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

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 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
InChI Key	LRGJRHZIDJQFCL-UHFFFAOYSA-M
Molecular Formula	C8H21NO

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 hydroxide, 55% w/w aq. soln.

CAS: 2052-49-5 Molecular Formula: C16H37NO Molecular Weight (g/mol): 259.48 MDL Number: MFCD00009425 InChI Key: VDZOOKBUILJEDG-UHFFFAOYSA-M Synonym: tetrabutylammonium hydroxide,tetra-n-butylammonium hydroxide,tetrabutylazanium hydroxide,tetrabutylammoniumhydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide,ammonium, tetrabutyl-, hydroxide,n,n,n-tributyl-1-butanaminium hydroxide,tetra n-butyl ammonium hydroxide,tetra-n-butyl ammonium hydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide 1:1 PubChem CID: 2723671 SMILES: [OH-].CCCC[N+](CCCC)(CCCC)CCCC

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PubChem CID	2723671
CAS	2052-49-5
Molecular Weight (g/mol)	259.48
MDL Number	MFCD00009425
SMILES	[OH-].CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium hydroxide,tetra-n-butylammonium hydroxide,tetrabutylazanium hydroxide,tetrabutylammoniumhydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide,ammonium, tetrabutyl-, hydroxide,n,n,n-tributyl-1-butanaminium hydroxide,tetra n-butyl ammonium hydroxide,tetra-n-butyl ammonium hydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide 1:1
InChI Key	VDZOOKBUILJEDG-UHFFFAOYSA-M
Molecular Formula	C16H37NO

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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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

L(-)-Carnitine hydrochloride, 98%

CAS: 6645-46-1 Molecular Formula: C7H16ClNO3 Molecular Weight (g/mol): 197.66 MDL Number: MFCD00066100 InChI Key: JXXCENBLGFBQJM-FYZOBXCZSA-N Synonym: r-3-carboxy-2-hydroxy-n,n,n-trimethylpropan-1-aminium chloride,l-carnitine hcl,unii-j3y5e6iks3,l-carnitine hydrochloride,levocarnitine chloride,j3y5e6iks3,r-carnitine hydrochloride,carnitine l-form hydrochloride,+--carnitine chloride,l-3-carboxy-2-hydroxypropyl trimethylammonium chloride PubChem CID: 656657 IUPAC Name: [(2R)-3-carboxy-2-hydroxypropyl]-trimethylazanium;chloride SMILES: [Cl-].C[N+](C)(C)C[C@H](O)CC(O)=O

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PubChem CID	656657
CAS	6645-46-1
Molecular Weight (g/mol)	197.66
MDL Number	MFCD00066100
SMILES	[Cl-].C[N+](C)(C)C[C@H](O)CC(O)=O
Synonym	r-3-carboxy-2-hydroxy-n,n,n-trimethylpropan-1-aminium chloride,l-carnitine hcl,unii-j3y5e6iks3,l-carnitine hydrochloride,levocarnitine chloride,j3y5e6iks3,r-carnitine hydrochloride,carnitine l-form hydrochloride,+--carnitine chloride,l-3-carboxy-2-hydroxypropyl trimethylammonium chloride
IUPAC Name	[(2R)-3-carboxy-2-hydroxypropyl]-trimethylazanium;chloride
InChI Key	JXXCENBLGFBQJM-FYZOBXCZSA-N
Molecular Formula	C7H16ClNO3

Tetraethylammonium chloride hydrate, 99%

CAS: 1015691-13-0 Molecular Formula: C8H22ClNO Molecular Weight (g/mol): 183.72 MDL Number: MFCD00149992 InChI Key: CALLTGJPWMIDPC-UHFFFAOYSA-M Synonym: tetraethylammonium chloride,tetraethyl ammonium chloride,etamon chloride,tea chloride,teac,n,n,n-triethylethanaminium chloride,tetraethylammoniumchloride,ethanaminium, n,n,n-triethyl-, chloride,tetraethyl-ammonium chloride,unii-8b82z83xnn PubChem CID: 5946 ChEBI: CHEBI:78161 SMILES: O.[Cl-].CC[N+](CC)(CC)CC

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PubChem CID	5946
CAS	1015691-13-0
Molecular Weight (g/mol)	183.72
ChEBI	CHEBI:78161
MDL Number	MFCD00149992
SMILES	O.[Cl-].CC[N+](CC)(CC)CC
Synonym	tetraethylammonium chloride,tetraethyl ammonium chloride,etamon chloride,tea chloride,teac,n,n,n-triethylethanaminium chloride,tetraethylammoniumchloride,ethanaminium, n,n,n-triethyl-, chloride,tetraethyl-ammonium chloride,unii-8b82z83xnn
InChI Key	CALLTGJPWMIDPC-UHFFFAOYSA-M
Molecular Formula	C8H22ClNO

Acetylcholine chloride, 98+%

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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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

Tetrabutylammonium Hydroxide (40% in Water), TCI America™

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PubChem CID	2723671
CAS	2052-49-5
Molecular Weight (g/mol)	259.48
MDL Number	MFCD00009425
SMILES	[OH-].CCCC[N+](CCCC)(CCCC)CCCC
Synonym	tetrabutylammonium hydroxide,tetra-n-butylammonium hydroxide,tetrabutylazanium hydroxide,tetrabutylammoniumhydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide,ammonium, tetrabutyl-, hydroxide,n,n,n-tributyl-1-butanaminium hydroxide,tetra n-butyl ammonium hydroxide,tetra-n-butyl ammonium hydroxide,1-butanaminium, n,n,n-tributyl-, hydroxide 1:1
IUPAC Name	tetrabutylazanium hydroxide
InChI Key	VDZOOKBUILJEDG-UHFFFAOYSA-M
Molecular Formula	C16H37NO

Tetramethylammonium hydroxide, 1.0 M aq. soln., ACS

CAS: 75-59-2 Molecular Formula: C4H13NO Molecular Weight (g/mol): 91.154 MDL Number: MFCD00008280 InChI Key: WGTYBPLFGIVFAS-UHFFFAOYSA-M 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 PubChem CID: 60966 IUPAC Name: tetramethylazanium;hydroxide SMILES: C[N+](C)(C)C.[OH-]

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PubChem CID	60966
CAS	75-59-2
Molecular Weight (g/mol)	91.154
MDL Number	MFCD00008280
SMILES	C[N+](C)(C)C.[OH-]
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
IUPAC Name	tetramethylazanium;hydroxide
InChI Key	WGTYBPLFGIVFAS-UHFFFAOYSA-M
Molecular Formula	C4H13NO

Diallyldimethylammonium Chloride (60% in Water), TCI America™

CAS: 7398-69-8 Molecular Formula: C8H16ClN Molecular Weight (g/mol): 161.673 MDL Number: MFCD00043200 InChI Key: GQOKIYDTHHZSCJ-UHFFFAOYSA-M PubChem CID: 33286 IUPAC Name: dimethyl-bis(prop-2-enyl)azanium;chloride SMILES: C[N+](C)(CC=C)CC=C.[Cl-]

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PubChem CID	33286
CAS	7398-69-8
Molecular Weight (g/mol)	161.673
MDL Number	MFCD00043200
SMILES	C[N+](C)(CC=C)CC=C.[Cl-]
IUPAC Name	dimethyl-bis(prop-2-enyl)azanium;chloride
InChI Key	GQOKIYDTHHZSCJ-UHFFFAOYSA-M
Molecular Formula	C8H16ClN

(1-Decyl)trimethylammonium bromide, 98%

CAS: 2082-84-0 Molecular Formula: C13H30BrN Molecular Weight (g/mol): 280.29 MDL Number: MFCD00041973 InChI Key: PLMFYJJFUUUCRZ-UHFFFAOYSA-M Synonym: decyltrimethylammonium bromide,n,n,n-trimethyldecan-1-aminium bromide,n-decyltrimethylammonium bromide,trimethyldecylammonium bromide,n,n,n-trimethyldecylammonium bromide,n,n,n-trimethyl-1-decanaminium bromide,1-decanaminium, n,n,n-trimethyl-, bromide,decyl trimethyl azanium bromide,fsm 20,decyl trimethyl ammonium bromide PubChem CID: 16388 ChEBI: CHEBI:295756 IUPAC Name: decyl(trimethyl)azanium;bromide SMILES: [Br-].CCCCCCCCCC[N+](C)(C)C

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PubChem CID	16388
CAS	2082-84-0
Molecular Weight (g/mol)	280.29
ChEBI	CHEBI:295756
MDL Number	MFCD00041973
SMILES	[Br-].CCCCCCCCCC[N+](C)(C)C
Synonym	decyltrimethylammonium bromide,n,n,n-trimethyldecan-1-aminium bromide,n-decyltrimethylammonium bromide,trimethyldecylammonium bromide,n,n,n-trimethyldecylammonium bromide,n,n,n-trimethyl-1-decanaminium bromide,1-decanaminium, n,n,n-trimethyl-, bromide,decyl trimethyl azanium bromide,fsm 20,decyl trimethyl ammonium bromide
IUPAC Name	decyl(trimethyl)azanium;bromide
InChI Key	PLMFYJJFUUUCRZ-UHFFFAOYSA-M
Molecular Formula	C13H30BrN

(1-Hexyl)trimethylammonium bromide, 98%

CAS: 2650-53-5 Molecular Formula: C9H22BrN Molecular Weight (g/mol): 224.186 MDL Number: MFCD00051872 InChI Key: JYVPKRHOTGQJSE-UHFFFAOYSA-M Synonym: hexyltrimethylammonium bromide,hexyltrimethylazanium bromide,acmc-209grw,hexyltrimethylammoniumbromide,n-hexyltrimethylammonium bromide,n,n,n,n-hexyltrimethylammonium bromide,1-hexanaminium,n,n-trimethyl-, bromide,1-hexyl trimethylammonium bromide,1-hexanaminium,n,n,n-trimethyl-, bromide 1:1 PubChem CID: 10059492 IUPAC Name: hexyl(trimethyl)azanium;bromide SMILES: CCCCCC[N+](C)(C)C.[Br-]

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Specifications

PubChem CID	10059492
CAS	2650-53-5
Molecular Weight (g/mol)	224.186
MDL Number	MFCD00051872
SMILES	CCCCCC[N+](C)(C)C.[Br-]
Synonym	hexyltrimethylammonium bromide,hexyltrimethylazanium bromide,acmc-209grw,hexyltrimethylammoniumbromide,n-hexyltrimethylammonium bromide,n,n,n,n-hexyltrimethylammonium bromide,1-hexanaminium,n,n-trimethyl-, bromide,1-hexyl trimethylammonium bromide,1-hexanaminium,n,n,n-trimethyl-, bromide 1:1
IUPAC Name	hexyl(trimethyl)azanium;bromide
InChI Key	JYVPKRHOTGQJSE-UHFFFAOYSA-M
Molecular Formula	C9H22BrN

Tetrabutylammonium tetrafluoroborate, 98%

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

Tetraethylammonium acetate tetrahydrate, 96%

CAS: 67533-12-4 Molecular Formula: C₁₀H₂₃NO₂·₄H₂O Molecular Weight (g/mol): 261.35 InChI Key: QNOAKQGNSWGYOE-UHFFFAOYSA-M Synonym: tetraethylammonium acetate tetrahydrate,ethanaminium, n,n,n-triethyl-, acetate, tetrahydrate,tetraethylazanium acetate tetrahydrate,tetraethylazanium ethanoate tetrahydrate,acetate ion tetraethylammonium tetrahydrate,ethanaminium,n,n,n-triethyl-,acetate,tetrahydrate PubChem CID: 2724098 IUPAC Name: tetraethylazanium;acetate;tetrahydrate SMILES: CC[N+](CC)(CC)CC.CC(=O)[O-].O.O.O.O

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Specifications

PubChem CID	2724098
CAS	67533-12-4
Molecular Weight (g/mol)	261.35
SMILES	CC[N+](CC)(CC)CC.CC(=O)[O-].O.O.O.O
Synonym	tetraethylammonium acetate tetrahydrate,ethanaminium, n,n,n-triethyl-, acetate, tetrahydrate,tetraethylazanium acetate tetrahydrate,tetraethylazanium ethanoate tetrahydrate,acetate ion tetraethylammonium tetrahydrate,ethanaminium,n,n,n-triethyl-,acetate,tetrahydrate
IUPAC Name	tetraethylazanium;acetate;tetrahydrate
InChI Key	QNOAKQGNSWGYOE-UHFFFAOYSA-M
Molecular Formula	C₁₀H₂₃NO₂·₄H₂O

Tetradecyltrimethylammonium Bromide 98.0+%, TCI America™

CAS: 1119-97-7 Molecular Formula: C17H38BrN Molecular Weight (g/mol): 336.40 MDL Number: MFCD00011770 InChI Key: CXRFDZFCGOPDTD-UHFFFAOYSA-M Synonym: cetrimide,tetradecyltrimethylammonium bromide,myristyltrimethylammonium bromide,tetradonium bromide,n,n,n-trimethyltetradecan-1-aminium bromide,tetradecyl trimethyl ammonium bromide,myrtrimonium bromide,mytab,mitmab,morpan t PubChem CID: 14250 ChEBI: CHEBI:3565 IUPAC Name: trimethyl(tetradecyl)azanium bromide SMILES: [Br-].CCCCCCCCCCCCCC[N+](C)(C)C

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Specifications

PubChem CID	14250
CAS	1119-97-7
Molecular Weight (g/mol)	336.40
ChEBI	CHEBI:3565
MDL Number	MFCD00011770
SMILES	[Br-].CCCCCCCCCCCCCC[N+](C)(C)C
Synonym	cetrimide,tetradecyltrimethylammonium bromide,myristyltrimethylammonium bromide,tetradonium bromide,n,n,n-trimethyltetradecan-1-aminium bromide,tetradecyl trimethyl ammonium bromide,myrtrimonium bromide,mytab,mitmab,morpan t
IUPAC Name	trimethyl(tetradecyl)azanium bromide
InChI Key	CXRFDZFCGOPDTD-UHFFFAOYSA-M
Molecular Formula	C17H38BrN

Quaternary ammonium salts

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