methyltrioctylazanium chloride

• ChemBase ID: 111434
• Molecular Formular: C25H54ClN
• Molecular Mass: 404.15596
• Monoisotopic Mass: 403.39447841
• SMILES: [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC
• Canonical SMILES: CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: methyltrioctylazanium chloride
• IUPAC Traditional name: trioctylmethylammonium chloride
• Synonyms: TRICAPRYLYL MONOMETHYLAMMONIUM CHLORIDE, 75% SOLUTION; Starks' catalyst; Tricaprylmethylammonium chloride, Methyltrioctylammonium chloride; Aliquat 336; Tricaprylylmethylammonium chloride; Trioctylmethylammonium chloride; Aliquat® 336; Methyltrioctylammonium chloride; Methyltri-n-octylammonium chloride; Aliquat® 128; Aliquat® 336 replacement product; Methyltrioctylammonium chloride; Tricaprylylmethylammonium chloride; 三辛基甲基氯化铵; 甲基三辛基氯化铵; 甲基三辛基氯化铵; Aliquat® 336; Aliquat® 336 替代产品; 氯化甲基三辛基铵; 三辛基甲基氯化铵

Database IDs

• CAS Number: 63393-96-4; 5137-55-3
• EC Number: 225-896-2; 264-120-7
• MDL Number: MFCD00011862
• Beilstein Number: 4039255
• PubChem SID: 162096813; 24889433; 24885936; 24852212
• PubChem CID: 21218
• Chemspider ID: 19948
• Wikipedia Title: Aliquat_336

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.334354
• LogD (pH = 7.4): 5.334354
• Log P: 5.334354
• Molar Refractivity: 132.7345 cm^3
• Polarizability: 48.35746 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Colorless viscous liquid
• Melting Point: -20°C
• Boiling Point: >240°C; 225°C
• Flash Point: 113 °C; 113 °C (closed cup); 132 °C; 132°C(269°F); 235.4 °F; 269.6 °F
• Density: 0.88 g/mL at 20 °C(lit.); 0.880; 0.884 g/cm3; 0.884 g/ml; 0.884 g/mL at 25 °C(lit.)
• Refractive Index: 1.4465; n20/D 1.4665(lit.)
• Viscosity: 1500 mPa·s at 30 °C

Safety Information

• Storage Warning: Hygroscopic
• RTECS: BR8575000; UZ2997500
• European Hazard Symbols: Corrosive (C); Nature polluting (N); X; Harmful (Xn)
• UN Number: 2810; UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 22-34-50/53; 22-38-41-50/53; R:22-36/37/38; R22 R38 R41 R50/53
• Safety Statements: 23-26-36/37/39-57-60; 26-36/37/39-45-61; 26-39-60-61; S:25-26-36/37/39; S26 S39 S60 S61
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS09
• GHS Signal Word: Danger
• Main Hazard: Toxic (USA)
• GHS Hazard statements: H301-H314-H410; H301-H315-H318-H400-H410; H301-H315-H318-H410
• GHS Precautionary statements: P273-P280-P301 + P310-P305 + P351 + P338-P310-P501; P273-P280-P301 + P310-P305 + P351 + P338-P501; P280-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3

Product Information

• Purity: ≥97.0% (AT)
• Description: cationic
• Impurities: ~1% water
• Linear Formula: [CH3(CH2)6CH2]3N(Cl)CH3

DETAILS

MP Biomedicals - 05219152

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 91042

Application
Quat suitable for nearly all PTC applications without aqueous work-up
Packaging
1 L in glass bottle
250 mL in glass bottle
Legal Information
Aliquat is a registered trademark of BASF

Sigma Aldrich - 69485

Packaging
10, 50 g in glass bottle

Sigma Aldrich - 205613

Packaging
1 L in glass bottle
5, 250 mL in glass bottle
Application
Mixture of C8 and C10 chains with C8 predominating. Used as a metal extraction reagent1,2 and a phase-transfer catalyst.3
Legal Information
Aliquat is a registered trademark of BASF

REFERENCES

• Mixture of C₈-C₁₀; predominantly C₈.
• Aliquat is a registered trademark of Cognis Corporation.
• Widely used lipophilic phase-transfer catalyst. Catalyzes the synthesis of long-chain alkyl azides from the bromides in water or formamide: Tetrahedron Lett., 30, 1245 (1989), the formation and saponification of hindered esters with KOH in the absence of solvent: J. Org. Chem., 51, 740 (1986), the solvent-free S_NAr reactions of halopyridines: Heterocycles, 32, 1947 (1991), and dehydrohalogenation of vic-dibromides to alkynes: Org. Prep. Proced. Int., 21, 232 (1989). Catalyzes the solvent-free liquid-liquid phase-transfer hydroboration of olefins, using aqueous NaBH₄: Synlett, 997 (2000). See Appendix 2.