(4-溴苄基)三苯基溴化磷鎓 | 51044-13-4

• 物质功能分类: 有机原料
• 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-溴苄基)三苯基溴化磷鎓
• 中文别名: 4-溴苄基三苯基溴化磷；(4-溴苄基)三苯基溴化膦
• 英文名称: 4-bromobenzyl triphenylphosphonium bromide
• 英文别名: (4-Bromobenzyl)Triphenylphosphonium Bromide；(4-bromophenyl)methyl-triphenylphosphanium;bromide
• CAS: 51044-13-4
• 化学式: Br*C₂₅H₂₁BrP
• 分子量: 512.223
• InChiKey: FQJYKXVQABPCRA-UHFFFAOYSA-M

物化性质

• 熔点：
  270-273 °C
• 溶解度：
  溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S26,S37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存放于惰性气体中；避免光照和潮湿（吸湿）。

SDS

Name:	(4-Bromobenzyl)triphenylphosphonium bromide 97% Material Safety Data Sheet
Synonym:	None
CAS:	51044-13-4

Section 1 - Chemical Product MSDS Name:(4-Bromobenzyl)triphenylphosphonium bromide 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
51044-13-4	(4-Bromobenzyl)triphenylphosphonium br	97	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.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. 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. Do NOT use mouth-to-mouth resuscitation.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Do not flush into a sewer. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store protected from moisture.

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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# 51044-13-4: 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:
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: Crystalline powder
Color: cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 270-273 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: Insoluble.
Specific Gravity/Density:
Molecular Formula: C25H21Br2P
Molecular Weight: 521.24

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Exposure to moist air or water, heat.
Incompatibilities with Other Materials:
Oxidizing agents, strong acids, strong bases.
Hazardous Decomposition Products:
Carbon monoxide, oxides of phosphorus, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 51044-13-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(4-Bromobenzyl)triphenylphosphonium bromide - 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
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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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# 51044-13-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 51044-13-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 51044-13-4 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-溴苄基)三苯基溴化磷鎓 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-(2-ethyl-1-buten-1-yl)benzonitril
  参考文献：
  名称：

  潜在的纤维蛋白溶解剂：通过β-单取代或β，β-二取代的苯乙烯-4-羧酸，可合成新的4-（支链烷基）苯甲酸的多功能途径

  摘要：

  描述了通过它们的β-单取代或β，β-二取代的苯乙烯-4-羧酸前体来合成一些新颖的4-（支链烷基）苯甲酸的通用且明确的途径。该方法从在Wittig反应中容易获得的醛或酮和常见的中间体对溴苄基三苯基-溴化物开始，并通过对溴苯乙烯和对氰基苯乙烯中间体以高收率进行。几种苯甲酸衍生物作为纤维蛋白溶解剂具有潜在的生物学意义。

  DOI：

  10.1002/jps.2600640708
• 作为产物：
  描述：

  对溴苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 6.0h， 生成 (4-溴苄基)三苯基溴化磷鎓
  参考文献：
  名称：

  新型吲哚基光敏剂与 PEG-HEC 准固态电解质结合以提高有机染料基染料敏化太阳能电池的能量转换和稳定性

  摘要：

  合成了一系列新型吲哚基有机染料，并与聚乙二醇-羟乙基纤维素准固态电解质（PEG-HEC QSSE）聚合物混合碘电解质偶联，获得无金属染料基染料-具有更好稳定性的敏化太阳能电池（DSSC）。新合成的有机染料通过1 H、13C NMR、CHN分析。使用紫外-可见光谱法和循环伏安法技术测定染料的光学和电化学性质。通过场发射扫描电子显微镜 (FE-SEM)、紫外-可见光谱、XRD 和 DSC 表征了准固态 (QSS) 共混聚合物 PEG-HEC 与碘化物氧化还原对作为电解质。对具有新合成的有机染料（DPC、DTC、DPCY、DTCY、DPTCY 和 DTTCY）与 QSSE 的 DSSC 设备进行了最重要的比较研究。讨论了与 PEG-HEC QSSE 偶联的所有六种染料的电化学阻抗谱，其中 DTTCY 敏化器件表现出良好的离子电导率（1.13 × 10 -3 S cm -1）、高化学电容（C µ=17

  DOI：

  10.1016/j.electacta.2021.138771
• 作为试剂：
  描述：

  4-(9H-咔唑-9-基)苯甲醛 以 四氢呋喃 、 potassium tert-butylate 、 水 、 (4-溴苄基)三苯基溴化磷鎓 为溶剂， 以56.4%的产率得到9-{4-[2-(4-bromophenyl)vinyl]phenyl}-9H-carbazole
  参考文献：
  名称：

  Stilbene Derivatives, Light-Emitting Element, Display Device, and Electronic Device

  摘要：

  本发明提供一种新颖的苯乙烯衍生物，旨在提供一种显示出优异色纯度的蓝色发光材料。使用本发明中的苯乙烯衍生物可以制造具有优异色纯度的蓝色发光元件。本发明还包括一种装备有显示部分的电子设备，其中采用了苯乙烯衍生物。本发明的苯乙烯衍生物由式（1）表示，其中Ar1和Ar2可以通过直接键结合形成5-成员环。在式（1）中，A11表示通式（1-1）至（1-3）中的任意一种取代基。式（1）和（1-1）至（1-3）中所示的变量如规范中所定义。

  公开号：

  US20080091030A1

文献信息

• Polyaniline-anchored palladium catalyst-mediated Mizoroki-Heck and Suzuki-Miyaura reactions and one-pot Wittig-Heck and Wittig-Suzuki reactions
  作者：Heta A. Patel、Arun L. Patel、Ashutosh V. Bedekar

  DOI：10.1002/aoc.3234

  日期：2015.1

  A polyaniline‐anchored palladium catalyst was prepared and screened for coupling reactions of aryl halides. The robust and recyclable catalyst was effective in Mizoroki–Heck and Suzuki–Miyaura reactions of aryl bromides and aryl iodides. The catalyst system was further employed for one‐pot Wittig–Heck and Wittig–Suzuki combinations to build conjugated compounds in good conversions. Copyright © 2014

  制备了聚苯胺锚定的钯催化剂，并筛选了芳基卤化物的偶联反应。坚固且可回收的催化剂在芳基溴化物和芳基碘化物的Mizoroki-Heck和Suzuki-Miyaura反应中有效。该催化剂体系还用于单罐Wittig-Heck和Wittig-Suzuki组合，以良好的转化率构建共轭化合物。版权所有©2014 John Wiley＆Sons，Ltd.
• [EN] COMPOUNDS AND THEIR USE TO TREAT HISTAMINE H3 RELATED DISORDERS<br/>[FR] COMPOSÉS ET LEUR UTILISATION POUR LE TRAITEMENT DE TROUBLES ASSOCIÉS AU RÉCEPTEUR H3 DE L'HISTAMINE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2013027001A1

  公开（公告）日：2013-02-28

  The present invention provides compounds of formula (1) and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, m, n, p, q, Q1, Q2, Q3, Q4, Q5, Q6, X1, X2, X3, X4, A1 and L1, are as defined in the specification, processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明提供了式（1）的化合物及其药学上可接受的盐，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13、R14、R15、R16、R17、R18、R19、R20、m、n、p、q、Q1、Q2、Q3、Q4、Q5、Q6、X1、X2、X3、X4、A1和L1如规范中所定义，其制备方法，含有它们的药物组合物以及它们在治疗中的用途。
• Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters
  作者：Jan Pokorný、Denisa Olejníková、Ivo Frydrych、Barbora Lišková、Soňa Gurská、Sandra Benická、Jan Šarek、Jana Kotulová、Marián Hajdúch、Petr Džubák、Milan Urban

  DOI：10.1016/j.ejmech.2021.113706

  日期：2021.11

  synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Compounds 4.22, 4.30, 4.33, 4.39 had IC50 below 5 μmol/L; 4.22 and 4.39 were selected for studies of the mechanism of action. Cell cycle

  通过将桦木酸氧化为 30-氧代桦木酸，然后进行 Wittig 反应，合成了一组新的取代二烯。在八种癌细胞系和两种非癌成纤维细胞中体外测试了所有化合物的细胞毒性。几乎所有的二烯都比桦木酸更具细胞毒性。化合物4.22、4.30、4.33、4.39的IC 50低于5 μmol / L ；选择4.22和4.39进行作用机制研究。细胞周期分析显示在 5 × IC 50时凋亡细胞数量增加浓度，其中可以预期导致细胞死亡的不可逆变化的激活。既4.22和4.39导致细胞在用DNA / RNA合成的部分抑制的G0 / G1期的累积为1×IC 50，并在5几乎完全抑制×IC 50。有趣的是，化合物4.39 在 5 × IC 50导致细胞在 S 期积累。较高浓度的受试药物可能比较低浓度抑制更多的脱靶。破坏细胞代谢的机制可以诱导细胞在 S 期的积累。化合物4.22和4.39 均在癌细胞中引发选择性凋亡通过内在途径，
• Synthesis of stilbene analogues by one-pot oxidation-Wittig and oxidation-Wittig–Heck reaction
  作者：Akeel S. Saiyed、Krupa N. Patel、Bola V. Kamath、Ashutosh V. Bedekar

  DOI：10.1016/j.tetlet.2012.06.090

  日期：2012.8

  Synthesis of symmetrical (and unsymmetrical) stilbene derivatives is achieved by a combination of one-pot steps of Kornblum type oxidation of benzyl halide, its simultaneous in situ formation of phosphonium salt, and subsequently their Wittig reaction. In other variant it is oxidized to aldehyde, treated with ylide generated from phosphonium salt (CH3PPh3X) to give styrene, and subjected to Pd catalyzed

  对称（和不对称）二苯乙烯衍生物的合成是通过将一锅法的Kornblum型苄基卤化物氧化，同时同时原位形成phospho盐以及随后的Wittig反应相结合来实现的。在另一变体中，将其氧化成醛，用由salt盐（CH 3 PPh 3 X）产生的内鎓盐处理以得到苯乙烯，并与芳基卤化物进行Pd催化的Heck反应，以三步一锅法得到丁苯二酚。
• Continuous flow photocyclization of stilbenes – scalable synthesis of functionalized phenanthrenes and helicenes
  作者：Quentin Lefebvre、Marc Jentsch、Magnus Rueping

  DOI：10.3762/bjoc.9.221

  日期：——

  A continuous flow oxidative photocyclization of stilbene derivatives has been developed which allows the scalable synthesis of backbone functionalized phenanthrenes and helicenes of various sizes in good yields.

  已经开发了二苯乙烯衍生物的连续流动氧化光环化，它允许以良好的产率大规模合成各种尺寸的骨架官能化菲和螺旋。