基本信息
- 标准SMILES
c1ccc(P(c2ccccc2)c2ccccc2)cc1- InChIKey
RIOQSEWOXXDEQQ-UHFFFAOYSA-N- 分子式
- C18H15P
- 平均分子量
- 262.3 g/mol
- 单同位素质量
- 262.09113711
概述
Triphenyl phosphine appears as white crystals. (NTP, 1992)
名称与标识
- 首选名称
- Triphenylphosphine
- IUPAC
- triphenylphosphane
- 中文名
- 三苯基膦
- 英文名
- Triphenylphosphine
- 分子式
- C18H15P
- 分子量
- 262.29
名称与别名
展开更多名称
数据库标识
- CAS
603-35-0- PubChem CID
- 11776
- DTXSID
DTXSID5026251- ChEMBL
CHEMBL1448331- ChEBI
CHEBI:183318- UNII
- 26D26OA393
- EC Number
- 210-036-0
- Nikkaji
- J1.652G
性质
结构计算性质
- XLogP
- 4.6
- 极性表面积
- 0 Ų
- 氢键供体
- 0
- 氢键受体
- 0
- 可旋转键
- 3
- 重原子
- 19
- 形式电荷
- 0
- 复杂度
- 202
实验与物化性质
Density
1.194 at 77 °F (NTP, 1992) - Denser than water; will sink
1.075 @ 80 °C/4 °C
1.1 g/cm³
1.194 @25 °C
Color/Form
MONOCLINIC PLATELETS OR PRISMS FROM ETHER
WHITE CRYSTALLINE SOLID
Solubility
Insoluble (NTP, 1992)
FREELY SOL IN ETHER; SOL IN BENZENE, CHLOROFORM, GLACIAL ACETIC ACID; LESS SOL IN ALCOHOL; PRACTICALLY INSOL IN WATER
SOL IN CARBON TETRACHLORIDE
Solubility in water, mg/l at 25 °C: 0.09 (very poor)
Flash Point
356 °F (NTP, 1992)
180 °C OC.
182 °C c.c.
Boiling Point
greater than 680 °F at 760 mmHg (NTP, 1992)
MORE THAN 360 °C
377 °C
Melting Point
176 °F (NTP, 1992)
80.5 °C
80 °C
79 °C
物理化学性质
- 熔点
- 79 · 79-81 °C(lit.)
- 沸点
- 377 °C · 377 °C(lit.)
- 堆积密度
- 500 · 500-600kg/m3
- 密度
- 1.132 · 1.132
- 蒸气密度
- 9 · 9 (vs air)
- 蒸气压
- 5 mm · 5 mm Hg ( 20 °C)
- 折射率
- 1.6358 · 1.6358
- 闪点
- 181 °C · 181 °C
- 储存条件
- 30 °C · Store below +30°C.
- 溶解度
- 0.00017 g/L · water: soluble0.00017 g/L at 22°C
- 形态
- Crystals, Crystalline Powder or Flakes
- 颜色
- White
- 比重
- 1.132 · 1.132
- 气味 (Odor)
- odorless
- 水溶解性
- Insoluble
- 比热容
- 1.19 J/ · Cp(crystal): 1.19 J/(g·K), at 25℃
- 水解敏感性
- 8 · 8: reacts rapidly with moisture, water, protic solvents
- Merck
- 14 · 14,9743
- BRN
- 610776 · 610776
- Henry's Law Constant
- 4.3 · 4.3×102 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- 稳定性
- Stable. Incompatible with oxidizing agents, acids.
- 化妆品成分功效
- NAIL CONDITIONING
- InChI
- 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
- InChIKey
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N
- SMILES
- c1ccc(cc1)P(c2ccccc2)c3ccccc3
- CAS 数据库
- 603 · 603-35-0(CAS DataBase Reference)
- NIST化学物质信息
- Phosphine, triphenyl-(603-35-0)
- EPA化学物质信息
- Triphenylphosphine (603-35-0)
化学性质
本品在低于室温时为无色至淡黄色单斜结晶,高于室温时为无色至淡黄色透明油状液体,有刺激性气味,对皮肤有刺激性,m.p.约22℃,b.p.360℃(0.1MPa),n25D 1.589,相对密度1.184(20℃),能与醇、醚、苯和丙酮等有机溶剂混溶,不溶于水。
安全与法规
GHS分类
GHS Classification
This chemical does not meet GHS hazard criteria for 0.5% (6 of 1290) of reports.
Danger
H302 (97.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P354+P338, P317, P319, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1290 reports by companies from 56 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
危害信息
Regulatory Information
Chemical: Phosphine, triphenyl-
Phosphine, triphenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphine, triphenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13659
Triphenylphosphine: Does not have an individual approval but may be used under an appropriate group standard
Fire Hazards
This compound is combustible. (NTP, 1992)
Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
Hazards Summary
Decomposed by heating forming phosphine and phosphorous oxides; A skin, eye, and respiratory tract irritant; [ICSC] Causes convulsions at lethal doses in animal experiments; [RTECS] A strong reducing agent; [CAMEO] Harmful if ingested; May cause skin sensitization; [Aldrich MSDS] See Phosphine.
安全与防护
Fire Fighting
Fires involving this chemical can be controlled with dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)
Use water spray, foam, powder, carbon dioxide.
First Aid Measures
Fresh air, rest. Refer for medical attention.
Wear protective gloves when administering first aid. Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .
Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.
Rinse mouth. Refer for medical attention .
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Spillage Disposal
Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.
毒理信息
Signs and Symptoms
Cough. Sore throat.
Redness.
Redness. Pain.
Cough.
Non-Human Toxicity Excerpts
CNS EFFECTS: WEAKNESS & ATAXIA ONLY SYMPTOMS. IRRITANT EFFECTS: SLIGHT SKIN IRRITANT IN GUINEA PIG. /FROM TABLE/
DURING INHALATION EXPOSURE MALE CHR-CD RATS SHOWED MILD RESP IRRITATION; SEVERE WT LOSS OCCURRED IMMEDIATELY AFTER EXPOSURE, FOLLOWED BY NORMAL RATE OF WT GAIN. MILD WT LOSS OCCURRED DURING 10-DAY EXPOSURE PERIOD, FOLLOWED BY NORMAL WT GAIN.
Triphenylphosphine (TPP) was tested for mutagenicity in the Salmonella/microsome preincubation assay using a protocol approved by the National Toxicology Program. TPP was tested over a wide range of doses (0, 89, 285, 854, 2733 and 8200 ug/plate) in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. TPP was negative in these tests and the highest ineffective dose level tested (not causing formation of a precipitate) in any Salmonella tester strain was 89 ug/plate.
安全数据
- F
- 9
- wgk
- 2
- tsca
- TSCA listed
- 毒性
- LD50 orally in Rabbit: 700 mg/kg LD50 dermal Rabbit > 4000 mg/kg
- RTECS号
- SZ3500000
- 存储类别
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- 安全说明
- 36/37-60-61-36/37/39-26
- 海关编码
- 29310095
- 自燃温度
- 425 °C
- 危险品标志
- Xn,N
- 危险性类别
- Acute Tox. 4 OralEye Dam. 1Skin Sens. 1BSTOT RE 1 Inhalation
- 危险类别码
- 22-43-53-50/53-48/20/22
- 毒害物质数据
- 603-35-0(Hazardous Substances Data)
- 危险品运输编号
- 3077
毒性防护
急性毒性口服-大鼠 LD50: 700 毫克/公斤; 口服-小鼠 LD50: 1000 毫克/公斤
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
包装储运
可燃性危险特性受热分解有毒磷化物
储运特性库房通风低温干燥; 与食品原料分开储运
灭火剂二氧化碳、砂土、水、泡沫
化学与工业
用途与制造
Uses
Used as a polymerization initiator and an intermediate to make pharmaceuticals, phosphonium salts, and other phosphorus compounds; [HSDB]
ORGANIC SYNTHESIS; POLYMERIZATION INITIATOR
SYNTHESIS OF PHOSPHONIUM SALTS, OTHER PHOSPHORUS COMPOUNDS
CHEMICAL INTERMEDIATE, EG, FOR PHARMACEUTICALS
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) 2.72X10+7 G (PRINCPL CUSTMS DISTS)
(1979) 7.58X10+7 G (PRINCPL CUSTMS DISTS)
U.S. Production
2023: 1,000,000 - <2,500,000 lb
(1977) No Data
(1979) No Data
Methods of Manufacturing
REACTION OF PHENYLMAGNESIUM BROMIDE AND PHOSPHORUS TRICHLORIDE
FROM PHENYLMAGNESIUM BROMIDE & PHOSPHORUS TRICHLORIDE: PFEIFFER, PIETSCH, BER 37, 4621 (1904); SAUVAGE COMPT REND 139, 675 (1904); DODONON, MEDOX, BER 61, 910 (1928); DENNEY ET AL, J AM CHEM SOC 83, 1729 (1961).
BY A MODIFIED GRIGNARD SYNTHESIS.
General Manufacturing Information
Synthetic Rubber Manufacturing
Phosphine, triphenyl-: ACTIVE
应用领域
简介三苯基膦,分子式为C18H15P,分子量为262.30。白色至类白色结晶性粉末,易溶于乙醚,溶于苯、氯仿、冰醋酸,略溶于乙醇,几乎不溶于水。熔点为78.5~81.5℃。沸点高于360℃(于惰性气体中测定)。三苯基膦是石油化工、精细化工生产中所用均相催化剂的重要配体,而且新用途不断开拓,需求量逐年增加。
用途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。
用途三苯基膦可用于有机合成,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。
用途广泛应用于医药,石化,涂料,橡胶等行业,可做催化剂,促进剂,阻然剂、光热稳定剂、润滑油抗氧剂等。也用作聚合引发剂、抗菌素类药物氯洁霉素等的原料。
制备方法
生产方法溴苯经格式反应后,用三氯化磷进行膦化反应得到三苯膦。
生产方法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。3C6H5OH+PCl3[15~20℃]→(C3H5O)3P+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。
上下游产品信息
上游原料
下游产品
试剂价格
- T0519 · 25G
- 三苯基膦Triphenylphosphine — 180元
- T0519 · 100g
- 三苯基膦Triphenylphosphine — 290元
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