prevent the build up of electrostatic
charge. Use explosion-proof equipment. Wash hands and face thoroughly after
handling.
Use a closed system if possible. Use a ventilation, local exhaust if vapour or aerosol
will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Storage conditions:
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
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
1,10-Undecadiene

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Hand protection: Impervious gloves.
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Liquid
Physical state (20°C):
Form: Clear
Colour: Colorless - Slightly pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 187°C
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 0.77
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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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:
Spark, Open flame, Static discharge
Conditions to avoid:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
No data available
Crustacea:
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
No data available
Log Pow:
Soil adsorption (Koc): No data available
1,10-Undecadiene

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Section 12. ECOLOGICAL INFORMATION
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to 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: 3: Flammable liquid.
3295
UN-No:
Proper shipping name: Hydrocarbons, liquid, n.o.s.
Packing group: III

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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：

  1,10-十一碳二烯 在 双氧水 、 diborane(6) 作用下， 生成 1,11-十一烷二醇
  参考文献：
  名称：

  Multiple Electron Tunneling Paths across Self-Assembled Monolayers of Alkanethiols with Attached Ruthenium(II/III) Redox Centers

  摘要：

  Alkanethiol monolayers with pendant redox centers are deposited on gold electrolytes by self-assembly. The monolayers are composed of both an electroactive thiol, HS(CH2)(n)C(O)NHCH(2)pyRu(NH3)(5)(2+/3+), with 10-15 methylene groups, and a diluent thiol, HS(CH2)mCoOH, also with 10-15 methylene groups. The monolayers are classified as ''matched'' (n = m), ''exposed'' (n = 15, m = 10-14), and ''buried'' (n = 10, m = 11-15) according to the relative position of the redox center. Cyclic voltammograms in aqueous Na2SO4 indicate that the monolayers are close-packed with the redox centers residing in the aqueous phase in all but the most buried cases. Measurements of electron transfer kinetics by several methods (cyclic voltammetry, ac impedance spectroscopy, chronoamperometry) yield an internally consistent set of kinetic parameters, the standard rate constant k degrees, and the reorganization energy lambda of the redox centers. The reorganization energies are in good agreement with the theoretically predicted value of 1.0 eV for the pyRu(NH3)(5) redox centers. Plots of ln(k degrees) vs m are linear in all three cases. The slopes of the linear regression fit provide tunneling parameters (beta, where k degrees approximate to e(-beta m)) of 0.97 +/- 0.03 (matched cases), 0.83 +/- 0.03 (exposed cases) and 0.16 +/- 0.02 (buried cases) per methylene. This pattern of beta's is interpreted in terms of electronic coupling between the redox center and the electrode via both the redox thiol and the proximate diluent thiols, with the coupling via the diluent thiols dominating in the exposed cases.

  DOI：

  10.1021/jp962831q
• 作为产物：
  描述：

  10-烯酸甲酯 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 乙醚 为溶剂， 生成 1,10-十一碳二烯
  参考文献：
  名称：

  Mares,M.; Chvalovsky,V., Collection of Czechoslovak Chemical Communications, 1967, vol. 32, # 1, p. 382 - 397

  摘要：

  DOI：

文献信息

• A FACILE TRANSFORMATION OF ESTER GROUPS TO VINYL GROUPS BY THE ELECTROREDUCTIVE METHOD
  作者：Tatsuya Shono、Yoshihiro Matsumura、Shigenori Kashimura

  DOI：10.1246/cl.1978.69

  日期：1978.1.5

  A facile method of the transformation of esters to vinyl compounds was developed by using the electroreductive 1,2-elimination as a key step. β-Hydroxysulfones were electrochemically reduced to vinyl compounds in good yields. Hydroxyolefins could be also prepared from the corresponding lactones.

  通过使用电还原 1,2-消除作为关键步骤，开发了一种将酯转化为乙烯基化合物的简便方法。β-羟基砜以良好的产率电化学还原为乙烯基化合物。羟基烯烃也可以由相应的内酯制备。
• ケイ素化合物及び化粧料
  申请人：信越化学工業株式会社

  公开号：JP2017019745A

  公开（公告）日：2017-01-26

  【課題】軽い感触で、伸びが良く、撥水性に優れ、化粧膜が均一であり、化粧品に使用されるシリコーン油、炭化水素油、及びエステル油等の各種油剤又は有機紫外線吸収剤との混合系でも経時安定性、化粧持続性に優れる化粧料を与えることができる新規なケイ素化合物を提供する。【解決手段】下記一般式（１）で示されるケイ素化合物。【化１】（式中、Ｒ１は炭素数１〜３０のアルキル基、アリール基、アラルキル基及びフッ素置換アルキル基から選択される同種又は異種の有機基であり、Ｒ２は炭素数４〜２０の置換又は非置換の直鎖状又は分岐状の２価炭化水素基であり、ａは２〜３の整数である。）【選択図】なし

  提供一种新型硅化合物，可在化妆品中与硅油、烃油、酯类油等各种油剂或有机紫外线吸收剂混合体系中具有良好的延展性、良好的防水性、均匀的化妆膜，并且具有优异的抗老化稳定性和持久性。【解决方案】所述硅化合物如下一般式（1）所示。【化1】（式中，R1代表选择自烷基、芳基、芳基烷基和氟代烷基中的相同或不同的有机基，其碳原子数为1至30；R2代表取代或未取代的直链或支链的二价烃基，其碳原子数为4至20；a为2至3的整数。）【选择图】无
• Absolute Configuration for 1,<i>n</i>-Glycols: A Nonempirical Approach to Long-Range Stereochemical Determination
  作者：Xiaoyong Li、Carmin E. Burrell、Richard J. Staples、Babak Borhan

  DOI：10.1021/ja2119767

  日期：2012.6.6

  n-glycols (n = 2-12, 16) bearing two chiral centers were rapidly determined via exciton-coupled circular dichroism (ECCD) using a tris(pentafluorophenyl)porphyrin (TPFP porphyrin) tweezer system in a nonempirical fashion devoid of chemical derivatization. A unique "side-on" approach of the porphyrin tweezer relative to the diol guest molecule is suggested as the mode of complexation.

  具有两个手性中心的 1,n-二醇 (n = 2-12, 16) 的绝对构型是通过激子耦合圆二色性 (ECCD) 使用三（五氟苯基）卟啉（TPFP 卟啉）镊子系统在非经验的情况下快速确定的没有化​​学衍生的时尚。卟啉镊子相对于二醇客体分子的独特“侧面”方法被建议作为络合模式。
• Oxidation of terminal diols using an oxoammonium salt: a systematic study
  作者：Shelli A. Miller、James M. Bobbitt、Nicholas E. Leadbeater

  DOI：10.1039/c7ob00039a

  日期：——

  A systematic study of the oxidation of a range of terminal diols is reported, employing the oxoammonium salt 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4-NHAc-TEMPO+ BF4−) as the oxidant. For substrates bearing a hydrocarbon chain of seven carbon atoms or more, the sole product is the dialdehyde. A series of post-oxidation reactions have been performed showing that the

  的范围内终端的二醇的氧化的系统研究报告，采用氧合氨盐4-乙酰氨基-2,2,6,6-四甲基哌-1-含氧铵四氟硼酸盐（4-NHAC-TEMPO + BF 4 -）作为氧化剂。对于带有七个或七个以上碳原子的烃链的底物，唯一的产物是二醛。已经进行了一系列的后氧化反应，表明由氧化步骤得到的产物混合物可以直接进行随后的转化。对于含有四个至六个碳原子的二醇，内酯产物是氧化后的主要产物。在1，2-乙二醇和1，3-丙二醇的情况下，当使用底物与氧化剂的化学计量比为1∶0.5时，形成相应的单醛，其与另外的二醇迅速反应以产生缩醛产物。考虑到它们使用其他方法制备的困难以及它们在进一步的反应化学中的潜在应用，这具有特别的合成价值。
• Enzymatic Oxidative Tandem Decarboxylation of Dioic Acids to Terminal Dienes
  作者：Alexander Dennig、Sara Kurakin、Miriam Kuhn、Andela Dordic、Mélanie Hall、Kurt Faber

  DOI：10.1002/ejoc.201600358

  日期：2016.7

  The biocatalytic oxidative tandem decarboxylation of C7–C18 dicarboxylic acids to terminal C5–C16 dienes was catalyzed by the P450 monooxygenase OleT with conversions up to 29 % for 1,11-dodecadiene (0.49 g L–1). The sequential nature of the cascade was proven by the fact that decarboxylation of intermediate C6–C11 ω-alkenoic acids and heptanedioic acid exclusively gave nonconjugated 1,4-pentadiene;

  C7-C18 二元羧酸到末端 C5-C16 二烯的生物催化氧化串联脱羧由 P450 单加氧酶 OleT 催化，1,11-十二二烯（0.49 g L-1）的转化率高达 29%。中间体 C6-C11 ω-链烯酸和庚二酸的脱羧反应仅生成非共轭 1,4-戊二烯，证明了级联的顺序性质；放大允许分离 1,15-十六二烯和 1,11-十二二烯；该系统代表了一条从可再生二元羧酸获得末端二烯的绿色短途路线。

表征谱图