4-氯苄基三苯基氯化磷蓊盐 | 1530-39-8

• 物质功能分类: 化学试剂 - 有机试剂 - 卤化磷
• 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-氯苄基三苯基氯化磷蓊盐
• 中文别名: 4-(氯苄基)三苯基氯化磷鎓盐；(4-氯苄基)三苯基氯化磷；4-氯苄基三苯基氯化磷鎓盐
• 英文名称: (4-chlorobenzyl)triphenylphosphonium chloride
• 英文别名: p-chlorobenzyltriphenylphosphonium chloride；Triphenyl-(4-chlor-benzyl)-phosphoniumchlorid；[(4-chlorophenyl)methyl]triphenylphosphonium chloride；(4-chlorophenyl)methyl-triphenylphosphanium;chloride
• CAS: 1530-39-8
• 化学式: C₂₅H₂₁ClP*Cl
• 分子量: 423.322
• InChiKey: RAHOAHBOOHXRDY-UHFFFAOYSA-M

物化性质

• 熔点：
  >300 °C(lit.)
• 溶解度：
  在甲醇中几乎透明
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解，未有已知危险反应。应避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 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
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2931900090
• 危险性防范说明：
  P264,P280,P302+P352+P332+P313+P362+P364,P305+P351+P338+P337+P313
• 危险性描述：
  H315,H319
• 储存条件：
  请将贮藏器保持密封，并存放在阴凉、干燥的地方。确保工作环境有良好的通风或排气设施。

SDS

Name:	(4-Chlorobenzyl)triphenylphosphonium chloride 98% Material Safety Data Sheet
Synonym:
CAS:	1530-39-8

Section 1 - Chemical Product MSDS Name:(4-Chlorobenzyl)triphenylphosphonium chloride 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1530-39-8	(4-Chlorobenzyl)triphenylphosphonium c	98	216-228-0

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.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation.
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:

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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:
Vacuum or sweep up material and place into a suitable disposal 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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1530-39-8: 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: Crystalline powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 280 - 283 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: soluble in water
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 423.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1530-39-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(4-Chlorobenzyl)triphenylphosphonium chloride - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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# 1530-39-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1530-39-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1530-39-8 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

制备方法与用途

概述

4-氯苄基三苯基氯化磷鎓盐可用作医药合成中间体。若吸入该物质，请将患者移至空气新鲜处；如皮肤接触，请脱去污染衣物，并用肥皂水和清水彻底冲洗皮肤，如有不适，请就医。

反应信息

• 作为反应物：
  描述：

  4-氯苄基三苯基氯化磷蓊盐 在 potassium permanganate 、 正丁基锂 、 magnesium sulfate 作用下， 以 甲苯 为溶剂， 反应 53.25h， 生成 1-(4-氯苯基)-2-(4-甲苯基)乙烷-1,2-二酮
  参考文献：
  名称：

  Aitken, R. Alan; Cadogan, J. I. G.; Gosney, Ian, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 101, # 1-4, p. 281 - 286

  摘要：

  DOI：
• 作为产物：
  描述：

  对氯苯甲酸 在 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 4-氯苄基三苯基氯化磷蓊盐
  参考文献：
  名称：

  Photolysis of (arylmethyl)triphenylphosphonium salts. Substituent, counterion, and solvent effects on reaction products

  摘要：

  Quaternary (arylmethyl)phosphonium salts of the general formula ArCH2-PR3+Y-(Ar = substituted phenyl or 1-naphthyl; R = phenyl, ferrocenyl, or butyl; Y- = BF4- or halide) have been photolyzed in acetonitrile or in methanol. Photolysis involved the cleavage of the P-CH2 bond and the products derived from both, the arylmethyl radical and the carbocation, were formed. The proportion of the radical- and carbocation-derived products was determined as a function of substituents in group Ar, of groups R, counterions Y-, and the solvent. For the nonoxidizable counterion (BF4-), the proposed mechanism of the reaction involves initial homolysis, followed by the escape of the radical products from a solvent cage, or by the electron transfer from carbon to phosphorus, yielding the corresponding arylmethyl carbocation. The latter can either react with the solvent to form the observed carbocation-derived product or can undergo recombination with the tertiary phosphine formed to yield the starting phosphonium ion. Some indication of the ''inverted substituent effect'' resulting from the inhibition of single electron transfer from an easily oxidized radical was obtained. For the oxidizable counterions (halides), an additional pathway is suggested, that involves electron transfer from the anion, yielding the arylmethyl radical and the phosphine, thus decreasing the ionic/radical products ratio.

  DOI：

  10.1021/jo00073a023
• 作为试剂：
  描述：

  4-氯氯苄 、 三苯基膦 在 邻二甲苯 、 乙酸乙酯 、 4-氯苄基三苯基氯化磷蓊盐 作用下， 以 邻二甲苯 为溶剂， 反应 22.0h， 以to yield 161 g of colorless solid [(4-chlorophenyl)methyl]triphenylphosphonium chloride的产率得到4-氯苄基三苯基氯化磷蓊盐
  参考文献：
  名称：

  Carboxyalkanoyl and hydroxycarbamoylalkanoyl derivatives of substituted

  摘要：

  化合物、组合物及使用化合物的方法缓解高血压的方法，其中化合物的结构式为##STR1##其中R为氢或较低的烷基；R.sub.1为氢、较低的烷基或苯基-较低的烷基；R.sub.2为氢、较低的烷基或苯基-较低的烷基或卤代较低的烷基；R.sub.3为羟基、--NHOH或较低的烷氧基；Pr-COOR为以下结构的取代脯氨酸##STR2##R.sub.4为卤素、酮基、偶氮基、环烷基、苯基、取代苯基、苯基-较低的烷基、取代苯基-较低的烷基、##STR3##或Y--R.sub.6；R.sub.5为氢或较低的烷基；Y为氧或硫；R.sub.6为较低的烷基、苯基、取代苯基、苯基-较低的烷基、取代苯基-较低的烷基、1-或2-萘基、取代1-或2-萘基、联苯基或取代联苯基；R.sub.7为卤素或--Y--R.sub.8；R.sub.8为较低的烷基、苯基、苯基-较低的烷基、取代苯基-较低的烷基、联苯基、萘基或R.sub.8基团连接以形成未取代的5-或6-成员环或该环中一个或多个碳原子被较低的烷基或二(较低的烷基)基取代；R.sub.9为酮基、苯基、2-或4-羟基苯基；n为0或1；以及其盐。

  公开号：

  US04311705A1

文献信息

• Syntheses of p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene by one-pot benzannulation of Diels–Alder reactions of trans-1,2-dichloroethene and dienes
  作者：Jinn-Hsuan Ho、Yu-Chen Lin、Li-Ting Chou、Ying-Zhe Chen、Wei-Qi Liu、Chao-Li Chuang

  DOI：10.1016/j.tetlet.2013.02.002

  日期：2013.4

  p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene were successfully synthesized by one-pot benzannulation of Diels–Alder reaction with 1,2-dichloroethene as an acetylene equivalent dienophile. Two chlorine atoms could be good leaving groups to easily undergo subsequent elimination reactions of Diels–Alder products at a high temperature.

  通过Diels-Alder反应的一锅法苯并环合反应，以1,2-二氯乙烯作为乙炔当量的亲二烯体，成功地合成了一系列取代的对-三联苯和11,12-二氢茚并[ 2,1- a ]芴。两个氯原子可能是良好的离去基团，易于在高温下随后发生Diels–Alder产品的消除反应。
• Postsynthetic Modification of Half-Sandwich Ruthenium Complexes by Mechanochemical Synthesis
  作者：Wei-Guo Jia、Xue-Ting Zhi、Xiao-Dong Li、Jun-Peng Zhou、Rui Zhong、Haibo Yu、Richmond Lee

  DOI：10.1021/acs.inorgchem.1c00059

  日期：2021.4.5

  A mild and environmentally friendly method to synthesize half-sandwich ruthenium complexes through the Wittig reaction between an aldehyde-tagged half-sandwich ruthenium complex and phosphorus ylide mechanochemically is reported herein. The mechanochemical synthesis of valuable half-sandwich ruthenium complexes resulted in a fast reaction, good yield with simple workup, and the avoidance of harsh reaction

  本文报道了通过醛标记的半三明治钌络合物与磷内酯的机械化学反应通过Wittig反应合成半三明治钌络合物的温和且环保的方法。机械化学合成有价值的半三明治钌络合物可实现快速反应，良好收率和简单后处理，并且避免了苛刻的反应条件和有机溶剂。以2-丙醇为氢源和溶剂，合成的半三明治钌配合物对酮的加氢反应具有很高的催化活性。运用密度泛函理论提出了转移加氢过程的机理。建模表明不稳定的p的重要性-cymene配体可调节催化剂的反应性。
• Brønsted Acid-Catalyzed Intramolecular Hydroarylation of β-Benzylstyrenes
  作者：Xiao Cai、Amir Keshavarz、Justin D. Omaque、Benjamin J. Stokes

  DOI：10.1021/acs.orglett.7b00958

  日期：2017.5.19

  triphenylmethylium tetrakis(pentafluorophenyl)borate as a convenient Brønsted acid precatalyst, β-(α,α-dimethylbenzyl)styrenes are shown to cyclize efficiently to afford a variety of new indanes that possess a benzylic quaternary center. The geminal dimethyl-containing quaternary center is proposed to be necessary to arm the substrate for cyclization through steric biasing.

  使用四（五氟苯基）硼酸三苯甲基铵作为方便的布朗斯台德酸预催化剂，β-（α，α-二甲基苄基）苯乙烯显示出有效的环化作用，从而提供了多种具有苄基季中心的新型茚满。提出了含双甲基的双季铵盐中心对于武装通过空间偏压环化的底物是必需的。
• [EN] DISUBTITUTED AZETIDINES, PYRROLIDINES, PIPERIDINES AND AZEPANES AS INHIBITORS OF MONOAMINE OXIDASE B FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES<br/>[FR] AZÉTIDINES, PYRROLIDINES, PIPÉRIDINES ET AZÉPANES DI-SUBSTITUÉS EN TANT QU'INHIBITEURS DE MONOAMINE OXYDASE B POUR LE TRAITEMENT DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：UNIV OF LJUBLJANA

  公开号：WO2018055096A1

  公开（公告）日：2018-03-29

  This invention relates to new inhibitors of MAO-Bwith the general formula I, where substituents are described in patent description. Compounds can be in the form of pure enantiomers or as racemic mixtures, or in the form of pharmaceutically acceptable salts. The present invention relates to the use of these inhibitors for the alleviation of symptoms and treatment of acute and chronic neurological disorders, cognitive and neurodegenerative diseases.

  这项发明涉及具有一般式I的新MAO-B抑制剂，其中取代基在专利描述中有描述。化合物可以是纯对映体的形式，也可以是消旋混合物的形式，或者是药用盐的形式。本发明涉及利用这些抑制剂缓解症状和治疗急性和慢性神经疾病、认知和神经退行性疾病。
• One-Pot Synthesis of Functionalized Fused Furans via a BODIPY-Catalyzed Domino Photooxygenation
  作者：Audrey Mauger、Jonathan Farjon、Pierrick Nun、Vincent Coeffard

  DOI：10.1002/chem.201706087

  日期：2018.4.3

  Six‐membered ring fused furans containing a tetrasubstituted tertiary carbon were prepared in an unprecedented one‐pot BODIPY‐catalyzed domino photooxygenation/reduction process. A series of functionalized furans was synthesized from readily available 2‐alkenylphenols and mechanistic studies were performed to account for the domino photosensitized oxygenation.

  通过前所未有的一锅BODIPY催化的多米诺骨牌光氧合/还原工艺制备了含有四取代叔碳的六元环稠合呋喃。从容易获得的2-烯基酚合成了一系列功能化的呋喃，并进行了机理研究以说明多米诺骨牌光敏性氧合作用。

表征谱图