130079
甲基三苯基溴化膦
98%
别名:
TPMP, Triphenylmethylphosphonium bromide, triphenylmethylphosphonium bromide
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线性分子式:
CH3P(C6H5)3Br
化学文摘社编号:
分子量:
357.22
Beilstein:
3599467
EC 号:
MDL编号:
UNSPSC代码:
12352002
PubChem化学物质编号:
NACRES:
NA.22
质量水平
方案
98%
表单
powder
反应适用性
reaction type: C-C Bond Formation
mp
230-234 °C (lit.)
官能团
phosphine
SMILES字符串
[Br-].C[P+](c1ccccc1)(c2ccccc2)c3ccccc3
InChI
1S/C19H18P.BrH/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1
InChI key
LSEFCHWGJNHZNT-UHFFFAOYSA-M
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应用
Wittig 烯化盐，最近用于合成烯炔，通过关环复分解反应生成苯并氮杂卓环系。
广泛应用于通过 Wittig 反应的亚甲基化作用
警示用语：
Danger
危险声明
危险分类
Acute Tox. 3 Oral - Aquatic Chronic 2
储存分类代码
6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects
WGK
WGK 3
闪点(°F)
>464.0 °F
闪点(°C)
> 240 °C
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
监管及禁止进口产品
此项目有
I Madar et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 40(7), 1180-1185 (1999-07-15)
In vitro studies have demonstrated the membrane potential-dependent enhanced uptake of phosphonium salts, including [3H]triphenylmethylphosphonium (TPMP), into mitochondria of carcinoma and glioma-derived tumor cells, suggesting the potential use of phosphonium salts as tracers for tumor imaging. This study characterizes the
Meredith F Ross et al.
The Biochemical journal, 400(1), 199-208 (2006-09-05)
Lipophilic monocations can pass through phospholipid bilayers and accumulate in negatively-charged compartments such as the mitochondrial matrix, driven by the membrane potential. This property is used to visualize mitochondria, to deliver therapeutic molecules to mitochondria and to measure the membrane
Meredith F Ross et al.
The Biochemical journal, 411(3), 633-645 (2008-02-26)
Mitochondria-targeted molecules comprising the lipophilic TPP (triphenylphosphonium) cation covalently linked to a hydrophobic bioactive moiety are used to modify and probe mitochondria in cells and in vivo. However, it is unclear how hydrophobicity affects the rate and extent of their
M P Murphy
Expert opinion on biological therapy, 1(5), 753-764 (2001-12-01)
Mitochondrial dysfunction causes or exacerbates a number of diseases. These include genetic disorders such as Friedreich's ataxia where the primary lesion is a defect in a nuclear gene and those diseases caused by mutations to mitochondrial DNA. Mitochondrial damage also
L Calzada et al.
Archives of andrology, 38(2), 151-155 (1997-03-01)
Membrane potential across the plasma membrane (psi) of human sperm was determined by measuring the accumulation of triphenylmethylphosphonium (TPMP+). Washed sperm of fertile or infertile men were suspended, incubated in low-K+ and high-Na+ or high-K+ and low-Na+ medium, and allowed
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