三丁基膦

Tributylphosphine

HCID 13831CAS 998-40-3

基本信息

标准SMILES
CCCCP(CCCC)CCCC
InChIKey
TUQOTMZNTHZOKS-UHFFFAOYSA-N
分子式
C12H27P
平均分子量
202.32 g/mol
单同位素质量
202.18503749

概述

Tributylphosphine is a colorless to yellowish liquid with a strong garlic-like odor. It is insoluble in water. It is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. It is irritating to mucous membranes.

名称与标识

首选名称
Tributylphosphine
IUPAC
tributylphosphane
中文名
三丁基膦
英文名
Tributylphosphine
分子式
C12H27P
分子量
202.32

名称与别名

TributylphosphineTributylphosphaneTri-n-butylphosphine998-40-3Phosphine, tributyl-Tris(butyl)phosphineTributylfosfinDTXSID90469980O52FJR7WNUN3254NSC-91700DTXCID7026998
展开更多名称
丁基膦三丁基磷三丁基膦三正丁基膦三正丁基磷三正丁基麟三丁基膦 溶液三-N-丁基膦三丁基膦,95%三丁基膦(冷库)TBUPP(n-Bu)3cytop 340TributylphosphorusNSC 91700(n-C4H9)3PCYTOP(R) 340
RefChem:190921213-651-2tributyl phosphineTri-n-butyl phosphinetributyl-phosphaneMFCD00009462Bu3PPBu3

数据库标识

CAS
998-40-3
PubChem CID
13831
DTXSID
DTXSID9046998
ChEMBL
CHEMBL3185473
UNII
0O52FJR7WN
EC Number
213-651-2
Nikkaji
J56.131B

性质

结构计算性质

XLogP
3.7
极性表面积
0 Ų
氢键供体
0
氢键受体
0
可旋转键
9
重原子
13

实验与物化性质

Chemical ClassesOther Classes -> Phosphorus Compounds
Density0.812 @25 °C
Boiling Point240 °C @760 [mm Hg]
Vapor Pressure16 [mm Hg] @121 °C
Physical Description · 3 条

Tributylphosphine is a colorless to yellowish liquid with a strong garlic-like odor. It is insoluble in water. It is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. It is irritating to mucous membranes.

Liquid

Colorless to yellowish liquid with a strong odor like garlic; [CAMEO] Clear colorless liquid; [Sigma-Aldrich MSDS]

物理化学性质

熔点
-65 °C · -65 °C
沸点
150 °C50 · 150 °C50 mm Hg(lit.)
密度
0.81 g/mL · 0.81 g/mL at 25 °C(lit.)
蒸气密度
9 · 9 (vs air)
蒸气压
1.9 Pa · 1.9Pa at 20℃
折射率
20 · n20/D 1.462(lit.)

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H226 (15.7%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P222, P231, P233, P235, P240, P241, P242, P243, P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P335+P334, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P391, P403+P235, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 287 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Not Classified

Danger

危害信息

Regulatory Information · 4 条

Chemical: Phosphine, tributyl-

Phosphine, tributyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphine, tributyl- 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: 25-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18531

Phosphine, tributyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelSpontaneously Combustible
Fire Hazards · 2 条

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

· Flammable/combustible material.

Health Hazards · 2 条

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

· Fire will produce irritating, corrosive and/or toxic gases.

Hazards Summary · 1 条

Pyrophoric; May ignite on contact with water or moisture; [CAMEO] Causes burns; [EPA OHM/TADS] Pyrophoric; Reacts violently with water; Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract; Harmful by ingestion and skin absorption; [Sigma-Aldrich MSDS] See Triphenylphosphine and tert-Butylphosphine.

DOT ID and Guide3254 135

安全与防护

Fire FightingExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Accidental Release Measures · 2 条

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 条

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Nonfire Spill ResponseExcerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Isolation and Evacuation · 2 条

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:

Immediate precautionary measure

毒理信息

Adverse EffectsDermatotoxin - Skin burns.

安全数据

F
10-13-23
wgk
3
tsca
TSCA listed
RTECS号
SZ3270000
包装类别
I
危险等级
4.2

毒性防护

急性毒性口服-大鼠 LD50: 750 毫克/立方米

包装储运 · 3 条

可燃性危险特性明火可燃;受热分解产生有毒磷氧化物烟雾;遇空气自燃;与氧化剂起作用

储运特性库房通风低温干燥; 与氧化剂、酸类、食品添加剂分开存放

灭火剂干粉、泡沫、二氧化碳、砂土。

化学与工业

用途与制造

Uses · 2 条

Used as a polymerization cross-linking catalyst, organic intermediate, and as a catalyst component for hydrogenation in the petroleum industry; [EPA OHM/TADS]

Petroleum Production and Refining [Category: Industry]

U.S. Production2023: 50,000 - <250,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 条

All Other Basic Organic Chemical Manufacturing

Phosphine, tributyl-: ACTIVE

应用领域

用途三丁基膦是重要的有机膦配体,广泛用于过渡金属有机合成。可作为还原剂,还原打开蛋白质中的双硫键,也可还原羰基和环氧基;还可作为烯烃聚合催化剂、二苄醇的羰基化催化剂、聚丁二烯的氨甲基化催化剂,不饱和类固醇选择加氢催化剂。

用途有机合成中三丁基膦可作为强还原剂,也可以做为高效催化剂来使用,三丁基膦是石油化工生产中所用均相催化剂的主要配体。还可以作为各种表面活性剂,相转移催化剂和杀菌剂的反应起始原料。

制备方法

制备三丁基膦在工业上通过磷化氢和丁烯的反应得到,该加成反应为自由基机理,不遵循马氏规则。 PH3+ 3CH2=CHCH2CH3→ P(CH2CH2CH2CH3)3 在实验室可以通过相应的格氏试剂和三氯化磷反应得到。 3 BuMgCl + PCl3→ PBu3+ 3 MgCl2

试剂价格

42730 · 100ml
三正丁基膦Tri-n-butylphosphine, 95%, AcroSeal™, Thermo Scientific Chemicals — 725元
13934 · 500ml
三正丁基膦Tri-n-butylphosphine, 95%, Thermo Scientific Chemicals — 3832元

供应商50 家

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
安徽至善新材料有限公司0554-2114112 18118134211 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

相关反应

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