90827
三丁基膦
≥97% (Tri-N-butylphospine + isomers),≥93.5% (Tri-N-butylphosphine, GC), liquid
别名:
P(n-Bu)3, TBP
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关于此项目
线性分子式:
[CH3(CH2)3]3P
化学文摘社编号:
分子量:
202.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
EC Number:
213-651-2
MDL number:
Beilstein/REAXYS Number:
1738261
产品名称
三丁基膦, ≥93.5% (Tri-N-butylphosphine, GC)
InChI key
TUQOTMZNTHZOKS-UHFFFAOYSA-N
InChI
1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
SMILES string
CCCCP(CCCC)CCCC
vapor density
9 (vs air)
assay
≥93.5% (Tri-N-butylphosphine, GC), ≥97% (Tri-N-butylphospine + isomers)
form
liquid
autoignition temp.
392 °F
reaction suitability
reaction type: Acetylations, reagent type: ligand
refractive index
n20/D 1.462 (lit.), n20/D 1.463
bp
150 °C/50 mmHg (lit.)
density
0.81 g/mL at 25 °C (lit.)
functional group
phosphine
Quality Level
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General description
三丁基膦（TBP）是一种潜在的亲核试剂。它在有机溶剂中是一种弱碱。它是酰化反应的重要催化剂。它是各种环氧化物和氮丙啶开环反应的有效促进剂。TBP与1,1′-(偶氮二羰基)二哌啶（ADDP）偶联，构成Mitsunobu试剂。这种活性膦可用于应变内酯的形成。
Application
三丁基膦被用于制备银纳米颗粒（AgNP），它采用含有Pt(II)中心的有机金属双官能硫醇进行官能化。
它可用于以下过程：
它可用于以下过程：
- 作为烷基二硫化物和芳族二硫化物的还原剂。
- 作为合成2-取代的1,3-苯并硒唑的催化剂。
- 作为环氧化物和氮丙啶与亲核试剂的开环反应的促进剂。
- 作为通过6-溴-6-取代青霉酯的高非对映选择性还原反应来制备6-取代青霉酸酯的试剂。
- 作为醇的酰化反应的催化剂。
- 作为制备轮烷的催化剂，方法是使用3,5-二甲基苯甲酸酐使相应的假轮烷发生酰化反应。
- 作为催化剂，通过将乙硫醇加成到各种炔基酮中而制备乙烯基硫醚。
- 作为非亲核含N化合物与Michael受体的共轭加成反应的促进剂。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A
存储类别
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 2
flash_point_f
242.6 °F - closed cup
flash_point_c
117 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Ren-Hua Fan et al.
The Journal of organic chemistry, 68(3), 726-730 (2003-02-01)
Tributylphosphine was found to be an effective promoting reagent for the ring-opening reaction of various epoxides and aziridines with nucleophile to produce corresponding anti-bifunctional products in moderate to excellent yields in water.
High Yielding and Practical Synthesis of Rotaxanes by Acylative End-Capping Catalyzed by Tributylphosphine.
Kawasaki H, et al.
Chemistry Letters (Jpn), 28(10), 1015-1016 (1999)
C Battocchio et al.
Physical chemistry chemical physics : PCCP, 16(23), 11719-11728 (2014-05-09)
Silver nanoparticles (AgNPs) functionalized with an organometallic bifunctional thiol containing Pt(ii) centers, generated in situ from trans-trans-[thioacetyl-bistributylphosphine-diethynylbiphenyl-diplatinum(ii)], were synthesized with different sulphur/metal molar ratios (i.e. AgNPs-1 and AgNPs-2) with the aim to obtain nanosystems of different mean size and self-organization
N. Rehnberg, G. Magnusson
The Journal of Organic Chemistry, 55, 5467-5467 (1990)
Tributylphosphine-catalyzed reaction of ethanethiol with alkynyl ketones.
Zhao S, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 22(4), 397-400 (2011)
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