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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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
IUPAC Name	tetrabutylazanium dihydrogen phosphate
InChI Key	ARRNBPCNZJXHRJ-UHFFFAOYSA-M
Molecular Formula	C16H38NO4P

Tetramethylammonium tetrafluoroborate, 97%

CAS: 661-36-9 Molecular Formula: C4H12BF4N Molecular Weight (g/mol): 160.95 MDL Number: MFCD00011745 InChI Key: XWFABLFRYCHILB-UHFFFAOYSA-N Synonym: tetramethylammonium tetrafluoroborate,tetramethylammonium fluoroborate,borate 1-, tetrafluoro-, tetramethylammonium salt,tetramethylazanium tetrafluoroborate,n,n,n-trimethylmethanaminium tetrafluoroborate 1-,tetramethylammonium ion tetrafluoroborate,ammonium, tetramethyl-, tetrafluoroborate 1-,acmc-209ntt,methanaminium, n,n,n-trimethyl-, tetrafluoroborate 1-,tetramethyl ammonium tetrafluoroborate PubChem CID: 12621 IUPAC Name: tetramethylazanium;tetrafluoroborate SMILES: C[N+](C)(C)C.F[B-](F)(F)F

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Specifications

PubChem CID	12621
CAS	661-36-9
Molecular Weight (g/mol)	160.95
MDL Number	MFCD00011745
SMILES	C[N+](C)(C)C.F[B-](F)(F)F
Synonym	tetramethylammonium tetrafluoroborate,tetramethylammonium fluoroborate,borate 1-, tetrafluoro-, tetramethylammonium salt,tetramethylazanium tetrafluoroborate,n,n,n-trimethylmethanaminium tetrafluoroborate 1-,tetramethylammonium ion tetrafluoroborate,ammonium, tetramethyl-, tetrafluoroborate 1-,acmc-209ntt,methanaminium, n,n,n-trimethyl-, tetrafluoroborate 1-,tetramethyl ammonium tetrafluoroborate
IUPAC Name	tetramethylazanium;tetrafluoroborate
InChI Key	XWFABLFRYCHILB-UHFFFAOYSA-N
Molecular Formula	C4H12BF4N

Tetrabutylammonium fluoride, 75% solution in water

CAS: 429-41-4 Molecular Formula: C16H36FN Molecular Weight (g/mol): 261.47 MDL Number: MFCD00011747 InChI Key: FPGGTKZVZWFYPV-UHFFFAOYSA-M Synonym: tetrabutylammonium fluoride,tbaf,tetrabutylazanium fluoride,tetrabutyl ammonium fluoride,tetra-n-butylammonium fluoride,tetrabutylamine, fluoride,n,n,n-tributylbutan-1-aminium fluoride,1-butanaminium, n,n,n-tributyl-, fluoride,n,n,n-tributyl-1-butanaminium fluoride,1-butanaminium, n,n,n-tributyl-, fluoride 1:1 PubChem CID: 2724141 ChEBI: CHEBI:51990 SMILES: [F-].CCCC[N+](CCCC)(CCCC)CCCC

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Specifications

PubChem CID	2724141
CAS	429-41-4
Molecular Weight (g/mol)	261.47
ChEBI	CHEBI:51990
MDL Number	MFCD00011747
SMILES	[F-].CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium fluoride,tbaf,tetrabutylazanium fluoride,tetrabutyl ammonium fluoride,tetra-n-butylammonium fluoride,tetrabutylamine, fluoride,n,n,n-tributylbutan-1-aminium fluoride,1-butanaminium, n,n,n-tributyl-, fluoride,n,n,n-tributyl-1-butanaminium fluoride,1-butanaminium, n,n,n-tributyl-, fluoride 1:1
InChI Key	FPGGTKZVZWFYPV-UHFFFAOYSA-M
Molecular Formula	C16H36FN

(1-Tetradecyl)trimethylammonium chloride, 98%

CAS: 4574-04-3 MDL Number: MFCD00059968

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Specifications

CAS	4574-04-3
MDL Number	MFCD00059968

Tetrapropylammonium bromide, 98%

CAS: 1941-30-6 Molecular Formula: C₁₂H₂₈BrN Molecular Weight (g/mol): 266.26 MDL Number: MFCD00011840 InChI Key: BGQMOFGZRJUORO-UHFFFAOYSA-M Synonym: tetrapropylammonium bromide,tetra-n-propylammonium bromide,1-propanaminium, n,n,n-tripropyl-, bromide,tetrapropylazanium bromide,tpabr,n,n,n-tripropyl-1-propanaminium bromide,n,n,n-tripropylpropan-1-aminium bromide,tetrapropylammonium bromide tpabr,1-propanaminium, n,n,n-tripropyl-, bromide 1:1,tetra propyl ammonium bromide PubChem CID: 74745 ChEBI: CHEBI:55318 IUPAC Name: tetrapropylazanium;bromide SMILES: CCC[N+](CCC)(CCC)CCC.[Br-]

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Specifications

PubChem CID	74745
CAS	1941-30-6
Molecular Weight (g/mol)	266.26
ChEBI	CHEBI:55318
MDL Number	MFCD00011840
SMILES	CCC[N+](CCC)(CCC)CCC.[Br-]
Synonym	tetrapropylammonium bromide,tetra-n-propylammonium bromide,1-propanaminium, n,n,n-tripropyl-, bromide,tetrapropylazanium bromide,tpabr,n,n,n-tripropyl-1-propanaminium bromide,n,n,n-tripropylpropan-1-aminium bromide,tetrapropylammonium bromide tpabr,1-propanaminium, n,n,n-tripropyl-, bromide 1:1,tetra propyl ammonium bromide
IUPAC Name	tetrapropylazanium;bromide
InChI Key	BGQMOFGZRJUORO-UHFFFAOYSA-M
Molecular Formula	C₁₂H₂₈BrN

Tetra-n-butylammonium tetrafluoroborate, 99%

CAS: 429-42-5 Molecular Formula: C16H36BF4N Molecular Weight (g/mol): 329.27 MDL Number: MFCD00011634 InChI Key: NNZZSJSQYOFZAM-UHFFFAOYSA-N Synonym: tetrabutylammonium tetrafluoroborate,tetra-n-butylammonium tetrafluoroborate,tetrabutylammonium fluoroborate,1-butanaminium, n,n,n-tributyl-, tetrafluoroborate 1-,tetrabutyl ammonium tetrafluoroborate,tetrabutylammonium ion tetrafluoroborate,1-butanaminium, n,n,n-tributyl-, tetrafluoroborate 1-1:1,tbabf4,acmc-209jry,tbabf4; PubChem CID: 67932 IUPAC Name: tetrabutylazanium;tetrafluoroborate SMILES: F[B-](F)(F)F.CCCC[N+](CCCC)(CCCC)CCCC

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Specifications

PubChem CID	67932
CAS	429-42-5
Molecular Weight (g/mol)	329.27
MDL Number	MFCD00011634
SMILES	F[B-](F)(F)F.CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium tetrafluoroborate,tetra-n-butylammonium tetrafluoroborate,tetrabutylammonium fluoroborate,1-butanaminium, n,n,n-tributyl-, tetrafluoroborate 1-,tetrabutyl ammonium tetrafluoroborate,tetrabutylammonium ion tetrafluoroborate,1-butanaminium, n,n,n-tributyl-, tetrafluoroborate 1-1:1,tbabf4,acmc-209jry,tbabf4;
IUPAC Name	tetrabutylazanium;tetrafluoroborate
InChI Key	NNZZSJSQYOFZAM-UHFFFAOYSA-N
Molecular Formula	C16H36BF4N

Tetramethylammonium hydroxide, 25% in water

CAS: 75-59-2 | C₄H₁₃NO | 91.15 g/mol

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Specifications

Viscosity	3.13 mPa.s (19°C)
Linear Formula	(CH₃)₄NOH
Molecular Weight (g/mol)	91.15
InChI Key	WGTYBPLFGIVFAS-UHFFFAOYSA-M
Density	1.0140g/mL
PubChem CID	60966
Name Note	25% in Water
Percent Purity	23 to 27%
Fieser	11,514
RTECS Number	PA0875000
Formula Weight	91.15
Melting Point	-25.0°C
Boiling Point	102.0°C
Color	Colorless to Yellow
Physical Form	Solution
Chemical Name or Material	Tetramethylammonium hydroxide
SMILES	C[N+](C)(C)C.[OH-]
Merck Index	15,9371
CAS	7732-18-5
Health Hazard 3	GHS P Statement Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: rinse mouth. Do NOT induce vomiting. Rinse mouth. IF IN EYES: Rinse cautiously with water for several minutes. Remove con
MDL Number	MFCD00008280
Health Hazard 2	GHS H Statement Causes severe skin burns and eye damage. Toxic if swallowed. Fatal in contact with skin. Causes damage to organs. Causes damage to organs through prolonged or repeated exposure. Toxic to aquatic life w
Solubility Information	Solubility in water: soluble.
Packaging	Plastic bottle
Flash Point	>95°C
Health Hazard 1	GHS Signal Word: Danger
Refractive Index	1.3780 to 1.3840 (20°C, 589nm)
Synonym	tetramethylammonium hydroxide,tmah,hydroxyde de tetramethylammonium,nmw-w,nmd 3,tetramethyl ammonium hydroxide,unii-5gkp7317q2,ammonium, tetramethyl-, hydroxide,methanaminium, n,n,n-trimethyl-, hydroxide,tetramethylammoniumhydroxide
TSCA	TSCA
IUPAC Name	tetramethylazanium;hydroxide
Beilstein	04,5
Molecular Formula	C₄H₁₃NO
EINECS Number	200-882-9
Specific Gravity	1.014

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

MDL Number: MFCD00011861

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Specifications

MDL Number	MFCD00011861

Benzalkonium chloride, 50% w/w aq. soln.

CAS: 63449-41-2 Molecular Formula: C21H38ClN Molecular Weight (g/mol): 339.99 MDL Number: MFCD00137276 InChI Key: JBIROUFYLSSYDX-UHFFFAOYSA-M Synonym: benzyldimethyldecylammonium chloride,benzenemethanaminium, n-decyl-n,n-dimethyl-, chloride,benzenemethanaminium, n-decyl-n,n-dimethyl-, chloride 1:1,quaternary ammonium compounds, benzyl-c8-18-alkyldimethyl, chlorides,roccal,benzyl decyl dimethylazanium chloride,tret-o-lite xc 511,ccris 4586,benzyl decyl dimethylammonium chloride,c8-18-alkydimethylbenzyl ammonium chlorides PubChem CID: 13762 IUPAC Name: benzyl-decyl-dimethylazanium;chloride SMILES: [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1

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Specifications

PubChem CID	13762
CAS	63449-41-2
Molecular Weight (g/mol)	339.99
MDL Number	MFCD00137276
SMILES	[Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1
Synonym	benzyldimethyldecylammonium chloride,benzenemethanaminium, n-decyl-n,n-dimethyl-, chloride,benzenemethanaminium, n-decyl-n,n-dimethyl-, chloride 1:1,quaternary ammonium compounds, benzyl-c8-18-alkyldimethyl, chlorides,roccal,benzyl decyl dimethylazanium chloride,tret-o-lite xc 511,ccris 4586,benzyl decyl dimethylammonium chloride,c8-18-alkydimethylbenzyl ammonium chlorides
IUPAC Name	benzyl-decyl-dimethylazanium;chloride
InChI Key	JBIROUFYLSSYDX-UHFFFAOYSA-M
Molecular Formula	C21H38ClN

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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Specifications

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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Specifications

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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Specifications

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

Quaternary ammonium salts

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