70444
Tributylmethylammonium chloride
≥98.0% (T), crystals
Synonym(s):
Methyltributylammonium chloride
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About This Item
Linear Formula:
(CH3CH2CH2CH2)3N(Cl)CH3
CAS Number:
Molecular Weight:
235.84
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
260-135-8
MDL number:
Beilstein/REAXYS Number:
6300212
Product Name
Tributylmethylammonium chloride, ≥98.0% (T)
reaction suitability
core: ammonium
InChI
1S/C13H30N.ClH/c1-5-8-11-14(4,12-9-6-2)13-10-7-3;/h5-13H2,1-4H3;1H/q+1;/p-1
InChI key
IPILPUZVTYHGIL-UHFFFAOYSA-M
SMILES string
[Cl-].CCCC[N+](C)(CCCC)CCCC
assay
≥98.0% (T)
form
crystals
Quality Level
Related Categories
General description
Tributylmethylammonium chloride is a quaternary ammonium salt commonly used as a catalyst in the synthesis of ɛ-caprolactone and 1-substituted tetrazoles.
Application
Tributylmethylammonium chloride can be used as a phase transfer catalyst in the synthesis of ɛ-caprolactone by Baeyer-Villiger oxidation of cyclohexanone in the presence of KHSO5 as an oxidizing agent.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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New and efficient technique for the synthesis of ?-caprolactone using KHSO5 as an oxidising agent in the presence of a phase transfer catalyst
Baj S, et al
Applied Catalysis A: General, 395(1-2), 49-52 (2011)
One-pot synthesis of 1-substituted 1 H-1, 2, 3, 4-tetrazoles from 2aminothiazoles using tributylmethylammonium chloride as a catalyst
Nagaraju K, et al
Heterocyclic Communications, 23(5), 365-368 (2017)
J W Smit et al.
British journal of pharmacology, 123(3), 361-370 (1998-03-21)
1. In the present study it was tested whether known P-glycoprotein (P-gp) substrates/MDR reversal agents interact with small (type 1) and bulky (type 2) cationic drugs at the level of biliary excretion in the rat isolated perfused liver model (IPRL).
Min-Koo Choi et al.
Journal of pharmaceutical sciences, 94(2), 317-326 (2004-12-01)
The in vivo canalicular excretion clearance of tributylmethyl ammonium (TBuMA), a P-glycoprotein (P-gp) substrate, was previously reported to be unaffected by the induction of an experimental hepatic injury (EHI) by CCl(4) despite the increased expression of P-gp in the EHI
Soon-Sun Hong et al.
Archives of pharmacal research, 29(4), 318-322 (2006-05-10)
Many quaternary ammonium salts are incompletely absorbed after their oral administration and may also be actively secreted into the intestine. However, the underlying mechanism(s) that control the transport of these cations across the intestinal epithelium is not well understood. In
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