Methyltriphenylphosphonium Bromide 甲基三苯基溴化膦

CAS 1779-49-3 MFCD00011804

化学结构图

1779-49-3
SMILES: C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]

化学属性

Mol. FormulaC19H18BrP
Mol. Weight357.22
Melting Point230-234°C
TSCAT
Density1.3386
Solubility400 G/L (25 ºC)
Stability易吸潮
Flash Point>240°C
Appearance 白色晶体。熔点234-235℃。
Danger-Level乙类

别名和识别编码

Chemical NameMethyltriphenylphosphonium Bromide
CAS Number1779-49-3
Alfabeta NameMETHYLTRIPHENYLPHOSPHONIUMBROMIDE
MDL NumberMFCD00011804
Beilstein Registry Number3599467
PubChem Substance ID87572778
EC Number217-218-9
Reaxys-RN3599467
Synonym Methyltriphenylphosphonium bromide {LY} Methyltriphenylphosphonium bromide {} {LY} Methyltriphenylphosphonium bromide {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Methyltriphenylphosphonium bromide {} {} {} {} {} {} {} {} {} {} {}
Chemical Name Translation甲基三苯基溴化膦
InChIKeyLSEFCHWGJNHZNT-UHFFFAOYSA-M
LabNetwork Molecule IDLN00116842
InChIInChI=1S/C19H18P.BrH/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1
Canonical SMILESC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
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分类

  • {SNA} C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents

产品应用

  • 用于有机合成。

相关文献及参考

  • Precursor of Wittig ylide for methylenation of carbonyl compounds (see Appendix 1). See, e.g.: Org. Synth. Coll., 5, 751 (1973). A simplified procedure using K2CO3 in triglyme has been reported: Synth. Commun., 22, 513 (1992).
  • Beilstein: 16,IV,981
  • Where the ylide is insufficiently reactive, a further proton can be removed by s-BuLi or t-BuLi, and the resulting lithio ylide reacted with hindered ketones such as fenchone: J. Am. Chem. Soc., 104, 4724 (1982). Reaction of the lithio ylide with an epoxide generates a new ylide, with which Wittig olefination of aldehydes gives trans-homoallylic alcohols (same ref.):
  • Where the ylide is insufficiently reactive, a further proton can be removed by s-BuLi or t-BuLi, and the resulting lithio ylide reacted with hindered ketones such as fenchone: J. Am. Chem. Soc., 104, 4724 (1982). Reaction of the lithio ylide with an epoxide generates a new ylide, with which Wittig olefination of aldehydes gives trans-homoallylic alcohols (same ref.):
  • Precursor of Wittig ylide for methylenation of carbonyl compounds (see Appendix 1). See, e.g.: Org. Synth. Coll., 5, 751 (1973). A simplified procedure using K2CO3 in triglyme has been reported: Synth. Commun., 22, 513 (1992).

安全信息

Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312+P330
  • P302+P352+P312+P362+P364
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
WGK Germany3
GHS Symbol
Signal word Warning
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H302+H312+H332
  • H312 Harmful in contact with skin 皮肤接触有害
  • H332 Harmful if inhaled 吸入有害
Hazard Codes Xn
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S57 Use appropriate containment to avoid environmental contamination 使用适当容器避免环境污染；
UN Number UN 1390 4.3/PG 2 UN2811
Risk Statements
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R51/53
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen Hygroscopic {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {}
Packing GroupIII
Hazard Class6.1

其他信息

  • Alfa Aesar:甲基三苯基溴化磷,98+% Methyltriphenylphosphonium bromide, 98+%(1779-49-3)
  • 甲基三苯基溴化价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 L0016703 甲基三苯基溴化鏻, 98+% 500g 1940元 2011/04/16 M0779 甲基三苯溴化磷 Methyltriphenylphosphonium Bromide 25G 243元 2011/04/16 M0779 甲基三苯溴化磷 Methyltriphenylphosphonium Bromide 500G 2040元
  • Acros Organics:甲基三苯基溴化膦 Methyltriphenylphosphonium bromide, 98%(1779-49-3)
  • 海关编码:29310095
  • 用途一:用于有机合成。
  • TSCA:T
  • 上游原料:三苯基膦 --> 溴甲烷
  • MOL 文件:1779-49-3.mol
  • TCI Shanghai:甲基三苯溴化磷 Methyltriphenylphosphonium Bromide,>;98.0%(LC)(T)(1779-49-3)
  • 方法一:将55g三苯基膦溶于45ml干燥苯，冷却，再加入28g预先冷却的溴甲烷，密闭后在室温放置2d。然后将500ml热苯与反应混合物混匀，滤集白色固体，干燥，得70g甲基三苯基溴化磷。收率99%。
  • 水中溶解度:400 g/L (25°C)，甲醇溶解度:950 g/L (20°C)，溶于脂肪醇和氯仿，实际上不溶于芳香烃和丙酮。
  • 敏感性:Hygroscopic
  • 图谱信息:甲基三苯基溴化(1779-49-3)核磁图( 1 HNMR) 甲基三苯基溴化(1779-49-3)Raman光谱 甲基三苯基溴化(1779-49-3)质谱(MS) 甲基三苯基溴化(1779-49-3)核磁图( 13 CNMR) 甲基三苯基溴化(1779-49-3)红外图谱(IR2) 甲基三苯基溴化(1779-49-3)红外图谱(IR1)
  • Sigma Aldrich:1779-49-3(sigmaaldrich)
  • MSDS 信息:Methyltriphenylphosphonium bromide(1779-49-3).msds
  • 检测方法:NMR,T

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Phosphorus Compounds 磷化合物
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Wittig Reagents - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Wittig Reagents - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Others - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Wittig & Horner-Emmons Reaction
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Phosphonium Compounds