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Merck
CN

B102806

Sigma-Aldrich

丁基三苯基膦

99%

别名:

NSC 59684, TBP

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关于此项目

线性分子式:
(C6H5)3P(Br)CH2CH2CH2CH3
化学文摘社编号:
分子量:
399.30
Beilstein:
3580224
EC 号:
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22
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方案

99%

表单

powder

反应适用性

reaction type: C-C Bond Formation

mp

240-243 °C (lit.)

SMILES字符串

[Br-].CCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C22H24P.BrH/c1-2-3-19-23(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,2-3,19H2,1H3;1H/q+1;/p-1

InChI key

IKWKJIWDLVYZIY-UHFFFAOYSA-M

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应用

反应物用于:
  • 自由基 5-exo-dig 环化
  • 分子内氢酰基烷氧基化
  • 烯烃立体选择性合成中的 Wittig 反应
  • α-烯烃二聚化
  • 酰肼的烷基化反应合成吲哚
  • 氮叶立德的串联环化和 1,2-硫代移

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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J E McCarthy et al.
The Biochemical journal, 196(1), 311-321 (1981-04-15)
1. Aerobic respiration by cells of Paracoccus dentrificans drives the uptake of the lipophilic cation butyltriphenylphosphonium. Anaerobiosis or addition of an uncoupler of oxidative phosphorylation (carbonyl cyanide p-trifluoromethoxyphenylhydrazone) results in efflux of the cation. Changes in the concentration of butyltriphenylphosphonium
Jing Wang et al.
Journal of the American Society for Mass Spectrometry, 22(10), 1771-1783 (2011-09-29)
Fixed charge chemical modifications on peptides and proteins can impact fragmentation behaviors in tandem mass spectrometry (MS/MS). In this study, we employed a thiol-specific cationic alkylation reagent, (4-iodobutyl)triphenylphosphonium (IBTP), to selectively modify cysteine thiol groups in mitochondrial proteome samples. Tandem
A P Singh et al.
Archives of biochemistry and biophysics, 245(2), 436-445 (1986-03-01)
Equilibration of the butyltriphenyl phosphonium (BTPP+) cation into cytochrome c oxidase reconstituted proteoliposomes was measured potentiometrically. The maximum membrane potential (delta psi) generated by oxidase activity was estimated to lie between -65 and -90 mV, vesicle interior negative, when internal
C W Keevil et al.
Analytical biochemistry, 139(1), 228-236 (1984-05-15)
Polyvinyl chloride membrane electrodes sensitive to tetraphenyl phosphonium (TPP+), butyltriphenyl phosphonium ( bTPP +), and methyltriphenyl phosphonium ( mTPP +) ions have been compared for the determination of the electrical potential difference (delta psi) of the oral bacteria, Streptococcus mutans
M Makrinich et al.
Physical chemistry chemical physics : PCCP, 22(37), 21022-21030 (2020-07-24)
Solid-state nuclear magnetic resonance has long been used to probe atomic distances between nearby nuclear spins by virtue of the dipolar interaction. New technological advances have recently enabled simultaneous tuning of the radio-frequency resonance circuits to nuclei with close Larmor

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