1,2-二溴-1,2-联苯乙烷 | 5789-30-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类卤化物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1,2-二溴-1,2-联苯乙烷
• 中文别名: 1,2-二溴-1,2-二苯基乙烷
• 英文名称: 1,2-dibromo-1,2-diphenylethane
• 英文别名: (1,2-dibromo-2-phenylethyl)benzene
• CAS: 5789-30-0
• 化学式: C₁₄H₁₂Br₂
• 分子量: 340.057
• InChiKey: GKESIQQTGWVOLH-UHFFFAOYSA-N

物化性质

• 熔点：
  235-241 °C
• 沸点：
  324℃
• 密度：
  1.613
• 闪点：
  173℃
• 保留指数：
  259.4
• 稳定性/保质期：
  在常温常压下，该物质是稳定的。

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：
  S24/25
• 危险类别码：
  R36/37/38
• 危险品运输编号：
  UN 3335
• 储存条件：
  密封保存，应储存在阴凉、干燥的仓库中。

SDS

Name:	1 2-Dibromo-1 2-diphenylethane 96% Material Safety Data Sheet
Synonym:	Stilbene dibromide; meso-1,2-Dibromo-1,2-diphenylethan
CAS:	5789-30-0

Section 1 - Chemical Product MSDS Name:1 2-Dibromo-1 2-diphenylethane 96% Material Safety Data Sheet
Synonym:Stilbene dibromide; meso-1,2-Dibromo-1,2-diphenylethan

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5789-30-0	1,2-Dibromo-1,2-diphenylethane	96	227-324-7

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Lachrymator (substance which increases the flow of tears).Corrosive.
Potential Health Effects
Eye:
Lachrymator (substance which increases the flow of tears). Causes eye irritation and possible burns.
Skin:
Causes skin irritation and possible burns.
Ingestion:
May cause irritation of the digestive tract and possible burns.
Inhalation:
May cause severe irritation of the respiratory tract with possible burns.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Minimize dust generation and accumulation. Keep container tightly closed. Do not get on skin or in eyes. Do not ingest or inhale. Use with adequate ventilation. Discard contaminated shoes.
Storage:
Keep container closed when not in use. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area.

---

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# 5789-30-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Powder
Color: Pale-Orange Fluffy Powder
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: @ 760.00mm Hg
Freezing/Melting Point: 241 deg C
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: C14H12Br2
Molecular Weight: 340.05

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 5789-30-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,2-Dibromo-1,2-diphenylethane - 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: CORROSIVE SOLID, N.O.S.*
Hazard Class: 8
UN Number: 1759
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 5789-30-0: No information available.
Canada
CAS# 5789-30-0 is listed on Canada's NDSL List.
CAS# 5789-30-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5789-30-0 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,2-二溴-1,2-联苯乙烷 在 水 、 碘 、 氧气 作用下， 反应 20.0h， 以94%的产率得到联苯甲酰
  参考文献：
  名称：

  容易和偶苯酰的衍生物高度化学选择性合成通过在I芪的氧化2 -H 2 O系统†

  摘要：

  通过在空气中的I 2 -H 2 O系统中对苯乙烯进行氧化，已经开发出一种易于合成且具有高度化学选择性的苯甲酰衍生物的方案。值得注意的是，该方法适用于26个实例，并且提供了高达98％的收率，避免了使用酸，金属催化剂等。

  DOI：

  10.1039/c3ra41489b
• 作为产物：
  描述：

  反式-1,2-二苯乙烯 在 sol-gel entrapped pyridinium hydrobromide perbromide 作用下， 以 正己烷 为溶剂， 反应 6.0h， 以33%的产率得到1,2-二溴-1,2-联苯乙烷
  参考文献：
  名称：

  溶胶-凝胶包埋的氢溴酸吡啶鎓作为可回收溴化剂：其在一锅法溴化和脱溴化氢工艺中的应用

  摘要：

  硅胶溶胶-凝胶包裹的过溴化氢溴化吡啶鎓可用于清洁、无味地溴化各种底物，包括烯烃、酮和芳烃。用过的杂化溴化试剂可重新充入溴并循环使用。在溶胶-凝胶包埋的 1,5,7-三氮杂双环 [4.4.0]dec-5-ene 存在下，二溴化物脱溴化氢得到乙烯基单溴化物和/或炔烃。将吡啶鎓衍生物和胍碱封装在单独的溶胶-凝胶基质中，可以在一锅反应中使用两种相反的试剂，而不会相互破坏。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

  DOI：

  10.1002/ejoc.200500982
• 作为试剂：
  描述：

  2,2-二正丁基-1,3-丙二醇 在 1,2-二溴-1,2-联苯乙烷 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 8,8-dibutyl-2,5-diphenyl-1,6,3,4,2,5-dioxadiselenadiphosphonane 2,5-diselenide
  参考文献：
  名称：

  结合双OP（S）SCn或OP（Se）SeCn支架的有机磷-硫属元素大环化合物的一锅法：合成和结构研究

  摘要：

  开发实用的功能性大环化合物的新方法的开发是高分子科学的重要研究领域。在这项研究中，我们报告了一种通过合并两个磷原子，两个硫属元素原子和两个氧原子（两个OP（S）SC n或OP（Se）SeC n脚手架）。2,4-二茂铁基-1,3,2,4-二硫代二磷环烷2,4-二硫键（FcLR，Lawesson试剂的二茂铁类似物）或2,4-二（4-甲氧基苯基）-1的三组分缩合反应，3,2,4-二硫代二膦2,4-二硫化物（LR，Lawesson试剂），或2,4-二苯基-1,3,2,4-二硒代二膦二环2,4-二硒代（WR，Woollins试剂），链烯基二醇二钠和二卤代烷烃的合成，产生了可溶性和空气或水分稳定的大环化合物，收率非常好（高达92％）。这是第一个系统地制备且易于扩展的三组分单罐开环/扩环反应制备含磷-硫属元素的大环化合物的实例。我们还提供了系统的晶体学研究。

  DOI：

  10.1002/chem.201504832

文献信息

• Free and Polymer-Bound Tricyclic Azaphosphatranes HP(RNCH₂CH₂)₃N⁺:  Procatalysts in Dehydrohalogenations and Debrominations with NaH
  作者：Xiaodong Liu、John G. Verkade

  DOI：10.1021/jo990217f

  日期：1999.6.1

  efficient procatalyst for these reactions and also for the debromination of vicinal dibromides using NaH as a relatively inexpensive stoichiometric hydride source in CH(3)CN at room temperature. In dehydrohalogenations requiring more than ca. 10 h, the CH(2)CN(-) ion also acts as a base. By itself, NaH does not function well or at all under the same conditions. A catalytic cycle is proposed in which hydride

  较早显示，市售的非离子碱P（CH（3）NCH（2）CH（2））（3）N（1a）优于DBU作为化学计量试剂，可将伯烷基卤化物和仲烷基卤化物转化为烯烃（Arumugam，S。； Verkade，JGJ Org.Chem.1997，62，4827）。本文报道前体阳离子HP（CH（3）NCH（2）CH（2））（3）N（+）（2）至1a更稳定，价格更低，是这些反应的有效前催化剂并且还用于在室温下使用NaH作为CH（3）CN中相对便宜的化学计量的氢化物源，使用邻位二溴化物脱溴。在脱卤化氢中需要超过约 10小时后，CH（2）CN（-）离子也充当碱。就其本身而言，NaH不能很好地发挥作用，或者根本不能在相同条件下发挥作用。提出了一种催化循环，其中氢化物使质子2去质子化，从而释放出催化1a。阳离子HP（HNCH（2）CH（2））（3）N（+）（3）和HP [N（聚合物）CH（2）CH（2）] N（CH（2）CH（2）NH
• Electrochemical Synthesis of <i>O</i> ‐Phthalimide Oximes from <i>α</i> ‐Azido Styrenes <i>via</i> Radical Sequence: Generation, Addition and Recombination of Imide‐ <i>N</i> ‐Oxyl and Iminyl Radicals with C−O/N−O Bonds Formation
  作者：Stanislav A. Paveliev、Artem I. Churakov、Liliya S. Alimkhanova、Oleg O. Segida、Gennady I. Nikishin、Alexander O. Terent'ev

  DOI：10.1002/adsc.202000618

  日期：2020.9.21

  Electrochemically induced radical‐initiated reaction of vinyl azides with N‐hydroxyphthalimide resulting O‐phthalimide oximes with challenging for organic chemistry N−O‐N fragment has been discovered. The developed approach introduces in synthesis electrochemically generated O‐centered imide‐N‐oxyl radicals as the coupling components. Sequential formation of C−O and N−O bonds was achieved via generation

  已发现乙烯基叠氮化物与N-羟基邻苯二甲酰亚胺的电化学诱导自由基引发反应生成的O-邻苯二甲酰亚胺肟对有机化学N-O-N片段具有挑战性。发达的方法在合成中引入了电化学生成的O中心的酰亚胺N氧基作为偶联组分。通过生成和选择性添加酰亚胺N氧基自由基，然后与亚氨基自由基重组，可以实现C-O和N-O键的顺序形成。获得了各种各样的邻苯二甲酰亚胺肟，收率高达84％。
• Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents
  作者：Manoj K. Agrawal、Subbarayappa Adimurthy、Bishwajit Ganguly、Pushpito K. Ghosh

  DOI：10.1016/j.tet.2009.01.095

  日期：2009.4

  halohydrins, halo methyl ethers, and halo acetates from olefins using 2:1 Br−/BrO3− and I−/IO3− reagents. In many cases both reagents afforded products selectively in high yields. The highest halogen atom efficiencies attained were 97% and 93% for Br−/BrO3− and I−/IO3−, respectively. Of the two reagents, I−/IO3− was established to be the preferred reagent for vicinal functionalization of linear alkenes and

  比较评价在邻位卤代醇，卤代甲基醚和卤代乙酸盐的合成由从使用2-烯烃：1溴- /的BrO 3 -和我- / IO 3 -试剂。在许多情况下，两种试剂都以高收率选择性地提供产物。得到最高卤素原子效率为97％和溴93％- /的BrO 3 -和我- / IO 3 - ，分别。这两个试剂，我- / IO 3 -已确定“丙烯酰胺”是用于直链烯烃的邻位官能化以及用于制备卤代乙酸酯的优选试剂。然而，只有溴- /的BrO 3 -是有效的邻位官能反式-二苯乙烯和查耳酮。
• Magnetic‐Nanoparticle‐Supported 2,2′‐Bis[3‐(triethoxysilyl)propyl]imidazolium‐Substituted Diethyl Ether Bis(tribromide): A Convenient Recyclable Reagent for Bromination
  作者：Liqiang Wu、Zhikui Yin

  DOI：10.1002/ejic.201300755

  日期：2013.12.9

  A new magnetic-nanoparticle-supported bromination reagent was synthesized by anchoring a 2,2′-bis[3-(triethoxysilyl)propyl]imidazolium-substituted diethyl ether bis(tribromide) onto the surface of γ-Fe2O3 nanoparticles and subsequently treating this new ionic liquid with bromine. The nanoparticle reagent was obtained with good loading levels and has been successfully used for the efficient bromination

  通过将 2,2'-双[3-（三乙氧基甲硅烷基）丙基]咪唑鎓取代的二乙醚双（三溴化物）锚定在 γ-Fe2O3 纳米颗粒的表面上并随后处理这种新的磁性纳米颗粒负载溴化试剂含溴离子液体。纳米颗粒试剂具有良好的负载水平，并已成功用于各种烯烃、炔烃、酮和芳香族底物的有效溴化。更重要的是，该试剂可以通过外部磁铁轻松回收并重复使用六次而不会显着降低活性。
• Carbon-halogen bond activation by nickel catalyst: Synthesis of alkenes, from 1,2-dihalides
  作者：Corrado Malanga、Serena Mannucci、Luciano Lardicci

  DOI：10.1016/s0040-4020(97)10203-4

  日期：1998.2

  Unsaturated hydrocarbons can easily be prepared in a few seconds starting from 1,2 dibromides in the presence of a catalytic amount of Nickel diphenylphosphinoethane dichloride (NidppeCl2) and tri.n.butyl tin hydride, (TBTH) at room temperature. The dependencie of the nature of starting dihalides is investigated.

  在室温下，在催化量的二苯基膦基乙烷二氯化镍（NidppeCl 2）和氢化三丁基锡（TBTH）的存在下，从1,2二溴化物开始可轻松在几秒钟内制备不饱和烃。研究了起始二卤化物性质的依赖性。

表征谱图