Triphenylphosphine 三苯基膦

CAS 603-35-0 MFCD00003043

化学结构图

603-35-0
SMILES: c1ccc(P(C2CCCCC2)C2CCCCC2)cc1

化学属性

Mol. FormulaC18H15P
Mol. Weight262.29
Density1.132
Vapor Density9 (vs air)
Boiling Point260°C/25mmHg(lit.)
Vapor Pressure5 mmHg ( 20 °C)
Melting Point80.0 to 82.0 deg-C
Flash Point181°(358°F)
TSCAYes
SolubilitySoluble in ether, acetone, chloroform (50 mg/ml), and alcohol. Insoluble in water.
Stability对光敏感
Appearance white xtl.
Danger-Level乙类
pH-:-
Redox-

别名和识别编码

Chemical NameTriphenylphosphine
MDL NumberMFCD00003043
CAS Number603-35-0
EC Number210-036-0
Beilstein Registry Number610776
Synonym Triphenylphosphine {LY} Triphenylphosphine phosphine,triphenyl triphenyl-phosphane triphenyl-phosphin triphenylphosphine triphenylphosphine hydrobromide triphenylphosphine hydrochloride {} {LY} Triphenylphosphine {} {} {LY} Triphenylphosphine {} {} {} {LY} Triphenylphosphine {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Triphenylphosphine {} {} {} {} {} {}
Merck Number9743
PubChem Substance ID11776
Chemical Name Translation三苯基膦
Reaxys-RN610776
Wiswesser Line NotationRPR&R
LabNetwork Molecule IDLN00198869
InChIInChI=1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
Canonical SMILESP(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
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分类

  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
  • {SNA} Basic Phosphine Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis, Cross-Coupling, Phosphine Compounds, Phosphine Ligands
  • {Chemicalbook} 农药中间体: 杀虫剂中间体: 有机磷类杀虫剂

产品应用

  • 用于有机合成,聚合引发剂,抗菌素类药物氯洁霉素的原料,有机微量分析测定磷的标准样品。

相关文献及参考

  • Azides can be converted selectively to amines, in the presence of ester, epoxide or nitro groups, by reduction to iminophosphoranes (Staudinger reaction), followed by hydrolysis. For reviews, see: Tetrahedron, 37, 437 (1981); 48, 1353 (1992):
  • Finds widespread use as a complexing agent with transition metals, either in the preparation of stable complexes, or as an additive in metal-promoted reactions. See also Tri(o-tolyl)­phosphine, A12093 and Tri(2-furyl)­phosphine, L13329.
  • For use in peptide and other coupling reactions, see 2,2'-Dipyridyl­ disulfide, A11118.
  • In suitable circumstances, the iminophosphorane may undergo intramolecular aza-Wittig reaction: Tetrahedron, 45, 6375 (1989):
  • Reviews: Aza-Wittig reaction in heterocyclic synthesis: Org. Prep. Proced. Int., 24, 209 (1992); Iminophosphoranes as building blocks for the preparation of N-containing heterocycles: Synthesis, 1197 (1994).
  • Merck: 14,9743 Beilstein:16,759
  • Merck: 14,9743
  • For use in the Mitsunobu reaction for conversion of alcohols to alkylating agents, see N-Guanyl­urea sulfate, A19106, and Diisopropyl­ azodicarboxyl­ate, L10386. See also 1,2-Bis(diphenyl­phosphino)­ethane, A11419.

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S24 Avoid contact with skin 避免皮肤接触;
  • 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;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S37 Wear suitable gloves 戴适当手套;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R48/20/22
  • R53 May cause long-term adverse effects in the aquatic environment 对水生环境有长期的有害作用
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P301+P312
  • P301+P312+P330
  • P302+P350
  • P302+P352
  • P302+P352+P333+P313+P362+P364
  • P304+P312
  • P304+P340
  • P304+P340+P312
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P322 Specific measures (see …on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P333+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H302+H332
  • H312 Harmful in contact with skin 皮肤接触有害
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H332 Harmful if inhaled 吸入有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
  • H350 May cause cancer 可能致癌
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
  • H413 Maycauselonglastingharmfuleffectstoaquaticlife 可能对水生生物造成长期持续有害影响。
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
RTECSSZ3500000
Hazard Codes Xn
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {}
UN Number
Warnings 危化品目录(2015)
TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1135 ppm/4H
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Lungs, Thorax, or Respiration - dyspnea
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   AIHAM* Annual Meeting of American Industrial Hygiene Association.  (Akron,
   OH)  For publisher information, see AIHAAP.  Volume(issue)/page/year:
   -,-,1969

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3 gm/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW,
   Washington, DC 20460)  History unknown.  Volume(issue)/page/year:
   8EHQ-0384-0014

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : >500 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
   Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Tech

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 700 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Subs

Packing GroupIII
Restrict -

其他信息

  • 方法二:溴苯经格式反应后,用三氯化磷进行膦化反应得到三苯膦。
  • 用途一:用于有机合成,也用作聚合引发剂、抗菌素类药物氯洁霉素等的原料
  • 灭火剂:二氧化碳、砂土、水、泡沫
  • 无气味。摩擦
  • 检测方法:GC
  • 参考质量标准:外观 白色结晶体 三苯基膦含量wt%≥99.7 三苯基氧膦含量wt%≤0.3 硫(S)PPM <5 氯(Cl)PPM <15 钠(Na)PPM <5 镁(Mg)PPM <5 铁(Fe)PPM <10 灰份PPM <100 干燥失重% <0.5 熔点℃ ≥78.5-81.5 溶解性 溶解于氯仿、乙酸和苯 4%四氯化碳溶液透光率%≥95
  • 急性毒性:口服-大鼠 LD50: 700 毫克/公斤; 口服-小鼠 LD50: 1000 毫克/公斤
  • 图谱信息:三苯基膦(603-35-0)Raman光谱 三苯基膦(603-35-0)红外图谱(IR1) 三苯基膦(603-35-0)红外图谱(IR2) 三苯基膦(603-35-0)红外图谱(IR3) 三苯基膦(603-35-0)核磁图( 13 CNMR) 三苯基膦(603-35-0)质谱(MS) 三苯基膦(603-35-0)核磁图( 1 HNMR)
  • 蒸气密度:9 (vs air)
  • 可燃性危险特性:受热分解有毒磷化物
  • {Chemica
  • 用途三:用于有机合成,聚合引发剂,抗菌素类药物氯洁霉素的原料,有机微量分析测定磷的标准样品。
  • Acros Organics:三苯基
  • 海关编码:29310095
  • 刺激数据:皮肤-兔子 500 毫克/24小时 重度; 眼睛-兔子 500 毫克/24小时 轻度
  • 蒸气压:5 mm H
  • 弗里德尔-克拉夫茨法:最佳反应条件:催化剂用量48g、反应时间8h、反应温度400℃,收率达63.5%。以硫、三氯化磷和苯直接回流反应,生成三苯基硫膦化合物,再 经铁粉还原得三苯基膦。
  • 储运特性:库房通风低温干燥; 与食品
  • 类别:有毒物品
  • 用途二:在农药上用于酯交换法合成有机磷中间体亚磷酸三甲酯,进而可得到敌敌畏、久效磷、磷胺等一系列有机磷杀虫剂,此外,它可用作合成橡胶和树脂的稳定剂、聚氯乙烯的抗氧剂,用作合成醇酸树脂和聚酯树脂的原料。
  • 下游产品:头孢克肟 --> 2-(二苯基膦基)乙胺 --> 齐多夫定 --> 5-苯基噻吩-2-羧酸 --> 硫酸长春地辛 --> 三苯基膦氯化钌 --> 2-二苯基膦-6-甲基吡啶 --> 反式-2-辛烯-1-醇 --> 5 5'-二甲基-2,2-联吡啶 --> 联萘二溴 --> N-(2-羟基乙基)-2-[4-(2-甲基丙基)苯基]丙酰胺 --> 3-溴异烟酸 --> 丁-3-炔-1-胺 --> 5-苯基-2-噻吩甲醛 --> (1-戊基)三苯基溴化磷 --> 二溴三苯基膦 --> 多虑平 --> 双(三苯基膦)氯化镍 --> 3-溴-2-吡啶羧酸 --> 拉西地平 --> 阿伐斯汀 --> 1,2-二(二苯基膦基)乙烷二氯化钯(II) --> N-BOC-6-溴代己胺 --> 异维 A 酸 --> 3-苯基吡唑 --> AE-活性酯 --> (甲氧基甲基)三苯基氯化 --> 乙基三苯基醋酸膦 --> 依维菌素 --> 甲基三苯基溴化
  • 方法一:其制备方法是以苯酚与三氯化磷为原料,经酯化反应后再经减压蒸馏,即得到产品亚磷酸三苯酯。 3C 6 H 5 OH+PCl 3 [15~20℃]→(C 3 H 5 O) 3 P+3HCl 具体工艺分间歇法和连续法两种。 (1)间歇法 将苯酚加入反应器中,温热熔化后加入三氯化磷,与苯酚在70~90℃开始反应,三氯化磷加完后,反应混合物温度将上升到150℃左右;在高温下减压除去溶解的氯化氢和未反应的苯酚,即得产品。 (2)采用塔式反应器 使苯酚从塔的上部冷凝器下方进入,三氯化磷从塔的下部接受器上方进入。二者在塔中进行反应,产物收集在接受器中,副产物氯化氢经冷凝器上端引入吸收塔。粗酯经蒸馏等处理即得产品。
  • 毒性分级:中毒

系列性分类


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