ChemicalBook--->CAS DataBase List--->5137-55-3

5137-55-3

5137-55-3 Structure

5137-55-3 Structure
IdentificationMore
[Name]

Methyl trioctyl ammonium chloride
[CAS]

5137-55-3
[Synonyms]

ADOGEN 464
ALIQUAT 336
ALIQUAT(R) 336
ALIQUAT(TM) 336
CAPRIQUAT
METHYLTRI-N-OCTYLAMMONIUM CHLORIDE
METHYLTRIOCTYLAMINE HYDROCHLORIDE
METHYLTRIOCTYLAMMONIUM CHLORIDE
TOMAC
TRICAPRYLMETHYLAMMONIUM CHLORIDE
TRICAPRYLYLMETHYLAMMONIUM CHLORIDE
TRICAPRYLYL MONOMETHYLAMMONIUM CHLORIDE
TRI-N-OCTYLMETHYLAMMONIUM CHLORIDE
TRIOCTYLMETHYLAMMONIUM CHLORIDE
1-Octanaminium,N-methyl-N,N-dioctyl-,chloride
aliquat
methyltricaprylylammoniumchloride
methyltrioctyl-ammoniuchloride
n-methyl-n,n-dioctyl-1-octanaminiuchloride
n-methyl-n,n-dioctyl-1-octanaminiumchloride
[EINECS(EC#)]

225-896-2
[Molecular Formula]

C25H54ClN
[MDL Number]

MFCD00011862
[Molecular Weight]

404.16
[MOL File]

5137-55-3.mol
Chemical PropertiesBack Directory
[Appearance]

viscous colourless to pale orange liquid
[Melting point ]

-20°C
[Boiling point ]

240°C
[density ]

0.884 g/mL at 25 °C(lit.)
[vapor pressure ]

0Pa at 25℃
[refractive index ]

n20/D 1.4665(lit.)
[Fp ]

>230 °F
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

soluble in Chloroform, Hexanes
[form ]

Viscous Liquid
[color ]

Colourless to pale orange
[Odor]

Ammonical
[Stability:]

Stable. Incompatible wth strong oxidizing agents. Hygroscopic.
[Water Solubility ]

Partially insoluble
[Sensitive ]

Hygroscopic
[Detection Methods]

NMR
[BRN ]

4039255
[InChI]

1S/C25H54N.ClH/c1-5-8-11-14-17-20-23-26(4,24-21-18-15-12-9-6-2)25-22-19-16-13-10-7-3;/h5-25H2,1-4H3;1H/q+1;/p-1
[InChIKey]

XKBGEWXEAPTVCK-UHFFFAOYSA-M
[SMILES]

[Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC
[LogP]

4.5 at 25℃
[CAS DataBase Reference]

5137-55-3(CAS DataBase Reference)
[EPA Substance Registry System]

5137-55-3(EPA Substance)
Questions And AnswerBack Directory
[Description]

Methyltrioctylammonium chloride is a water insoluble quaternary ammonium salt, which is widely used as a counter ion in solvent extraction of anionic metal complexes. It is widely used as a phase transfer catalyst for the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid. In comparison to traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, the usage of methyltrioctylammonium chloride is a more environmentally friendly reaction.
[Reference]

N. Pourreza, H. Zavvar Mousavi, Determination of cadmium by flame atomic absorption spectrometry after preconcentration on naphthalene– methyltrioctylammonium chloride adsorbent as tetraiodocadmate (II) ions, Analytica Chimica Acta, 2004, vol. 503, pp. 279-282
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS05,GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301-H314-H360FD-H373-H410
[Precautionary statements ]

P202-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
[Hazard Codes ]

Xn,N
[Risk Statements ]

R22:Harmful if swallowed.
R38:Irritating to the skin.
R41:Risk of serious damage to eyes.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 2810 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

UZ2997500
[F ]

3-10
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29239000
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Repr. 1B
Skin Corr. 1A
STOT RE 2
[Safety Profile]

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits very toxic fumes of NOx, NH3, and Cl-.
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

(5-Bromothiophen-3-yl)methanesulfonyl chloride-->3-Nitrophenylmethanesulfonyl chloride-->4-Chlorobenzylsulfonyl chloride-->(4-Bromothiophen-2-yl)methanesulfonyl chloride-->1,3-Dimethyl-2-imidazolidinone-->6-Benzyloxypurine-->3-Chloro-4-fluoronitrobenzene-->Benzophenone-->(2-Chloro-phenyl)-methanesulfonyl chloride-->Methyltrioctylammonium 2-mercaptobenzoate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Aliquat 336(5137-55-3).msds
Hazard InformationBack Directory
[Chemical Properties]

viscous colourless to pale orange liquid
[Uses]

Methyltrioctylammonium chloride can be used:
  • As a catalyst in the synthesis of acridine dione derivatives from aromatic aldehyde, dimedone and amines under ultrasonic irradiations.
  • As a catalyst in the synthesis of extended π-systems using aromatic aldehydes and methyldiazines.
  • As a component of a catalytic system used in the Suzuki-Miyaura cross-coupling reaction of a variety of aryl and heteroaryl chlorides in H2O.

[Definition]

ChEBI: An organic chloride salt having methyltrioctylammonium as the cation.
[Flammability and Explosibility]

Notclassified
[Synthesis]

Weigh 1000g of trioctylamine in a beaker, add concentrated hydrochloric acid drop by drop (HCl added about 103g), magnetic stirring, neutralization reaction after the end of a constant temperature water bath evaporation to remove about 80% of the water, a
[Purification Methods]

A 30% (v/v) of Aliquat 336 solution in *benzene is washed twice with an equal volume of 1.5M HBr. [Petrow & Allen, Anal Chem 33 1303 1961.] It is purified by dissolving 50g in CHCl3 (100mL) and shaking with 20% NaOH solution (200mL) for 10minutes, and followed by 20% NaCl (200mL) for 10minutes. It is then washed with a small volume of H2O and filtered through a dry filter paper [Adam & Pribil Talanta 18 733 1971]. n-Alkylammonium chloride n=2,4,6. Recrystallise them from EtOH or an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985, Chu & Thomas J Am Chem Soc 108 6270 1986.] n-Alkyltrimethylammonium bromide n=10,12,16. Recrystallise them from an EtOH/Et2O mixture. [Hashimoto & Thomas J Am Chem Soc 107 4655 1985.]
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl trioctyl ammonium chloride(5137-55-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5137-55-3(sigmaaldrich)
[TCI AMERICA]

Methyltri-n-octylammonium Chloride,>95.0%(T)(5137-55-3)
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