Tetramethylammonium chloride

• CAS: 75-57-0
• Catalog Number: ACM75570-3
• Category: Ammonium Ionic Liquids
• Molecular Weight: 109.60
• Molecular Formula: C4H12ClN
• Description: DryPowder; Liquid;HYGROSCOPIC WHITE CRYSTALS.
• Synonyms: TMAC
• IUPAC Name: tetramethylazanium; chloride
• Canonical SMILES: C[N+](C)(C)C.[Cl-]
• InChI: InChI=1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
• InChI Key: OKIZCWYLBDKLSU-UHFFFAOYSA-M
• Melting Point: 420 °C (decomposes)
• Density: 1.1690 at 20 °C/4 °C;1.17 g/cm³
• Solubility: Slightly soluble in ethanol; insoluble in ether, benzene, chloroform; very soluble in methanol;Soluble in alcohol; insoluble in ether;Soluble in water;In water, 5.9X10+5 mg/L at 25 °C (est);Solubility in water at 20 °C: very good
• Application: Metal Plating, Electropolishing, Metal Reprocessing, Phase transfer media, Batteries Fuel Cells, Nanomaterials, Industrial Solvents, Nuclear Fuel Red Waste, Enzymatic Catalysis, Lubricants Heat Transfer and Solar Energy Conversion.
• Storage: Store at RT.
• Active Content: 95%
• Chemical Formula: N1,1,1,1Cl
• Color/Form: Bipyramidal from dilute alcohol;White crystalline solid
• Complexity: 19.1
• Covalently-Bonded Unit Count: 2
• Decomposition: When heated to decomposition it emits very toxic fumes of /nitrogen oxides, ammonia and hydrogen chloride/.;368-370 °C
• EC Number: 200-880-8
• Exact Mass: 109.066
• Formal Charge: 0
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Heavy Atom Count: 6
• ICSC Number: 1099
• LogP: log Kow = -4.18 (est)
• MDL Number: MFCD00011628
• Monoisotopic Mass: 109.066
• Octanol Water Partition Coefficient: log Kow = -4.18 (est)
• Other Experimental: Hygroscopic;MP: Decomposes;MP: >300 °C;When heated to decomposition it emits very toxic fumes of NOx, NH₃, and Cl(-).;Henry's Law constant = 4.2X10-12 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 5.1X10-12 cu cm/molec-sec at 25 °C (est)
• Physical Description: DryPowder; Liquid;HYGROSCOPIC WHITE CRYSTALS.
• Physical State: White crystals, chunks, or powder
• PubChem ID: 6379
• Rotatable Bond Count: 0
• RTECS Number: BS7700000
• Topological Polar Surface Area: 0A^2
• UNII: DCQ9S88703
• UN Number: 2811
• Vapor Pressure: 1.2X10-8 mm Hg at 25 °C (est)

Custom Q&A

What is the molecular formula of tetramethylammonium chloride?

The molecular formula of tetramethylammonium chloride is C4H12ClN.

What is the molecular weight of tetramethylammonium chloride?

The molecular weight of tetramethylammonium chloride is 109.60 g/mol.

What is the IUPAC name of tetramethylammonium chloride?

The IUPAC name of tetramethylammonium chloride is tetramethylazanium; chloride.

What is the InChIKey of tetramethylammonium chloride?

The InChIKey of tetramethylammonium chloride is OKIZCWYLBDKLSU-UHFFFAOYSA-M.

What is the canonical SMILES representation of tetramethylammonium chloride?

The canonical SMILES representation of tetramethylammonium chloride is C[N+](C)(C)C.[Cl-].

What is the CAS number of tetramethylammonium chloride?

The CAS number of tetramethylammonium chloride is 75-57-0.

What is the UNII of tetramethylammonium chloride?

The UNII of tetramethylammonium chloride is DCQ9S88703.

What is the ChEMBL ID of tetramethylammonium chloride?

The ChEMBL ID of tetramethylammonium chloride is CHEMBL1209651.

How many hydrogen bond donor counts are there in tetramethylammonium chloride?

There are 0 hydrogen bond donor counts in tetramethylammonium chloride.

How many rotatable bond counts are there in tetramethylammonium chloride?

There are 0 rotatable bond counts in tetramethylammonium chloride.

Synthetic Use

Downstream Synthesis Route 1

• 99-11-6
• 75-57-0

• 42521-09-5

Reference: [1] Organic Letters, 2003, vol. 5, # 7, p. 967 - 970
[2] Journal of the American Chemical Society, 2005, vol. 127, # 29, p. 10124 - 10125
[3] ChemMedChem, 2013, vol. 8, # 6, p. 967 - 975
[4] Organic Letters, 2008, vol. 10, # 19, p. 4383 - 4386
[5] Arkivoc, 2011, vol. 2011, # 6, p. 92 - 119

Downstream Synthesis Route 2

• 5111-66-0
• 75-57-0

• 5486-55-5

Reference: [1] Tetrahedron, 2008, vol. 64, # 51, p. 11618 - 11624

Downstream Synthesis Route 3

• 75-57-0

• 1131-61-9

Reference: [1] Polyhedron, 1983, vol. 2, p. 479 - 484

Downstream Synthesis Route 4

• 353-42-4
• 75-57-0

• 74-87-3
• 121-43-7
• 115-10-6
• 661-36-9

Reference: [1]Journal of the American Chemical Society,1955,vol. 77,p. 2024,2025

Downstream Synthesis Route 5

• 75-57-0

• 1838-41-1

Reference: [1]Journal of Organic Chemistry,2002,vol. 67,p. 8622 - 8624
[2]Tetrahedron Letters,2012,vol. 53,p. 5555 - 5558
[3]Justus Liebigs Annalen der Chemie,1887,vol. 240,p. 124 Anm.
[4]Journal of the Chemical Society,1906,vol. 89,p. 1638
[5]Inorganic Syntheses,1957,vol. 5,p. 167

Downstream Synthesis Route 6

• 75-57-0

• 373-68-2

Reference: [1]Jones; Whalen
[Journal of the American Chemical Society, 1925, vol. 47, p. 1347]
[2]Jones; Whalen
[Journal of the American Chemical Society, 1925, vol. 47, p. 1347]

* For details of the synthesis route, please refer to the original source to ensure accuracy.