6004-24-6

Basic information

• Product Name: Cetylpyridinium chloride monohydrate
• Synonyms: Cetylpyridiniumchloride,monoh;Pyridinium,1-hexadecyl-,chloride,monohydrate;HEXADECYLPYRIDINIUM CHLORIDE MONOHYDRATE;CETYLPYRIDINII CHLORIDUM;CETYLPYRIDINIUM CHLORIDE H2O;CETYLPYRIDINIUM CHLORIDE MONOHYDRATE;CPC MONOHYDRATE;CPC
• CAS NO: 6004-24-6
• Molecular Formula: C21H40ClNO
• Molecular Weight: 358
• EINECS: 204-593-9
• Product Categories: Heterocyclic Quarternary Ammonium Salts (Surfactants);Analytical Chemistry;Cationic Surfactants;Functional Materials;Ion Association;Pyridinium Compounds;Surfactants;CEPACOL
• Mol File: 6004-24-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 81-84 °C
• Appearance: White/Powder
• Storage Temp.: Store at RT.
• Solubility: H2O: soluble0.5M, clear, colorless to faintly yellow
• Water Solubility: Soluble in water, alcohol, chloroform
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid anhydrides, acid chlorides.
• Merck: 14,2032
• BRN: 3578606
• CAS DataBase Reference: Cetylpyridinium chloride monohydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Cetylpyridinium chloride monohydrate(6004-24-6)
• EPA Substance Registry System: Cetylpyridinium chloride monohydrate(6004-24-6)

Safety Data

• Hazard Codes: T+,N,Xi
• Statements: 25-26-38-50/53-36/37/38
• Safety Statements: 28-36/37-45-7/9-61-26-36
• RIDADR: UN 2811 6.1/PG 1
• WGK Germany: 3
• RTECS: UU5075000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 6004-24-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light beige powder

Uses

Different sources of media describe the Uses of 6004-24-6 differently. You can refer to the following data:
1. Pharmaceutic aid (preservative).
2. (1-Hexadecyl)pyridinium chloride monohydrate is used in a study to assess removal of emulsified oil from oily waste water and removal of emulsified food and mineral oils from waste water. And it is used for detergent-based extraction of membrane-associated enzymes such as alkaline phosphatase, and in extraction of chromium and palladium.

General Description

Cetylpyridinum chloride is a quaternary ammonium compound and an active ingredient of antiseptic oral mouth rinses with broad spectrum antimicrobial activity. Its mode of action involves a rapid bactericidal effect on Gram-positive pathogens and a fungicide effect on certain yeasts.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Purification Methods

Crystallise the chloride from MeOH or EtOH/diethyl ether and dry it in vacuo. [Moss et al. J Am Chem Soc 108 788 1986, Lennox & McClelland J Am Chem Soc 108 3771 1986, Beilstein 20 V 233.]

InChI:InChI=1/C21H38N.ClH.H2O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-22-20-17-15-18-21-22;;/h15,17-18,20-21H,2-14,16,19H2,1H3;1H;1H2/q+1;;/p-1

Synthetic route

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + zinc(II) chloride (7646-85-7) → [N-hexadecylpyridinium]2[ZnCl4]

Conditions	Yield
In acetonitrile ZnCl2 added to warm soln. of pyridinium chloride in MeCN; mixt. heated to reflux for 30 min; mixt. cooled to room temp.; elem. anal.;	88%

aqueous cadmium chloride + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → [N-hexadecylpyridinium]2[CdCl4]

Conditions	Yield
In methanol CdCl2 added to warm soln. of pyridinium chloride in MeOH; mixt. heated to reflux for 2.5 h; soln. left to cool to room temp.; ppt. filtered; washed (Et2O); dried (vac.); mother liquor slowly evapd.;elem. anal.;	75%

5K(1+)*IW6O24(5-)*6H2O=K5{IW6O24}*6H2O + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → 4C5H5N(CH2)15CH3(1+)*K(1+)*IW6O24(5-)={C5H5N(CH2)15CH3}4K{IW6O24}

Conditions	Yield
In water stirred, pptn.; filtered off, washed (water), dried (vac.); elem. anal.;

5K(1+)*IMo6O24(5-)*6H2O=K5{IMo6O24}*6H2O + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → 4C5H5N(CH2)15CH3(1+)*K(1+)*IMo6O24(5-)={C5H5N(CH2)15CH3}4K{IMo6O24}

Conditions	Yield
In water stirred, pptn.; filtered off, washed (water), dried (vac.); elem. anal.;

molybdophosphoric acid hydrate + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → [π-C5H5N(+)(CH2)15CH3]3(PMo12O40)(3-)

Conditions	Yield
In water org.-compd. soln. dropwise addn. to Mo-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

tungstophosphoric acid *15.4 H2O + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) + dihydrogen peroxide (7722-84-1) → tris(N-hexadecylpyridinium) tetrakis(oxodiperoxotungsto)phosphate

Conditions	Yield
In water a soln. of H2O2 added to a soln. of W compd., stirred at room temp. for 0.5 h, a soln. of N compd. added; filtered, washed (H2O), dried (air);

dodecatungstophosphoric acid hydrate + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → tris(cetylpyridinium) 12-tungstophosphate

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*SmW10O36(9-)*99H2O = Na7H2(SmW10O36)*99H2O → 7[CH3(CH2)15NC5H5](1+)*2H(1+)*[SmW10O36](9-)=[CH3(CH2)15NC5H5]7H2[SmW10O36]

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*DyW10O36(9-)*99H2O = Na7H2(DyW10O36)*99H2O → 7[CH3(CH2)15NC5H5](1+)*2H(1+)*[DyW10O36](9-)=[CH3(CH2)15NC5H5]7H2[DyW10O36]

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*EuW10O36(9-)*99H2O = Na7H2(EuW10O36)*99H2O → 7[CH3(CH2)15NC5H5](1+)*2H(1+)*[EuW10O36](9-)=[CH3(CH2)15NC5H5]7H2[EuW10O36]

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*GdW10O36(9-)*99H2O = Na7H2(GdW10O36)*99H2O → 7[CH3(CH2)15NC5H5](1+)*2H(1+)*[GdW10O36](9-)=[CH3(CH2)15NC5H5]7H2[GdW10O36]

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*LaW10O36(9-)*99H2O = Na7H2(LaW10O36)*99H2O → 7[CH3(CH2)15NC5H5](1+)*2H(1+)*[LaW10O36](9-)=[CH3(CH2)15NC5H5]7H2[LaW10O36]

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 12-molybdophosphoric acid + water (7732-18-5) → 3C21H38N(1+)*PMo12O40(3-)*H2O=(C21H38N)3PMo12O40*H2O

Conditions	Yield
In ethanol; water hexadecylpyridium chloride in ethanol added to heteropolyacid in water; washed with water, ethanol and diethyl ether, elem. anal.;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 4Na(1+)*W10O32(4-) = Na4W10O32 → 4(C5H5N(CH2)15CH3)(1+)*W10O32(4-) = (C5H5N(CH2)15CH3)4W10O32

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + 7Na(1+)*2H(1+)*NdW10O36(9-)*99H2O = Na7H2(NdW10O36)*99H2O → 7C5H5N(CH2)15CH3(1+)*2H(1+)*NdW10O36(9-) = (C5H5N(CH2)15CH3)7H2NdW10O36

Conditions	Yield
In water at room temp. soln. of 1-hexadecylpyridinium chloride added dropwise to stirred W-polyacid soln. (distd. H2O); stirred for 2 h; pptd.; filtered, washed (distd. H2O), dried in vacuo;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + K6P2W18O66*10H2O → (cetylpyridinium)6P2W18O62

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + H2LaNa7O36W10*(x)H2O → (cetylpyridinium)7H2LaW10O36

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + H2HoNa7O36W10*(x)H2O → (cetylpyridinium)7H2HoW10O36

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + GdH2Na7O36W10*(x)H2O → (cetylpyridinium)7H2GdW10O36

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

1-hexadecylpyridinium chloride monohydrate (6004-24-6) + Na5BT → (cetylpyridinium)5BW12O40

Conditions	Yield
In water org.-compd. soln. dropwise addn. to W-compd. soln. on stirring (20°C, 2 h); ppt. filtration, washing (water), drying (vac.); elem. anal.;

sodium molybdate dihydrate (7631-95-0) + 1-hexadecylpyridinium chloride monohydrate (6004-24-6) → hexadecylpyridinium α-octamolybdate

Conditions	Yield
With HCl In ethanol; water Na2MoO4*2H2O dissolved in H2O, pH adjusted to 3.0-4.5 with 6 M HCl; H2O/EtOH soln. of C16H33NC5H5Cl*H2O added, stirred for 10 min; suspension filtered, dried in dark; hot MeCN soln. kept at 315 K; elem. anal.;