Quaternary ammonium salts

Ammonium salts in which a nitrogen atom (with a +1 formal charge) has four carbon-nitrogen single bonds; this nitrogen could be bonded to four functional groups containing carbon.

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Tetrabutylammonium Phosphate (White to Off-White Powder/HPLC Grade), Fisher Chemical™

CAS: 5574-97-0 Molecular Formula: C16H38NO4P Molecular Weight (g/mol): 339.46 MDL Number: MFCD00064526 InChI Key: ARRNBPCNZJXHRJ-UHFFFAOYSA-M PubChem CID: 2735142 IUPAC Name: tetrabutylazanium dihydrogen phosphate SMILES: OP(O)([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC

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PubChem CID	2735142
CAS	5574-97-0
Molecular Weight (g/mol)	339.46
MDL Number	MFCD00064526
SMILES	OP(O)([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC
IUPAC Name	tetrabutylazanium dihydrogen phosphate
InChI Key	ARRNBPCNZJXHRJ-UHFFFAOYSA-M
Molecular Formula	C16H38NO4P

LiChropur™ Tetramethylammonium bromide , ≥99.0% (AT), MilliporeSigma™ Supelco™

MDL Number: MFCD00011626

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Specifications

MDL Number	MFCD00011626

Tetraethylammonium hydroxide, 35% w/w aq. soln.

CAS: 77-98-5 Molecular Formula: C8H21NO Molecular Weight (g/mol): 147.26 MDL Number: MFCD00009024 InChI Key: LRGJRHZIDJQFCL-UHFFFAOYSA-M Synonym: tetraethylammonium hydroxide,tetraethyl ammonium hydroxide,unii-ra8vu41b1f,ammonium, tetraethyl-, hydroxide,tetraethylazanium hydroxide,ethanaminium, n,n,n-triethyl-, hydroxide,ra8vu41b1f,ethanaminium, n,n,n-triethyl-, hydroxide 1:1,tetraethylammonium hydroxide solution in water,n,n,n-triethylethanaminium PubChem CID: 6509 IUPAC Name: tetraethylazanium;hydroxide SMILES: [OH-].CC[N+](CC)(CC)CC

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PubChem CID	6509
CAS	77-98-5
Molecular Weight (g/mol)	147.26
MDL Number	MFCD00009024
SMILES	[OH-].CC[N+](CC)(CC)CC
Synonym	tetraethylammonium hydroxide,tetraethyl ammonium hydroxide,unii-ra8vu41b1f,ammonium, tetraethyl-, hydroxide,tetraethylazanium hydroxide,ethanaminium, n,n,n-triethyl-, hydroxide,ra8vu41b1f,ethanaminium, n,n,n-triethyl-, hydroxide 1:1,tetraethylammonium hydroxide solution in water,n,n,n-triethylethanaminium
IUPAC Name	tetraethylazanium;hydroxide
InChI Key	LRGJRHZIDJQFCL-UHFFFAOYSA-M
Molecular Formula	C8H21NO

L-Carnitine, 98+%

CAS: 541-15-1 Molecular Formula: C7H15NO3 Molecular Weight (g/mol): 161.201 MDL Number: MFCD00038747 InChI Key: PHIQHXFUZVPYII-ZCFIWIBFSA-N Synonym: l-carnitine,levocarnitine,vitamin bt,r-carnitine,carnitor,--carnitine,carnitine,--l-carnitine,karnitin,l---carnitine PubChem CID: 10917 ChEBI: CHEBI:16347 IUPAC Name: (3R)-3-hydroxy-4-(trimethylazaniumyl)butanoate SMILES: C[N+](C)(C)CC(CC(=O)[O-])O

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PubChem CID	10917
CAS	541-15-1
Molecular Weight (g/mol)	161.201
ChEBI	CHEBI:16347
MDL Number	MFCD00038747
SMILES	C[N+](C)(C)CC(CC(=O)[O-])O
Synonym	l-carnitine,levocarnitine,vitamin bt,r-carnitine,carnitor,--carnitine,carnitine,--l-carnitine,karnitin,l---carnitine
IUPAC Name	(3R)-3-hydroxy-4-(trimethylazaniumyl)butanoate
InChI Key	PHIQHXFUZVPYII-ZCFIWIBFSA-N
Molecular Formula	C7H15NO3

Choline Chloride, 99%

CAS: 67-48-1 Molecular Formula: C5H14ClNO Molecular Weight (g/mol): 139.62 MDL Number: MFCD00011721 InChI Key: SGMZJAMFUVOLNK-UHFFFAOYSA-M Synonym: choline chloride,hepacholine,biocolina,biocoline,lipotril,paresan,luridin chloride,choline hydrochloride,cholinium chloride,bilineurin chloride PubChem CID: 6209 ChEBI: CHEBI:133341 IUPAC Name: 2-hydroxyethyl(trimethyl)azanium;chloride SMILES: [Cl-].C[N+](C)(C)CCO

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PubChem CID	6209
CAS	67-48-1
Molecular Weight (g/mol)	139.62
ChEBI	CHEBI:133341
MDL Number	MFCD00011721
SMILES	[Cl-].C[N+](C)(C)CCO
Synonym	choline chloride,hepacholine,biocolina,biocoline,lipotril,paresan,luridin chloride,choline hydrochloride,cholinium chloride,bilineurin chloride
IUPAC Name	2-hydroxyethyl(trimethyl)azanium;chloride
InChI Key	SGMZJAMFUVOLNK-UHFFFAOYSA-M
Molecular Formula	C5H14ClNO

Thermo Scientific Chemicals Choline hydroxide, 45 wt.% aqueous solution, pure, stabilized

CAS: 123-41-1 | C5H15NO2 | 121.18 g/mol

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Specifications

Molecular Weight (g/mol)	121.18
Color	White
Physical Form	Granular Powder
Chemical Name or Material	Choline hydroxide, 45 wt.% aqueous solution
Grade	Pure
SMILES	[OH-].C[N+](C)(C)CCO
Merck Index	15,2211
InChI Key	KIZQNNOULOCVDM-UHFFFAOYSA-M
Density	1.0700g/mL
PubChem CID	31255
Percent Purity	44.0 to 48.0% (Total base)
CAS	7732-18-5
Stabilizer	1800ppm ethylenediamine 3000ppm hydroxylamine
Health Hazard 3	GHS P Statement IF SWALLOWED: rinse mouth. Do NOT induce vomiting. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,if pre
MDL Number	MFCD00002831
Health Hazard 2	GHS H Statement Causes severe skin burns and eye damage.
Solubility Information	Solubility in water: miscible.
Health Hazard 1	GHS Signal Word: Danger
Synonym	choline hydroxide,gossypine,sincaline,bursine,luridine,sinkalin,sinkaline,fagine,vidine,2-hydroxy-n,n,n-trimethylethanaminium hydroxide
IUPAC Name	2-hydroxyethyl(trimethyl)azanium;hydroxide
Molecular Formula	C5H15NO2
EINECS Number	204-625-1
Formula Weight	121.18
Specific Gravity	1.07

Carbachol, 98.3%

CAS: 51-83-2 Molecular Formula: C6H15ClN2O2 Molecular Weight (g/mol): 182.65 MDL Number: MFCD00012011 InChI Key: AIXAANGOTKPUOY-UHFFFAOYSA-N Synonym: carbachol,carbamoylcholine chloride,carbachol chloride,carbacholine,carbocholine,jestryl,doryl,carbamylcholine chloride,miostat,isopto carbachol PubChem CID: 5831 ChEBI: CHEBI:3385 IUPAC Name: 2-(trimethylazaniumyl)ethyl carbamate chloride SMILES: [Cl-].C[N+](C)(C)CCOC(N)=O

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Specifications

PubChem CID	5831
CAS	51-83-2
Molecular Weight (g/mol)	182.65
ChEBI	CHEBI:3385
MDL Number	MFCD00012011
SMILES	[Cl-].C[N+](C)(C)CCOC(N)=O
Synonym	carbachol,carbamoylcholine chloride,carbachol chloride,carbacholine,carbocholine,jestryl,doryl,carbamylcholine chloride,miostat,isopto carbachol
IUPAC Name	2-(trimethylazaniumyl)ethyl carbamate chloride
InChI Key	AIXAANGOTKPUOY-UHFFFAOYSA-N
Molecular Formula	C6H15ClN2O2

Tetrabutylammonium chloride, For ion pair chromatography, ≥99.0%, MilliporeSigma™ Supelco™

MDL Number: MFCD00011635

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MDL Number	MFCD00011635

Choline bitartrate, 97%

CAS: 87-67-2 Molecular Formula: C₅H₁₄NO·C₄H₅O₆ Molecular Weight (g/mol): 253.25 InChI Key: QWJSAWXRUVVRLH-UHFFFAOYSA-M Synonym: choline bitartrate,cholini bitartras,choline 3-carboxy-2,3-dihydroxypropanoate,2-hydroxyethyl trimethylammonium bitartrate,choline tartrate 1:1,2-hydroxy-n,n,n-trimethylethanaminium 3-carboxy-2,3-dihydroxypropanoate,cholinibitatratis,choline hydrogen l-+-tartrate,ethanaminium, 2-hydroxy-n,n,n-trimethyl-, 2r,3r-2,3-dihydroxybutanedioate 1:1 PubChem CID: 10198924 IUPAC Name: 2-hydroxyethyl(trimethyl)azanium;2,3,4-trihydroxy-4-oxobutanoate SMILES: C[N+](C)(C)CCO.C(C(C(=O)[O-])O)(C(=O)O)O

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PubChem CID	10198924
CAS	87-67-2
Molecular Weight (g/mol)	253.25
SMILES	C[N+](C)(C)CCO.C(C(C(=O)[O-])O)(C(=O)O)O
Synonym	choline bitartrate,cholini bitartras,choline 3-carboxy-2,3-dihydroxypropanoate,2-hydroxyethyl trimethylammonium bitartrate,choline tartrate 1:1,2-hydroxy-n,n,n-trimethylethanaminium 3-carboxy-2,3-dihydroxypropanoate,cholinibitatratis,choline hydrogen l-+-tartrate,ethanaminium, 2-hydroxy-n,n,n-trimethyl-, 2r,3r-2,3-dihydroxybutanedioate 1:1
IUPAC Name	2-hydroxyethyl(trimethyl)azanium;2,3,4-trihydroxy-4-oxobutanoate
InChI Key	QWJSAWXRUVVRLH-UHFFFAOYSA-M
Molecular Formula	C₅H₁₄NO·C₄H₅O₆

Tetra-n-butylammonium phosphate, 98%, non-UV

CAS: 5574-97-0 Molecular Formula: C16H38NO4P Molecular Weight (g/mol): 339.46 MDL Number: MFCD00064526 InChI Key: ARRNBPCNZJXHRJ-UHFFFAOYSA-M Synonym: tetrabutylammonium dihydrogen phosphate,tetrabutylammonium phosphate,tetrabutylammonium dihydrogenphosphate,1-butanaminium, n,n,n-tributyl-, phosphate 1:1,tetra-n-butylammonium phosphate,tetrabutylazanium dihydrogen phosphate,dihydrogen phosphate; tetrabutylazanium,dihydrogen phosphate; tetrabutylammonium,tetrabutyl ammonium dihydrogen phosphate,tetrabutylammonium ion dihydrogenphosphate ion PubChem CID: 2735142 IUPAC Name: dihydrogen phosphate;tetrabutylazanium SMILES: OP(O)([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC

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Specifications

PubChem CID	2735142
CAS	5574-97-0
Molecular Weight (g/mol)	339.46
MDL Number	MFCD00064526
SMILES	OP(O)([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium dihydrogen phosphate,tetrabutylammonium phosphate,tetrabutylammonium dihydrogenphosphate,1-butanaminium, n,n,n-tributyl-, phosphate 1:1,tetra-n-butylammonium phosphate,tetrabutylazanium dihydrogen phosphate,dihydrogen phosphate; tetrabutylazanium,dihydrogen phosphate; tetrabutylammonium,tetrabutyl ammonium dihydrogen phosphate,tetrabutylammonium ion dihydrogenphosphate ion
IUPAC Name	dihydrogen phosphate;tetrabutylazanium
InChI Key	ARRNBPCNZJXHRJ-UHFFFAOYSA-M
Molecular Formula	C16H38NO4P

Tetraethylammonium bromide, 98%

CAS: 71-91-0 Molecular Formula: C8H20BrN Molecular Weight (g/mol): 210.159 MDL Number: MFCD00011825 InChI Key: HWCKGOZZJDHMNC-UHFFFAOYSA-M Synonym: tetraethylammonium bromide,teab,tea bromide,tetrylammonium bromide,sympatektoman,tetranium,etylon,bromethyl,beparon,etambro PubChem CID: 6285 IUPAC Name: tetraethylazanium;bromide SMILES: CC[N+](CC)(CC)CC.[Br-]

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PubChem CID	6285
CAS	71-91-0
Molecular Weight (g/mol)	210.159
MDL Number	MFCD00011825
SMILES	CC[N+](CC)(CC)CC.[Br-]
Synonym	tetraethylammonium bromide,teab,tea bromide,tetrylammonium bromide,sympatektoman,tetranium,etylon,bromethyl,beparon,etambro
IUPAC Name	tetraethylazanium;bromide
InChI Key	HWCKGOZZJDHMNC-UHFFFAOYSA-M
Molecular Formula	C8H20BrN

Tetrabutylammonium iodide, 98%

CAS: 311-28-4 Molecular Formula: C16H36IN Molecular Weight (g/mol): 369.38 MDL Number: MFCD00011636 InChI Key: DPKBAXPHAYBPRL-UHFFFAOYSA-M Synonym: tetrabutylammonium iodide,tetra-n-butylammonium iodide,tbai,tetrabutylazanium iodide,tetra-n-butylammoniumjodid,tetrabutyl ammonium iodide,1-butanaminium, n,n,n-tributyl-, iodide,n,n,n-tributyl-1-butanaminium iodide,tetra-n-butylammoniumjodid czech,tetrabutylammonium ion iodide PubChem CID: 67553 IUPAC Name: tetrabutylazanium;iodide SMILES: [I-].CCCC[N+](CCCC)(CCCC)CCCC

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PubChem CID	67553
CAS	311-28-4
Molecular Weight (g/mol)	369.38
MDL Number	MFCD00011636
SMILES	[I-].CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium iodide,tetra-n-butylammonium iodide,tbai,tetrabutylazanium iodide,tetra-n-butylammoniumjodid,tetrabutyl ammonium iodide,1-butanaminium, n,n,n-tributyl-, iodide,n,n,n-tributyl-1-butanaminium iodide,tetra-n-butylammoniumjodid czech,tetrabutylammonium ion iodide
IUPAC Name	tetrabutylazanium;iodide
InChI Key	DPKBAXPHAYBPRL-UHFFFAOYSA-M
Molecular Formula	C16H36IN

Benzyldimethyl-n-tetradecylammonium chloride hydrate, 98%, Thermo Scientific Chemicals

CAS: 139-08-2 Molecular Formula: C23H42ClN Molecular Weight (g/mol): 368.05 MDL Number: MFCD00011771 InChI Key: OCBHHZMJRVXXQK-UHFFFAOYSA-M Synonym: miristalkonium chloride,n-benzyl-n,n-dimethyltetradecan-1-aminium chloride,zephiramine,benzyldimethyltetradecylammonium chloride,tetradecyldimethylbenzylammonium chloride,myristalkonium chloride,dibactol,faringets,quaternario 14b,sanibond 200lg PubChem CID: 8755 SMILES: [Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1

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PubChem CID	8755
CAS	139-08-2
Molecular Weight (g/mol)	368.05
MDL Number	MFCD00011771
SMILES	[Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1
Synonym	miristalkonium chloride,n-benzyl-n,n-dimethyltetradecan-1-aminium chloride,zephiramine,benzyldimethyltetradecylammonium chloride,tetradecyldimethylbenzylammonium chloride,myristalkonium chloride,dibactol,faringets,quaternario 14b,sanibond 200lg
InChI Key	OCBHHZMJRVXXQK-UHFFFAOYSA-M
Molecular Formula	C23H42ClN

Acetylcholine Chloride, 99%

CAS: 60-31-1 Molecular Formula: C₇H₁₆ClNO₂ Molecular Weight (g/mol): 181.66 MDL Number: MFCD00011698 InChI Key: JUGOREOARAHOCO-UHFFFAOYSA-M Synonym: acetylcholine chloride,miochol,acecoline,chloroacetylcholine,arterocoline,acecholin,ovisot,ach chloride,azetylcholinchlorid,2-acetyloxy-n,n,n-trimethylethanaminium chloride PubChem CID: 6060 ChEBI: CHEBI:2417 IUPAC Name: 2-acetyloxyethyl(trimethyl)azanium;chloride SMILES: CC(=O)OCC[N+](C)(C)C.[Cl-]

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Specifications

PubChem CID	6060
CAS	60-31-1
Molecular Weight (g/mol)	181.66
ChEBI	CHEBI:2417
MDL Number	MFCD00011698
SMILES	CC(=O)OCC[N+](C)(C)C.[Cl-]
Synonym	acetylcholine chloride,miochol,acecoline,chloroacetylcholine,arterocoline,acecholin,ovisot,ach chloride,azetylcholinchlorid,2-acetyloxy-n,n,n-trimethylethanaminium chloride
IUPAC Name	2-acetyloxyethyl(trimethyl)azanium;chloride
InChI Key	JUGOREOARAHOCO-UHFFFAOYSA-M
Molecular Formula	C₇H₁₆ClNO₂

Dodecyltrimethylammonium bromide, 99%, pure

CAS: 1119-94-4 Molecular Formula: C₁₅H₃₄BrN Molecular Weight (g/mol): 308.34 InChI Key: XJWSAJYUBXQQDR-UHFFFAOYSA-M Synonym: dodecyltrimethylammonium bromide,dtab,dctab,ltab,lauryltrimethylammonium bromide,n,n,n-trimethyldodecan-1-aminium bromide,laurtrimonium bromide,dodecyl trimethyl ammonium bromide,morpan d,1-dodecanaminium, n,n,n-trimethyl-, bromide PubChem CID: 14249 ChEBI: CHEBI:282662 IUPAC Name: dodecyl(trimethyl)azanium;bromide SMILES: CCCCCCCCCCCC[N+](C)(C)C.[Br-]

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Specifications

PubChem CID	14249
CAS	1119-94-4
Molecular Weight (g/mol)	308.34
ChEBI	CHEBI:282662
SMILES	CCCCCCCCCCCC[N+](C)(C)C.[Br-]
Synonym	dodecyltrimethylammonium bromide,dtab,dctab,ltab,lauryltrimethylammonium bromide,n,n,n-trimethyldodecan-1-aminium bromide,laurtrimonium bromide,dodecyl trimethyl ammonium bromide,morpan d,1-dodecanaminium, n,n,n-trimethyl-, bromide
IUPAC Name	dodecyl(trimethyl)azanium;bromide
InChI Key	XJWSAJYUBXQQDR-UHFFFAOYSA-M
Molecular Formula	C₁₅H₃₄BrN

Quaternary ammonium salts

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