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4-氰基苯乙烯 | 3435-51-6

中文名称
4-氰基苯乙烯
中文别名
4-乙烯基苯甲腈
英文名称
4-ethenylbenzonitrile
英文别名
4-cyanostyrene;4-vinylbenzonitrile;p-cyanostyrene;1-ethenyl-4-cyanobenzene;1-cyano-4-vinylbenzene
4-氰基苯乙烯化学式
CAS
3435-51-6
化学式
C9H7N
mdl
——
分子量
129.161
InChiKey
SNTUCKQYWGHZPK-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

  • 沸点:
    56-58 °C (10 mmHg)
  • 密度:
    1.0746 (rough estimate)
  • 闪点:
    92-93°C/3mm
  • 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:
    10
  • 可旋转键数:
    1
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.0
  • 拓扑面积:
    23.8
  • 氢给体数:
    0
  • 氢受体数:
    1

安全信息

  • 危险等级:
    6.1
  • 危险品标志:
    T
  • 危险类别码:
    R23/24/25
  • 危险品运输编号:
    UN 3276
  • 海关编码:
    2926909090
  • 包装等级:
    III
  • 危险类别:
    6.1
  • 安全说明:
    S45
  • WGK Germany:
    3
  • 危险性防范说明:
    P261,P280,P305+P351+P338
  • 危险性描述:
    H302,H312,H315,H319,H332,H335
  • 储存条件:
    常温下应存于避光、通风干燥处,并密封保存。

SDS

SDS:be4f4620c3c3bd34161137a9d2f95239
查看
Name: 4-Cyanostyrene stabilized with 0.05% t-butylcatechol 95% Material Safety Data Sheet
Synonym: p-Vinylbenzonitrile; p-Cyanostyrene
CAS: 3435-51-6
Section 1 - Chemical Product MSDS Name:4-Cyanostyrene stabilized with 0.05% t-butylcatechol 95% Material Safety Data Sheet
Synonym:p-Vinylbenzonitrile; p-Cyanostyrene

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
3435-51-6 Benzonitrile, 4-ethenyl- 95 unlisted
Hazard Symbols: T
Risk Phrases: 23/24/25

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Toxic by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
Chronic:
No information found.

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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

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. Use water spray to keep fire-exposed containers cool. Fire or excessive heat may result in violent rupture of the container due to bulk polymerization.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, or water spray.
For large fires, use dry chemical, carbon dioxide, alcohol-resistant foam, or water spray.

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. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Provide ventilation.

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. Keep container tightly closed. Keep away from heat, sparks and flame. 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. Deep freeze (below -20C).

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# 3435-51-6: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: disagreeable odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 56-58 deg C @ 10 mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: immiscible
Specific Gravity/Density:
Molecular Formula: C9H7N
Molecular Weight: 129.16

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
May polymerize.
Conditions to Avoid:
Light, ignition sources, excess heat, loss of inhibitor.
Incompatibilities with Other Materials:
Strong oxidizing agents, polymerization catalysts, polymerizing initiators.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: May occur.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3435-51-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzonitrile, 4-ethenyl- - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION


Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: II
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: II
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: II

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 23/24/25 Toxic by inhalation, in contact with skin
and if swallowed.
Safety Phrases:
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 3435-51-6: No information available.
Canada
CAS# 3435-51-6 is listed on Canada's NDSL List.
CAS# 3435-51-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3435-51-6 is not listed on the TSCA inventory.
It is for research and development use only.


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
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    • 1
    • 2
    • 3

反应信息

  • 作为反应物:
    描述:
    参考文献:
    名称:
    1,3-二溴-5,5-二甲基乙内酰脲介导的末端烯烃在水中的氧化酰胺化
    摘要:
    通过用1,3-二溴-5,5-二甲基乙内酰脲处理,然后与分子碘和HCl水溶液反应,将多种末端烯烃在水中以25-86%的产率转化为相应的酰胺。一锅中加入NH 3(或胺)。这种无金属和有机溶剂的方案不仅适用于苯乙烯衍生物,而且首次在末端脂族烯烃上效果很好。
    DOI:
    10.1039/c7ob02329d
  • 作为产物:
    描述:
    4-乙基苯甲腈 作用下, 生成 4-氰基苯乙烯
    参考文献:
    名称:
    GB571829
    摘要:
    公开号:
  • 作为试剂:
    参考文献:
    名称:
    用于可见光诱导苯乙烯与脂肪族氧化还原活性酯和 CO2 的碳羧化反应的无金属半导体
    摘要:
    使用无金属碳氮化硼(BCN)作为光催化剂,开发了一种通过可见光诱导的光氧化还原催化将烯烃与氧化还原活性酯和CO 2进行碳羧化的可持续系统。 该方案以完全区域选择性的方式将多功能烷基(包括伯烷基、仲烷基和叔烷基)和CO 2引入C-C双键中,以产生具有优异产率的有价值的羧酸衍生物。
    DOI:
    10.1039/d3gc04450e
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文献信息

  • Mechanism of the Novel Prenylated Flavin-Containing Enzyme Ferulic Acid Decarboxylase Probed by Isotope Effects and Linear Free-Energy Relationships
    作者:Kyle L. Ferguson、Nattapol Arunrattanamook、E. Neil G. Marsh
    DOI:10.1021/acs.biochem.6b00170
    日期:2016.5.24
    Ferulic acid decarboxylase from Saccharomyces cerevisiae catalyzes the decarboxylation of phenylacrylic acid to form styrene using a newly described prenylated flavin mononucleotide cofactor. A mechanism has been proposed, involving an unprecedented 1,3-dipolar cyclo-addition of the prenylated flavin with the α═β bond of the substrate that serves to activate the substrate toward decarboxylation. We measured
    来自酿酒酵母的阿魏酸脱羧酶使用新描述的异戊烯基黄素单核苷酸辅因子催化苯基丙烯酸的脱羧形成苯乙烯。已经提出了一种机制,涉及前所未有的将烯丙基黄素与底物的α═β键的1,3-偶极环加成,该底物的α3β键用于激活底物进行脱羧作用。我们测量了在苯基丙烯酸的α和β位置上的次级动力学同位素效应(KIE)与溶剂KIE的组合。溶剂KIE在V max / K M上为3.3,但在V max上接近于1,表明质子转移到产物发生在速率确定步骤之前。二次KIES是在α-和β-位置正常但在大小取决于反应是否H中进行变化2 O或d 2 O.在d 2 O,酶催化苯乙烯的交换; 该反应取决于碳酸氢盐的存在。该观察结果暗示在产物质子化之后必须发生CO 2释放。通过使用一系列对位和间位取代的苯基丙烯酸,从反应的线性自由能分析中获得了更多信息。对数(k cat / K M)对于该反应与哈米特σ很好的相关性-参数用ρ= -0.39±0
  • 一种用离子溶液制备取代苯乙烯的方法
    申请人:宁波微芯新材料科技有限公司
    公开号:CN109438191B
    公开(公告)日:2022-01-04
    本发明属于化工及医药中间体合成技术领域,涉及一种用离子溶液制备取代苯乙烯的方法。该方法以离子液体作为溶剂,反应催化效率高。离子液体可以多次重复使用,节约工业化生产成本,并且有助于解决传统溶剂产生的环境问题。
  • Recoverable Palladium-Catalyzed Carbon-Carbon Bond Forming Reactions under Thermomorphic Mode: Stille and Suzuki-Miyaura Reactions
    作者:Eskedar Tessema、Vijayanath Elakkat、Chiao-Fan Chiu、Zong-Lin Tsai、Ka Long Chan、Chia-Rui Shen、Han-Chang Su、Norman Lu
    DOI:10.3390/molecules26051414
    日期:——
    the solvent at 120–150 °C. Additionally, recycling and electronic effect studies of 2a–c were also carried out for Suzuki-Miyaura reaction of phenylboronic acid derivatives, 4-X-C6H4-B(OH)2, (X = H or Ph) with aryl halide, 4-Y-C6H4-Z, (Y = CN, H or OCH3; Z = I or Br) in dimethylformamide (DMF) at 135–150 °C. At the end of each cycle, the product mixtures were cooled to lower temperature (e.g., −10 °C)
    [PdCl 2(CH 3 CN)2 ]与bis-4,4'-(R f CH 2 OCH 2)-2,2'-bpy(1a–d)的反应,其中R f = n -C 11在存在二氯甲烷(CH 2 Cl)的情况下分别为F 23(a),n -C 10 F 21(b),n -C 9 F 19(c)和n -C 8 F 17(d)2)合成了Pd络合物[PdCl 2 [4,4'-bis-(R f CH 2 OCH 2)-2,2'-bpy](2a–d)。选择了Pd催化的乙烯基丁基锡与芳基卤化物的Stille芳基化反应,以证明在120–150°C下使用NMP(N-甲基-2-吡咯烷酮)作为溶剂,以2a为催化剂循环使用的可行性。此外,还对苯硼酸生物4-XC 6 H 4 -B(OH)2(X = H或Ph)与卤代芳基4的Suzuki-Miyaura反应进行了2a–c的回收利用和电子效应研究。-YC 6 H 4-Z,(Y =
  • <i>cis</i>-Specific Hydrofluorination of Alkenylarenes under Palladium Catalysis through an Ionic Pathway
    作者:Enrico Emer、Lukas Pfeifer、John M. Brown、Véronique Gouverneur
    DOI:10.1002/anie.201310056
    日期:2014.4.14
    paper describes the hydrofluorination of alkenes through sequential H− and F+ addition under palladium catalysis. The reaction is cis specific, thus providing access to benzylic fluorides. The mechanism of this reaction involves an ionic pathway and is distinct from known hydrofluorinations involving radical intermediates. The first catalytic enantioselective hydrofluorination is also disclosed.
    本文描述了通过连续的^ h烯烃的氢化-和F +除了在催化下。该反应是顺式 特异性的,因此提供了获得苄基化物的途径。该反应的机理涉及离子途径,并且与涉及自由基中间体的已知氢化反应不同。还公开了第一催化对映选择性氢化。
  • Interrogating Pd(II) Anion Metathesis Using a Bifunctional Chemical Probe: A Transmetalation Switch
    作者:John J. Molloy、Ciaran P. Seath、Matthew J. West、Calum McLaughlin、Neal J. Fazakerley、Alan R. Kennedy、David J. Nelson、Allan J. B. Watson
    DOI:10.1021/jacs.7b11180
    日期:2018.1.10
    Ligand metathesis of Pd(II) complexes is mechanistically essential for cross-coupling. We present a study of halide→OH anion metathesis of (Ar)PdII complexes using vinylBPin as a bifunctional chemical probe with Pd(II)-dependent cross-coupling pathways. We identify the variables that profoundly impact this event and allow control to be leveraged. This then allows control of cross-coupling pathways
    Pd(II) 配合物的配体复分解对于交叉偶联在机械上是必不可少的。我们使用vinylBPin作为具有Pd(II)依赖性交叉偶联途径的双功能化学探针,对(Ar)PdII复合物的卤化物→OH阴离子复分解进行了研究。我们确定了对这一事件产生深远影响的变量,并允许利用控制权。然后,这允许通过促进或抑制有机属转移来控制交叉偶联途径,从而产生 Suzuki-Miyaura 或 Mizoroki-Heck 产品。我们展示了这种属转移开关如何用于级联交叉偶联/Diels-Alder 反应中的合成增益,提供硼酸化或非硼酸化碳环,包括类固醇类支架。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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  • 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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同类化合物

(βS)-β-氨基-4-(4-羟基苯氧基)-3,5-二碘苯甲丙醇 (S,S)-邻甲苯基-DIPAMP (S)-(-)-7'-〔4(S)-(苄基)恶唑-2-基]-7-二(3,5-二-叔丁基苯基)膦基-2,2',3,3'-四氢-1,1-螺二氢茚 (S)-盐酸沙丁胺醇 (S)-3-(叔丁基)-4-(2,6-二甲氧基苯基)-2,3-二氢苯并[d][1,3]氧磷杂环戊二烯 (S)-2,2'-双[双(3,5-三氟甲基苯基)膦基]-4,4',6,6'-四甲氧基联苯 (S)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (R)富马酸托特罗定 (R)-(-)-盐酸尼古地平 (R)-(-)-4,12-双(二苯基膦基)[2.2]对环芳烷(1,5环辛二烯)铑(I)四氟硼酸盐 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[((6-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[(4-叔丁基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[(3-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-(+)-4,7-双(3,5-二-叔丁基苯基)膦基-7“-[(吡啶-2-基甲基)氨基]-2,2”,3,3'-四氢1,1'-螺二茚满 (R)-3-(叔丁基)-4-(2,6-二苯氧基苯基)-2,3-二氢苯并[d][1,3]氧杂磷杂环戊烯 (R)-2-[((二苯基膦基)甲基]吡咯烷 (R)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (N-(4-甲氧基苯基)-N-甲基-3-(1-哌啶基)丙-2-烯酰胺) (5-溴-2-羟基苯基)-4-氯苯甲酮 (5-溴-2-氯苯基)(4-羟基苯基)甲酮 (5-氧代-3-苯基-2,5-二氢-1,2,3,4-oxatriazol-3-鎓) (4S,5R)-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 (4S,4''S)-2,2''-亚环戊基双[4,5-二氢-4-(苯甲基)恶唑] (4-溴苯基)-[2-氟-4-[6-[甲基(丙-2-烯基)氨基]己氧基]苯基]甲酮 (4-丁氧基苯甲基)三苯基溴化磷 (3aR,8aR)-(-)-4,4,8,8-四(3,5-二甲基苯基)四氢-2,2-二甲基-6-苯基-1,3-二氧戊环[4,5-e]二恶唑磷 (3aR,6aS)-5-氧代六氢环戊基[c]吡咯-2(1H)-羧酸酯 (2Z)-3-[[(4-氯苯基)氨基]-2-氰基丙烯酸乙酯 (2S,3S,5S)-5-(叔丁氧基甲酰氨基)-2-(N-5-噻唑基-甲氧羰基)氨基-1,6-二苯基-3-羟基己烷 (2S,2''S,3S,3''S)-3,3''-二叔丁基-4,4''-双(2,6-二甲氧基苯基)-2,2'',3,3''-四氢-2,2''-联苯并[d][1,3]氧杂磷杂戊环 (2S)-(-)-2-{[[[[3,5-双(氟代甲基)苯基]氨基]硫代甲基]氨基}-N-(二苯基甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[((1S,2S)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[[((1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2-硝基苯基)磷酸三酰胺 (2,6-二氯苯基)乙酰氯 (2,3-二甲氧基-5-甲基苯基)硼酸 (1S,2S,3S,5S)-5-叠氮基-3-(苯基甲氧基)-2-[(苯基甲氧基)甲基]环戊醇 (1S,2S,3R,5R)-2-(苄氧基)甲基-6-氧杂双环[3.1.0]己-3-醇 (1-(4-氟苯基)环丙基)甲胺盐酸盐 (1-(3-溴苯基)环丁基)甲胺盐酸盐 (1-(2-氯苯基)环丁基)甲胺盐酸盐 (1-(2-氟苯基)环丙基)甲胺盐酸盐 (1-(2,6-二氟苯基)环丙基)甲胺盐酸盐 (-)-去甲基西布曲明 龙蒿油 龙胆酸钠 龙胆酸叔丁酯 龙胆酸 龙胆紫-d6 龙胆紫