(3-羟丙基)三苯基溴化鏻 | 51860-45-8

• 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: (3-羟丙基)三苯基溴化鏻
• 中文别名: 磷,(3-羟丙基)三苯基溴化
• 英文名称: 3-hydroxypropyltriphenylphosphonium bromide
• 英文别名: 3-(triphenylphosphonium)propan-1-ol bromide；(3-propan-1-ol)triphenylphosphonium bromide；(3-Hydroxypropyl)triphenylphosphonium bromide；3-hydroxypropyl(triphenyl)phosphanium;bromide
• CAS: 51860-45-8
• 化学式: Br*C₂₁H₂₂OP
• 分子量: 401.283
• InChiKey: AHYDCPUKEAXCKZ-UHFFFAOYSA-M

物化性质

• 熔点：
  226-227 °C

计算性质

• 辛醇/水分配系数(LogP)：
  0.37
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : (3-
HYDROXYPROPYL)TRIPHENYLPHOSPHONIUM
BROMIDE
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 51860-45-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C21H22BrOP
Molecular Weight : 401,29 g/mol
CAS-No. : 51860-45-8
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
(3-HYDROXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE
CAS-No. 51860-45-8 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
(3-HYDROXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE
CAS-No. 51860-45-8 Xi, R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, Oxides of phosphorus, Hydrogen bromide gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
Specific target organ toxicity - single exposure
May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (3-羟丙基)三苯基溴化鏻 在 正丁基锂 作用下， 生成 lithium 3-(triphenyl-l5-phosphaneylidene)propan-1-olate-3-d
  参考文献：
  名称：

  氧化phospho离子与醛的Wittig反应的立体化学观察

  摘要：

  醛与氧化物的反应表明，烯烃立体化学对氧原子与磷原子之间的距离有显着的依赖性。具有近端0和P原子的芳基有利于烯烃的生产。γ-氧化酰基的高立体选择性主要不是归因于Wittig中间体中的分子内质子交换。

  DOI：

  10.1016/s0040-4039(00)81959-0
• 作为产物：
  描述：

  三苯基膦 以 甲苯 为溶剂， 生成 (3-羟丙基)三苯基溴化鏻
  参考文献：
  名称：

  Hypolipidaemic compounds

  摘要：

  这项发明提供了用羟基或含有羟基的基团取代的新型1,4-苯并噻吩化合物，包括这些化合物的组合物以及它们在治疗或预防需要抑制胆汁酸摄取的临床状况中的用途，例如高脂血症和动脉粥样硬化。

  公开号：

  US05723458A1

文献信息

• One-pot multiple reactions: asymmetric synthesis of 2,6-cis-disubstituted piperidine alkaloids from chiral aziridine
  作者：Nagendra Nath Yadav、Jihye Choi、Hyun-Joon Ha

  DOI：10.1039/c6ob00806b

  日期：——

  A divergent, new, and highly stereoselective synthesis of cis-2,6-disubstituted piperidine natural products including isosolenopsins, deoxocassine, and spectaline was achieved from chiral aziridine decorated with appropriate alkyl chains for isosolenopsins or alkynyl groups for deoxocassine and spectaline at C2. The characteristic feature of this synthesis is one-pot sequential reactions under atmospheric

  由手性氮丙啶制备了顺式-2,6-二取代哌啶天然产物（包括异戊香辛素，去氧卡西汀和壮观碱）的发散，新的且高度立体选择性的合成，该手性氮丙啶装饰有合适的异戊香辛素烷基链或炔氧基（在C2处为脱氧卡西汀和壮观碱）。该合成的特征是在大气氢下进行一锅法连续反应，包括炔烃的还原（对于脱氧卡西汀和甲壳碱），氮丙啶的还原性开环，脱苄基作用和高产率的分子内还原胺化。必备的氮丙啶是从可商购的（2 S）-羟甲基氮丙啶通过氧化，维蒂希（Wittig）烯化反应和格利雅（Grignard）反应制得异麦芽孢素，或通过底物控制的炔基锂加成生成脱氧卡西汀和甲壳素。
• Phosphonium-based ionic liquids: Economic and efficient catalysts for the solvent-free cycloaddition of CO2 to epoxidized soybean vegetable oil to obtain potential bio-based polymers precursors
  作者：A. Centeno-Pedrazo、J. Perez-Arce、S. Prieto-Fernandez、Z. Freixa、E.J. Garcia-Suarez

  DOI：10.1016/j.mcat.2021.111889

  日期：2021.10

  these ionic liquids was compared to the widely used and benchmark catalyst in CO2 cycloaddition to epoxides reaction, namely tetrabutylammonium bromide at different reaction conditions. The influence of some reaction parameters such as temperature, CO2 pressure, reaction time and catalyst amount was studied. It has been found that the solubility of the prepared ionic liquids in the reaction media (epoxidized

  一系列基于鏻的离子液体以一种简单的方式从廉价的原料中一步制备。所制备的离子液体已成功地在 CO 2与环氧化大豆油的无溶剂环加成反应中作为催化剂进行测试，以获得碳酸豆油，该油可潜在地用作生物基聚合物合成中的生物单体。将这些离子液体的催化性能与CO 2环加成到环氧化物反应中广泛使用的基准催化剂，即在不同反应条件下的四丁基溴化铵进行了比较。温度、CO 2等反应参数的影响对压力、反应时间和催化剂用量进行了研究。已经发现，制备的离子液体在反应介质（环氧化大豆油）中的溶解度是限制一些合成离子液体催化性能的关键因素。所有制备的离子液体都表现出比基准催化剂更高的热稳定性，其中三种表现出优异的催化性能。十二烷基三苯基溴化鏻 ( 5 )在转化率和选择性方面获得了最佳结果，在160 ºC和40 bar CO 2 条件下反应5 小时后，几乎完全转化 ( 99.8% ) 和出色的选择性 ( 84.0% )。 . 与文献中报道的那些相比，在无溶剂CO
• Intramolecular N–Me and N–H aminoetherification for the synthesis of <i>N</i>-unprotected 3-amino-O-heterocycles
  作者：Mahesh P. Paudyal、Mingliang Wang、Juha H. Siitonen、Yimin Hu、Muhammed Yousufuddin、Hong C. Shen、John R. Falck、László Kürti

  DOI：10.1039/d0ob02122a

  日期：——

  A mild Rh-catalyzed method for synthesis of cyclic unprotected N–Me and N–H 2,3-aminoethers using an olefin aziridination–aziridine ring-opening domino reaction has been developed. The method is readily applicable to the stereocontrolled synthesis of a variety of 2,3-disubstituted aminoether O-heterocyclic scaffolds, including tetrahydrofurans, tetrahydropyrans and chromanes.

  开发了一种温和的 Rh 催化方法，利用烯烃氮丙啶化-氮丙啶开环多米诺骨牌反应合成环状未保护的 N-Me 和 N-H 2,3-氨基醚。该方法易于适用于多种2,3-二取代氨基醚O-杂环支架的立体控制合成，包括四氢呋喃、四氢吡喃和苯并二氢吡喃。
• 1,3-Dihydro-2H-Indole-2-One Compound and Pyrrolidine-2-One Compound Fused With Aromatic Heterocycle
  申请人：Sekiguchi Yoshinori

  公开号：US20080318923A1

  公开（公告）日：2008-12-25

  It is intended to provide a drug which is efficacious against pathological conditions relating to arginine-vasopressin V1b receptor. More particularly speaking, it is intended to provide a drug which has a therapeutic or preventive effect on depression, anxiety, Alzheimer's disease, Parkinson's disease, Huntington's chorea, eating disorders, hypertension, digestive diseases, drug addiction, epilepsy, brain infarction, brain ischemia, brain edema, head injury, inflammation, immune diseases, alopecia and so on. As the results of intensive studies, a novel 1,3-dihydro-2H-indol-2-one compound and a pyrrolidin-2-one compound fused with a heteroaromatic ring, which are highly selective antagonists of arginine-vasopressin V1b receptor, have high metabolic stabilities and show favorable brain penetration and high plasma concentrations, are found, thereby achieving the above objective.

  旨在提供一种对与精氨酸加压素V1b受体相关的病理状况具有疗效的药物。更具体地说，旨在提供一种对抑郁症、焦虑症、阿尔茨海默病、帕金森病、亨廷顿舞蹈症、进食障碍、高血压、消化系统疾病、药物成瘾、癫痫、脑梗死、脑缺血、脑水肿、头部损伤、炎症、免疫疾病、脱发等具有治疗或预防作用的药物。经过深入研究，发现了一种新颖的1,3-二氢-2H-吲哚-2-酮化合物和与杂芳环融合的吡咯烷-2-酮化合物，它们是高度选择性的精氨酸加压素V1b受体拮抗剂，具有高代谢稳定性，表现出有利的血脑屏障穿透和高血浆浓度，从而实现了上述目标。
• Phosphonioalkylthiosulfate zwitterions—new masked thiol ligands for the formation of cationic functionalised gold nanoparticles
  作者：Yon Ju-Nam、Neil Bricklebank、David W. Allen、Philip H. E. Gardiner、Mark E. Light、Michael B. Hursthouse

  DOI：10.1039/b610480k

  日期：——

  We report the synthesis and structural characterisation of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+(CH2)nS2O3− (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalisation of gold nanoparticles, having potential as new diagnostic biorecognition systems. The ligands were prepared by treatment of ω-bromoalkylphosphonium salts with sodium thiosulfate. The crystal and molecular structures of the zwitterions (R = Ph, n = 3) and (R = Bu, n = 3) were determined. A series of phosphonioalkanethiolate-capped gold nanoparticles dispersed in water was prepared by borohydride reduction of potassium tetrachloroaurate in the presence of the zwitterions in a dichloromethane–water system. UV-visible spectroscopy and scanning transmission electron-microscopy indicated that capped nanoparticles of ca. 5 nm diameter were present.

  我们报道了一类新型稳定的膦氧烷基硫代硫酸酯两性离子R3P+(CH2)nS2O3â的合成与结构表征，其中R为苯基或丁基，n为3、4、6、8或10，这些化合物作为阳离子型掩蔽硫醇盐配体，用于功能化金纳米粒子，具有作为新型生物诊断识别系统的潜力。这些配体是通过用硫代硫酸钠处理Ï-溴代烷基磷盐来制备的。我们对(R=苯基，n=3)和(R=丁基，n=3)两性离子的晶体和分子结构进行了测定。通过在二氯甲烷-水体系中，在两性离子存在下用硼氢化钠还原四氯金酸钾，制备了一系列分散于水的膦氧烷基硫醇盐包覆的金纳米粒子。紫外-可见光谱和扫描透射电子显微镜表明存在直径约为5纳米的包覆纳米粒子。