Skip to Content
Merck
All Photos(1)

Documents

70444

Sigma-Aldrich

Tributylmethylammonium chloride

≥98.0% (T)

Synonym(s):

Methyltributylammonium chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3CH2CH2CH2)3N(Cl)CH3
CAS Number:
56375-79-2
Molecular Weight:
235.84
Beilstein:
6300212
EC Number:
260-135-8
MDL number:
MFCD00011847
UNSPSC Code:
12352116
PubChem Substance ID:
57652249
NACRES:
NA.22

Assay

≥98.0% (T)

form

crystals

SMILES string

[Cl-].CCCC[N+](C)(CCCC)CCCC

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

Looking for similar products? Visit Product Comparison Guide

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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H312,H315,H319,H411

Hazard Classifications

Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

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)
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)
R H Moseley et al.
The Journal of pharmacology and experimental therapeutics, 276(2), 561-567 (1996-02-01)
Hepatic organic cation transport in vitro, using tetraethylammonium (TEA) as a substrate, consists of at least two steps: sinusoidal uptake is stimulated by an inside-negative membrane potential and canalicular membrane transport is mediated by organic cation:H+ exchange (Moseley et al.
Soon-Sun Hong et al.
Archives of pharmacal research, 28(3), 330-334 (2005-04-19)
The effect of a new hepatoprotective agent, YH-439, on the hepatobiliary transport of a model organic cation (OC), TBuMA (tributylmethylammonium), was investigated. The area under the plasma concentration-time curve (AUC) from time zero to 4 h following iv administration of
Won-Sik Shim et al.
Archives of pharmacal research, 31(5), 671-677 (2008-05-16)
The effect of organic anionic (OA) fractions of various rat organ tissues on the apparent partition coefficients (APC) of quarternary ammoniums (QAs) between n-octanol and phosphate buffer (pH 7.4) and QAs transport across the LLC-PK1 cell monolayer was examined. The
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