4-庚基苯乙炔 | 79887-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-庚基苯乙炔
• 中文别名: 1-乙炔基-4-庚基苯；1-乙炔-4-庚基苯
• 英文名称: 1-ethynyl-4-heptylbenzene
• 英文别名: 4-n-heptylphenylacetylene
• CAS: 79887-12-0
• 化学式: C₁₅H₂₀
• mdl: MFCD00173882
• 分子量: 200.324
• InChiKey: CFWOIXKFXVUJPA-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  远离氧化剂、光照、热源、明火、高温、火花及静电电荷和其他点火源。

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.466
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2902909090
• 储存条件：
  存放在密封容器内，并置于阴凉、干燥处。请将储存地点远离氧化剂，并在2-10°C的环境中避光保存。

SDS

Name:	1-Ethynyl-4-heptylbenzene 95% Material Safety Data Sheet
Synonym:	4-n-Heptylphenylacetylen
CAS:	79887-12-0

Section 1 - Chemical Product MSDS Name:1-Ethynyl-4-heptylbenzene 95% Material Safety Data Sheet
Synonym:4-n-Heptylphenylacetylen

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
79887-12-0	1-Ethynyl-4-heptylbenzene	95%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
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:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
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.
Notes to Physician:
Treat symptomatically and supportively.

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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.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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 adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 79887-12-0: Personal Protective Equipment Eyes: Not available.
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 to yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C15H20
Molecular Weight: 200

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 79887-12-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Ethynyl-4-heptylbenzene - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
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# 79887-12-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 79887-12-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 79887-12-0 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：

  4-庚基苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三苯基膦 、 三甲胺 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 1-Heptyl-4-[4-(4-heptylphenyl)buta-1,3-diynyl]benzene
  参考文献：
  名称：

  通过在超碱性介质中原位还原元素硒制备的 2,5-取代硒酚的荧光自淬灭光致电子转移机制的证据

  摘要：

  从超碱性介质中的元素硒和 1,3-二炔描述了一系列新的 2,5-二取代硒酚衍生物。在 KOH/DMSO 系统中元素硒的活化允许在室温下与共轭二炔环化。环化反应扩展到范围广泛的官能团，对此光物理学进行了实验和理论研究。硒酚衍生物在 UV-A 区域呈现最大吸收，在紫到蓝区域呈现荧光发射。正如 Strickler-Berg 关系所预测的那样，获得的荧光衰减曲线显示具有快速荧光寿命（~0.118 ns）的单指数衰减。一般来说，在这两项研究中，没有观察到溶剂极性对吸收和发射最大值位置的依赖性。另一方面，显示溶剂和取代基在荧光量子产率值中起作用。此外，还可以观察到与光致电子转移机制有关的荧光自猝灭行为。在 MP2/ADC(2)/cc-pVDZ 理论水平上进行的理论计算是为了研究这一系列硒酚衍生物的光物理特征。

  DOI：

  10.1021/acs.joc.1c00874
• 作为产物：
  描述：

  庚基苯 在 三氯化铝 、 五氯化磷 、 potassium tert-butylate 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 4-庚基苯乙炔
  参考文献：
  名称：

  Specific interactions in discotic liquid crystals

  摘要：

  一系列新型介晶通过末端乙炔与功能化五溴酚衍生物的五重Sonogashira反应制备。对应的侧链取代聚合物通过类似的聚合物取代反应制备。这些介晶在连接五个己基尾到核心的取代基性质上有所不同，即CH2、O、S、SO2和CONH基团。检测到了广泛范围的介相及其相应的转变温度，从低熔点的向列相到高度稳定的柱状相。相行为的广泛分布通过特定的分子间相互作用来描述。加入平面电子 deficient 分子导致电荷转移复合物的形成。观察到的介相的稳定或破坏通过考虑复合物的复合强度以及空间因素来解释。

  DOI：

  10.1039/b208923h

文献信息

• Microwave-assisted one-pot synthesis and anti-biofilm activity of 2-amino-1H-imidazole/triazole conjugates
  作者：Hans Steenackers、Denis Ermolat'ev、Tran Thi Thu Trang、Bharat Savalia、Upendra K. Sharma、Ami De Weerdt、Anamik Shah、Jozef Vanderleyden、Erik V. Van der Eycken

  DOI：10.1039/c3ob42282h

  日期：——

  A microwave-assisted protocol was developed for the construction of 2-amino-1H-imidazole/triazole conjugates with anti-biofilm activity.

  开发了一种微波辅助协议，用于构建具有抗生物膜活性的2-氨基-1H-咪唑/三唑共轭物。
• Substituent Effects in Discotic Liquid Crystals
  作者：Paul Kouwer、Wolter Jager、Wim Mijs、Stephen Picken

  DOI：10.1080/15421400490435305

  日期：2004.1

  A series of novel mesogens have been prepared by a five-fold Sonogashira reaction of terminal acetylenes with a functionalized pentabromophenol. The corresponding side chain polymers were prepared by a polymer analogous substitution reaction. The mesogens differ in the nature of the substituents, linking five hexyl tails to the aromatic core, i.e. CH2, O, S, SO2 and CONH groups. A wide range of mesophases

  通过末端乙炔与官能化五溴苯酚的五倍 Sonogashira 反应制备了一系列新型介晶。通过聚合物类似的取代反应制备相应的侧链聚合物。介晶的取代基性质不同，将五个己基尾部连接到芳香核，即 CH2、O、S、SO2 和 CONH 基团。已检测到范围广泛的中间相和相应的转变温度，从低熔点向列相到高度稳定的柱状相。广泛可变的相行为是根据特定的分子间相互作用来描述的。
• Nematic 2,5-disubstituted thiophenesElectronic supplementary information (ESI) available: extensive synthetic information. See http://www.rsc.org/suppdata/jm/b2/b202073b/
  作者：Neil L. Campbell、Warren L. Duffy、Gareth I. Thomas、Janine H. Wild、Stephen M. Kelly、Kevin Bartle、Mary O'Neill、Vicky Minter、Rachel P. Tuffin

  DOI：10.1039/b202073b

  日期：2002.8.30

  A large number of new liquid crystals incorporating the 2,5-disubstituted thiophene ring have been prepared and their mesomorphic behaviour studied in order to systematically investigate the correlation between the molecular structure and mesomorphism of thiophene derivatives with different shapes, polarisability and polarity. As a consequence of these investigations we have prepared a new class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and a conjugated trans-carbon–carbon double bond in the terminal chain. These novel thiophene derivatives are the first liquid crystals incorporating a 2,5-disubstituted thiophene ring to exhibit a nematic phase at room temperature. This enables the flexoelectric coefficients of a bent-shaped molecule to be measured directly and at room temperature for the first time to the authors' knowledge. Many of these new thiophenes exhibit a high birefringence and a high nematic clearing point and are of potential use as components of nematic mixtures in LCDs.

  制备了大量含有2,5-二取代噻吩环的新型液晶，并研究了它们的介晶行为，以系统地探讨不同形状、极化能力和极性的噻吩衍生物的分子结构与介晶性之间的关联。通过这些研究，我们合成了一类新型液晶，它们含有2,5-二取代噻吩环和末端链中的共轭反式碳-碳双键。这些新颖的噻吩衍生物是首批在室温下表现出向列相的含有2,5-二取代噻吩环的液晶。这使得弯曲形状分子的挠曲电系数能够首次在作者所知的情况下直接在室温下测量。许多这些新型噻吩具有高双折射率和高向列相清亮点，有可能作为液晶显示器中向列相混合物的成分。
• Synthesis and Antiviral Evaluation of (1,4-Disubstituted-1,2,3-Triazol)-(E)-2-Methyl-but-2-Enyl Nucleoside Phosphonate Prodrugs
  作者：Tuniyazi Abuduaini、Vincent Roy、Julien Marlet、Catherine Gaudy-Graffin、Denys Brand、Cécile Baronti、Franck Touret、Bruno Coutard、Tamara R. McBrayer、Raymond F. Schinazi、Luigi A. Agrofoglio

  DOI：10.3390/molecules26051493

  日期：——

  A series of hitherto unknown (1,4-disubstituted-1,2,3-triazol)-(E)-2-methyl-but-2-enyl nucleosides phosphonate prodrugs bearing 4-substituted-1,2,3-triazoles were prepared in a straight approach through an olefin acyclic cross metathesis as the key synthetic step. All novel compounds were evaluated for their antiviral activities against HBV, HIV and SARS-CoV-2. Among these molecules, only compound

  一系列迄今未知的（1,4-二取代-1,2,3-三唑）- （E） -2-甲基-丁-2-烯基核苷带有4-取代-1,2,3-三唑的膦酸酯前药是直接通过烯烃无环交叉复分解制备的化合物是关键的合成步骤。评价了所有新化合物对HBV，HIV和SARS-CoV-2的抗病毒活性。在这些分子中，只有化合物15j（十六烷氧基丙基（HDP）/（异丙氧基羰基-氧基甲基）酯（POC）前药）在Huh7细胞培养物中显示出抗HBV的活性，在10μM时抑制62％，而没有明显的细胞毒性（IC 50 = 66.4）在HepG2细胞中为μM，在10μM时IC 50 = 43.1μM（在HepG2细胞中）。
• Organo-selenium mediated regio- and stereoselective iodoselenylation of alkynes in an aqueous medium: simple access to (<i>E</i>)-β-iodoalkenyl selenides
  作者：Xianghua Zeng、Lu Chen

  DOI：10.1039/c9ob00524b

  日期：——

  as starting materials has been developed. A broad range of alkynes can be employed to afford (E)-β-iodoalkenyl selenides in good to excellent yields and with high regio- and stereoselectivity without the need for any protecting groups.

  已经开发了一种在温和条件下使用市售分子碘（I 2）和二有机亚硒化硒化物为起始原料的简单炔烃简单有效的碘硒烯化的方法。可以使用多种炔烃，以良好至优异的产率以及具有高的区域和立体选择性而无需任何保护基团地提供（E）-β-碘链烯基硒化物。