B102806
Butyltriphenylphosphonium bromide
99%
Synonym(s):
NSC 59684, TBP
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Linear Formula:
(C6H5)3P(Br)CH2CH2CH2CH3
CAS Number:
Molecular Weight:
399.30
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-219-4
Beilstein/REAXYS Number:
3580224
MDL number:
Assay:
99%
Form:
powder
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
SMILES string
[Br-].CCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
assay
99%
form
powder
reaction suitability
reaction type: C-C Bond Formation
mp
240-243 °C (lit.)
Application
Reactant for:
- Free radical 5-exo-dig cyclization
- Intramolecular hydroacylalkoxylation
- Wittig reactions for stereoselective synthesis of alkenes
- Dimerization of α-olefins
- Alkylidenation of hydrazides for synthesis of indoles
- Tandem cyclization and 1,2-thiolate shift of nitrogen ylides
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
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
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 J Clark et al.
The Biochemical journal, 200(2), 389-397 (1981-11-15)
1. The membrane potential in intact cells of Rhodopseudomonas capsulata during photosynthesis and during dark respiration has been measured by two independent methods. 2. The light-induced and O2-induced shifts in the carotenoid absorption spectrum were measured in the intact cells.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service