255165
Tributylmethylammonium chloride solution
75 wt. % in H2O
Synonym(s):
Methyltributylammonium chloride solution
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About This Item
Linear Formula:
CH3N[CH3(CH2)3]3Cl
CAS Number:
Molecular Weight:
235.84
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor pressure
7.9 mmHg ( 25 °C)
Quality Level
concentration
75 wt. % in H2O
refractive index
n20/D 1.4682
bp
152 °C
density
0.964 g/mL at 25 °C
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
General description
Tributylmethylammonium chloride (TBMAC) is a quaternary ammonium salt commonly used as a phase-transfer catalyst in various organic synthesis reactions. It can also be used in the preparation of ionic liquids.
Application
Tributylmethylammonium chloride solution is 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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
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)
Enantioselective biocatalytic reduction of 2 H-1, 4-benzoxazines using imine reductases
Zumbra?gel N, et al.
The Journal of Organic Chemistry, 84(3), 1440-1447 (2018)
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.
H Steen et al.
Journal of hepatology, 21(3), 308-314 (1994-09-01)
The effect of ethanol on the hepatic uptake of various cationic drugs was studied in isolated perfused rat livers, isolated rat hepatocytes and isolated rat liver mitochondria. In isolated rat hepatocytes and in isolated perfused rat livers, the uptake of
H Steen et al.
Biochemical pharmacology, 45(4), 809-818 (1993-02-24)
The effects of several metabolic inhibitors on the uptake of tri-n-butylmethylammonium (TBuMA) were studied in isolated rat liver mitochondria, isolated rat hepatocytes and isolated perfused rat livers, in order to characterize further the mechanisms for carrier-mediated uptake and cellular accumulation
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