Skip to Content
Merck
CN

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:
1779-51-7
Molecular Weight:
399.30
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
24891546
EC Number:
217-219-4
Beilstein/REAXYS Number:
3580224
MDL number:
MFCD00011855

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Butyltriphenylphosphonium bromide, 99%

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.)

Looking for similar products? Visit Product Comparison Guide

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

pictograms

Exclamation mark
GHS07

signalword

Warning

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:

Certificates of Analysis (COA)

Lot/Batch Number
MKCJ1143
MKBX5378V
MKBL6767V
MKBL6765V
MKBH4711V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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
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
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
View All Related Papers

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