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
展开更多名称
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
- 形式电荷
- 0
- 复杂度
- 72.1
实验与物化性质
Physical Description
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.)
- 闪点
- 99 °F · 99 °F
- 储存条件
- 2 · 2-8°C
- 形态
- liquid
- 颜色
- Clear colorless to pale yellow
- 比重
- 0.82 · 0.820 (20/4℃)
- 水溶解性
- insoluble
- 敏感性
- Moisture Sensitive/Air Sensitive
- BRN
- 1738261 · 1738261
- 稳定性
- Stable, but pyrophoric - spontaneously inflammable in air. Incompatible with oxidizing agents. Moisture sensitive.
- InChI
- 1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
- InChIKey
- TUQOTMZNTHZOKS-UHFFFAOYSA-N
- SMILES
- CCCCP(CCCC)CCCC
- CAS 数据库
- 998 · 998-40-3(CAS DataBase Reference)
- NIST化学物质信息
- Phosphine, tributyl-(998-40-3)
- EPA化学物质信息
- Phosphine, tributyl- (998-40-3)
安全与法规
GHS分类
GHS Classification
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
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.
Fire Hazards
Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
· Flammable/combustible material.
Health Hazards
Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
· Fire will produce irritating, corrosive and/or toxic gases.
Hazards Summary
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 Hazard Classification
Tributylphosphane
UN3254
Div 4.2 Spontaneously combustible material (49 eCFR § 173.124)
PG I: the degree of danger presented by the material is great
Hazard Classes and Categories
Flam. Liq. 3 (15.7%)
Pyrophoric liquids - Category 1
安全与防护
Accidental Release Measures
· 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
Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
General First Aid:
Isolation and Evacuation
Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:
Immediate precautionary measure
Protective Action Criteria (PAC)
2.3 [mg/m3]
25 [mg/m3]
150 [mg/m3]
毒理信息
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
- 存储类别
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- 安全说明
- 41-36/37/39-26-16-45-43-17-5-53
- 海关编码
- 29319090
- 自燃温度
- 392 °F
- 危险品标志
- Xi,F,C,T
- 危险性类别
- Aquatic Chronic 3Eye Dam. 1Repr. 1BSkin Corr. 1ASTOT SE 3
- 危险类别码
- 36/38-34-21/22-17-11-37-36/37/38-61
- 危险品运输编号
- UN 3254
毒性防护
急性毒性口服-大鼠 LD50: 750 毫克/立方米
包装储运
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
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]
General Manufacturing Information
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
上下游产品信息
上游原料
下游产品
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
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