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)
R W Van Dyke et al.
The Journal of pharmacology and experimental therapeutics, 261(1), 1-11 (1992-04-01)
A number of cationic amine drugs that are taken up by liver and excreted into bile may accumulate in acidified intracellular organelles such as lysosomes and endosomes. These studies were undertaken to assess directly the uptake and accumulation of three
M K Choi et al.
Biopharmaceutics & drug disposition, 28(9), 485-490 (2007-10-24)
The hypothesis that higher molecular weight (MW) quaternary ammoniums (QAs) form lipophilic ion-pair complexes with bile salts in the liver, and are subsequently excreted into bile via a canalicular transporter, P-gp, was re-examined in the present study for its validity.
Moon Kyoung Kim et al.
Journal of pharmaceutical sciences, 94(12), 2644-2655 (2005-11-01)
The oral bioavailability of tributylmethyl ammonium (TBuMA), an organic cation (OC), exhibited a dose-dependency (i.e., 17, 27, and 35% at doses of 0.4, 4, or 12 micromol/kg, respectively) in the rat. Relevant mechanisms were investigated in the present study by
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