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6-十二炔 | 6975-99-1

中文名称
6-十二炔
中文别名
二正戊基乙炔
英文名称
6-dodecyn
英文别名
6-dodecyne;dodec-6-yne
6-十二炔化学式
CAS
6975-99-1
化学式
C12H22
mdl
MFCD00041658
分子量
166.307
InChiKey
IHPFQAOOSAGSPN-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    -13.99°C (estimate)
  • 沸点:
    99-100°C 4mm
  • 密度:
    0,787 g/cm3
  • 闪点:
    99-100°C/4mm
  • 介电常数:
    2.1699999999999999
  • 保留指数:
    1224

计算性质

  • 辛醇/水分配系数(LogP):
    5.5
  • 重原子数:
    12
  • 可旋转键数:
    6
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.833
  • 拓扑面积:
    0
  • 氢给体数:
    0
  • 氢受体数:
    0

安全信息

  • 安全说明:
    S24/25
  • 储存条件:
    室温

SDS

SDS:aa44853d29fdebb647ae359dedf3aac8
查看
6-Dodecyne
SAFETY DATA SHEET

Section 1. IDENTIFICATION
Product name: 6-Dodecyne

Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 4
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 Combustible liquid
May be fatal if swallowed and enters airways
Precautionary statements:
Keep away from flames and hot surfaces.
[Prevention]
Wear protective gloves and eye/face protection.
IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Do NOT
[Response]
induce vomiting.
Store in a well-ventilated place. Keep cool.
[Storage]
Store locked up.
Dispose of contents/container through a waste management company authorized by
[Disposal]
the local government.

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 6-Dodecyne
Percent: >97.0%(GC)
CAS Number: 6975-99-1
Chemical Formula: C12H22

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.
6-Dodecyne

Section 4. FIRST AID MEASURES
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.

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: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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 a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: 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.

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 flames and hot surfaces. 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, ventilation.
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.

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
Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
Respiratory protection:
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Hand protection: Impervious gloves.
6-Dodecyne

Section 8. EXPOSURE CONTROLS / PERSONAL 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.

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colorless - Slightly pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 209°C
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 0.78
Solubility(ies):
[Water] No data available
[Other solvents] No data available

Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Open flame
Conditions to avoid:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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

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
Log Pow: No data available
Soil adsorption (Koc): No data available
No data available
Henry's Law
constant(PaM3/mol):
6-Dodecyne

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.

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

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.


SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
    4-癸炔 4-decyne 2384-86-3 C10H18 138.253
    1-庚炔 1-Heptyne 628-71-7 C7H12 96.1723
    1-己炔 hex-1-yne 693-02-7 C6H10 82.1454
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    1-十二炔 1-dodecyne 765-03-7 C12H22 166.307

反应信息

  • 作为反应物:
    描述:
    6-十二炔氢气manganese(II) bis(trimethylsilyl)amide二异丁基氢化铝 作用下, 以 正己烷 为溶剂, 20.0 ℃ 、500.01 kPa 条件下, 反应 20.0h, 以87%的产率得到十二烷
    参考文献:
    名称:
    锰纳米片:新的簇拓扑和催化
    摘要:
    虽然单金属配合物的配位化学和较大金属颗粒的表面特征已被充分了解,但分子金属纳米团簇的制备仍然是一个巨大的挑战。离散的平面金属簇构成簇生长的纳米级快照,但由于对三维结构和快速聚集或分解的强烈偏好而特别罕见。一个简单的配体交换过程导致了一种新型杂配Mn 6纳米团簇的形成,该纳米团簇以前所未有的平椅拓扑结晶,并表现出独特的磁性和催化性能。磁化率研究记录了锰离子之间强烈的电子通讯。Mn 6分子簇的还原活化能够实现烯烃、炔烃和亚胺的催化氢化。
    DOI:
    10.1002/anie.201800079
  • 作为产物:
    描述:
    1-庚炔 在 W2(1-methoxy-2-methylpropan-2-ol)6 作用下, 以 甲苯 为溶剂, 反应 1.0h, 以77%的产率得到6-十二炔
    参考文献:
    名称:
    选择性末端炔烃复分解:独特的含有半不稳定配体的三键合双核钨烷氧基复合物的合成和使用
    摘要:
    在原位合成的新炔复分解催化剂被描述,特别着重于寻找基于三- alkoxytungsten末端炔复分解。在这种情况下,已证明半不稳定的,含醚的烷氧基配体是合适的,并导致设计和使用空间受阻的可半配体用于合成定义明确的双核,三键键合的W≡W配合物。该络合物显示出是用于末端炔烃复分解的高活性和选择性催化剂前体,并允许空前的苯乙炔复分解。
    DOI:
    10.1002/adsc.200700104
  • 作为试剂:
    参考文献:
    名称:
    On the mechanism of titanocenedichloride-catalysed hydromagnesiation of alkynes with alkyl Grignard reagents
    摘要:
    烯烃与烷基格氏试剂的钛二氯化物催化氢化镁化反应机理得到阐明,并揭示了反应的立体化学受控于从钛到镁的过渡金属化步骤。
    DOI:
    10.1039/c39950000659
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文献信息

  • Palladium-Catalyzed Controlled Carbopalladation of Benzyne
    作者:Eiji Yoshikawa、K. V. Radhakrishnan、Yoshinori Yamamoto
    DOI:10.1021/ja001205a
    日期:2000.8.1
    derivatives 16 in moderate yields (ii). The reaction of benzyne precursor 1a with the alkynes 15a−c,f−h in the presence of Pd(OAc)2 (5 mol %)−(o-tolyl)3P (5 mol %) catalyst and CsF (2.0 equiv) in CH3CN gave the phenanthrene derivatives 17 (iii), whereas the reaction of 1a with the alkynes 15a,b,i in the presence of the same catalysts and CsF in CH3CN−toluene gave the indene derivatives 18 in good yields (iv)
    2-三甲基甲硅烷基苯基三氟甲磺酸盐 1a,一种苄基前体,在 CsF(2.0 当量)和 Pd2(dba)3·CHCl3 (2.5 mol %)-dppf (5 mol %) 存在下与烯丙基氯化物 2a-f 反应:1 CH3CN 和 THF 的混合溶剂以良好的产率 (i) 产生菲衍生物 3 及其次要的区域异构体 4,并且 1a 与 2a 和内部炔烃 15a,ce 的反应以中等产率提供萘衍生物 16 (二)。在 Pd(OAc)2 (5 mol %)-(o-tolyl)3P (5 mol %) 催化剂和 CsF (2.0 equiv) 存在下,苄基前体 1a 与炔烃 15a-c,f-h 的反应CH3CN 得到菲衍生物 17 (iii),而 1a 与炔烃 15a,b,i 在相同催化剂和 CsF 存在下在 CH3CN-甲苯中的反应以良好的产率 (iv) 得到茚衍生物 18。
  • Migratory Hydrogenation of Terminal Alkynes by Base/Cobalt Relay Catalysis
    作者:Xufang Liu、Bingxue Liu、Qiang Liu
    DOI:10.1002/anie.201916014
    日期:2020.4.20
    an analogous protocol for alkyne substrates is yet to be developed. Herein, a base and cobalt relay catalytic process for the selective synthesis of (Z)-2-alkenes and conjugated E alkenes by migratory hydrogenation of terminal alkynes is disclosed. Mechanistic studies support a relay catalytic process involving a sequential base-catalyzed isomerization of terminal alkynes and cobalt-catalyzed hydrogenation
    烯烃的迁移功能化已成为一种强大的策略,可在烃链上原始反应位点的远侧位置实现功能化。但是,尚未开发出用于炔烃底物的类似方案。本文中,公开了通过末端炔的迁移加氢选择性合成(Z)-2-烯烃和共轭E烯烃的碱和钴中继催化方法。机理研究支持中继催化过程,该过程涉及末端炔烃的顺序碱催化异构化和2-炔烃或共轭二烯中间体的钴催化氢化。值得注意的是,这种实用的非贵金属催化系统能够有效控制这种转化的化学,区域和立体选择性。
  • PROCESS FOR PRODUCTION OF FUSED RING COMPOUND
    申请人:Miura Masahiro
    公开号:US20090156832A1
    公开(公告)日:2009-06-18
    It is an object of the present invention to provide a method for manufacturing a fused ring compound, with which a fused ring compound that has excellent charge transport property and that has excellent solubility in solvents can be obtained efficiently. The method of the present invention for manufacturing a fused ring compound involves reacting a compound expressed by the following General Formula (1a) and a compound expressed by the following General Formula (1b) in the presence of an amine and a metal complex catalyst: (where Ar 11 and Ar 12 are each independently an atom group constituting an aromatic ring or a heterocyclic ring; X 11 and X 12 are each independently a hydrogen atom or a halogen atom, and at least one is a halogen atom; and R 11 and R 12 are each independently a hydrogen atom, an all group, an alkoxy group, an alkylthio group, an alkylamino group, an alkoxycarbonyl group, an aryl group, a heterocyclic group, or a cyano group, provided that at least one of R 11 and R 12 is not a hydrogen atom).
    本发明的目的是提供一种制造融环化合物的方法,通过该方法可以高效地获得具有优异电荷传输性能和在溶剂中具有优异溶解性的融环化合物。本发明的制造融环化合物的方法涉及在胺和金属络合催化剂存在下,使下述通用式(1a)表示的化合物与下述通用式(1b)表示的化合物发生反应: (其中Ar11和Ar12分别独立地是构成芳香环或杂环的原子团;X11和X12分别独立地是氢原子或卤素原子,至少一个是卤素原子;R11和R12分别独立地是氢原子、烷基、烷氧基、烷基硫基、烷基氨基、烷氧羰基、芳基、杂环基或氰基,但R11和R12中至少一个不是氢原子)。
  • Selective Rhodium-Catalyzed Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes with a Tetraphosphoramidite Ligand
    作者:Zongpeng Zhang、Qian Wang、Caiyou Chen、Zhengyu Han、Xiu-Qin Dong、Xumu Zhang
    DOI:10.1021/acs.orglett.6b01605
    日期:2016.7.1
    ligand was successfully applied to a Rh-catalyzed hydroformylation of various symmetrical and unsymmetrical alkynes to afford corresponding α,β-unsaturated aldehyde products in good to excellent yields (up to 97% yield). Excellent chemo- and regioselectivities and high activities (up to 20 000 TON) were achieved. The corresponding α,β-unsaturated aldehyde products can be transformed into many useful and
    四亚磷酰胺配体已成功应用于各种对称和不对称炔烃的Rh催化加氢甲酰化反应,以良好至极佳的收率(高达97%的收率)提供了相应的α,β-不饱和醛产品。实现了出色的化学选择性和区域选择性以及高活性(高达20000吨)。相应的α,β-不饱和醛产物可以转化为许多有用且重要的有机分子,例如茚满胺衍生物和卢卡醇吡咯。这种优异的性能使炔烃的加氢甲酰化具有很高的潜力,具有很高的实用性。
  • Rhodium-Catalyzed Spiro Indenyl Benzoxazine Synthesis via C-H Activation/Annulation of 3-Aryl-2<i>H</i> -Benzo[<i>b</i> ][1,4]oxazines and Alkynes
    作者:Heng Tan、Ronibala Devi Laishram、Xuexin Zhang、Guangrui Shi、Kangkui Li、Jingchao Chen
    DOI:10.1002/ejoc.202000668
    日期:2020.8.9
    A highly efficient synthesis of novel spirocyclic benzoxazine‐indenes from benzoxazine and alkynes via imine directed C–H activation/annulation using rhodium catalyst was reported. The methodology could be applied to various benzoxazines and alkynes, giving the corresponding spiro indenyl benzoxazine as spirocycle products in good yields.
    据报道,通过铑催化的亚胺定向的CH活化/环化反应,由苯并恶嗪和炔烃高效合成了新型螺环苯并恶嗪-茚。该方法可以应用于各种苯并恶嗪和炔烃,以高收率得到相应的螺-茚基苯并恶嗪作为螺环产物。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
hnmr
mass
cnmr
ir
raman
  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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