OSDAs

Database of Zeolite Structures

Organic Structure-directing Agents

ordered by number of C atoms

In the tables below, the more common organic structure directing agents are listed in order of increasing C content. Each entry has a stick diagram, an abbreviated name and the chemical formula. A common name, the IUPAC name and the SMILES string can be seen by moving the mouse over the abbreviated name. The chemical formula is linked to the NIH PubChem website, which contains more information.

MA methylamine methanamine CN CH₅N	MAH⁺ methylammonium ion methylazanium C[NH3+] CH₆N⁺	DMA dimethylamine N‑methylmethanamine CNC C₂H₇N	EA ethylamine ethanamine CCN C₂H₇N	DMAH⁺ dimethylammonium ion dimethylazanium C[NH2+]C C₂H₈N⁺
EDA ethylenediamine ethane‑1,2‑diamine C(CN)N C₂H₈N₂	TrMA trimethylamine N,N‑dimethylmethanamine CN(C)C C₃H₉N	IPA+ isopropylammonium ion propan‑2‑ylazanium CC(C)[NH3+] C₃H₁₀N⁺	PDA 1,2‑diaminopropane propane‑1,2‑diamine CC(CN)N C₃H₁₀N₂	DMF dimethylformamide N,N‑dimethylformamide CN(C)C=O C₃H₇NO
Py pyrrolidine pyrrolidine C1CCNC1 C₄H₉N	Pipa piperazine piperazine C1CNCCN1 C₄H₁₀N₂	DEA diethylamine N‑ethylethanamine CCNCC C₄H₁₁N	TMA⁺ tetramethylammonium ion tetramethylazanium C[N+](C)(C)C C₄H₁₂N⁺	DETA diethylenetriamine N'‑(2‑aminoethyl)ethane‑1,2‑diamine C(CNCCN)N" C₄H₁₃N₃
Pyr pyridine pyridine C1=CC=NC=C1 C₅H₅N	Pip piperidine piperidine C1CCNCC1 C₅H₁₁N	MPIP N‑methylpiperazine 1‑methylpiperazine CN1CCNCC1 C₅H₁₂N₂	PenA 2‑aminopentane pentan‑2‑amine CCCC(C)N C₅H₁₃N	ETMA⁺ ethyltrimethylammonium ion ethyl(trimethyl)azanium CC[N+](C)(C)C C₅H₁₄N⁺
IED isopropylethylenediamine N‑isopropylethylenediamine CC(C)NCCN C₅H₁₄N₂	Cho⁺ choline 2‑hydroxyethyl(trimethyl)azanium C[N+](C)(C)CCO C₅H₁₄NO⁺	DABCO triethylenediamine 1,4‑diazabicyclo[2.2.2]octane C1CN2CCN1CC2 C₆H₁₂N₂	HMI hexamethyleneimine azepane C1CCCNCC1 C₆H₁₃N	DEDMA⁺ diethyldimethylammonium ion diethyl(dimethyl)azanium CC[N+](C)(C)CC C₆H₁₄N⁺
DACH 1,2‑diaminocyclohexane cyclohexane‑1,2‑diamine C1CCC(C(C1)N)N C₆H₁₄N₂

DPA dipropylamine N‑propylpropan‑1‑amine CCCNCCC C₆H₁₅N	TrEA triethylamine N,N‑diethylethanamine CCN(CC)CC C₆H₁₅N	DIPA diisopropylamine N‑propan‑2‑ylpropan‑2‑amine CC(C)NC(C)C C₆H₁₅N	TAEA tris(2‑aminoethyl)amine N',N'‑bis(2‑aminoethyl)ethane‑1,2‑diamine C(CN(CCN)CCN)N C₆H₁₈N₄
DMAP 4‑dimethylaminopyridine N,N‑dimethylpyridin‑4‑amine CN(C)C1=CC=NC=C1 C₇H₁₀N₂	Quin quinuclidine 1‑azabicyclo[2.2.2]octane C1CN2CCC1CC2 C₇H₁₃N	ABH exo‑2‑aminobicyclo[2.2.1.]heptane bicyclo[2.2.1]heptan‑2‑amine C1CC2CC1CC2N C₇H₁₃N	HQuin⁺ Quinuclidinium ion 1‑azoniabicyclo[2.2.2]octane C1C[NH+]2CCC1CC2 C₇H₁₄N⁺
ABN 3‑azabicyclo[3.2.2]nonane 3‑azabicyclo[3.2.2]nonane C1CC2CCC1CNC2 C₈H₁₅N	ETMI⁺ 2‑ethyl‑1,3,4‑trimethylimidazol‑1‑ium CCC1=[N+](C=C(N1C)C)C C₈H₁₅N₂⁺	PMI⁺ 1,2,3,4,5‑pentamethylimidazol‑1‑ium CC1=C([N+](=C(N1C)C)C)C C₈H₁₅N₂⁺	ASN⁺ 5-azoniaspiro[4.4]nonane C1CC[N+]2(C1)CCCC2 C₈H₁₆N⁺
DM-DABCO⁺² dimethyltriethylenediammonium ion 1,4‑dimethyl‑1,4‑diazoniabicyclo[2.2.2]octane C[N+]12CC[N+](CC1)(CC2)C C₈H₁₈N₂⁺²	TEA⁺ tetraethylammonium ion tetraethylazanium CC[N+](CC)(CC)CC C₈H₂₀N⁺	MEPI 1‑methyl‑2‑ethyl‑3‑n‑propylimidazolium 2‑ethyl‑1‑methyl‑3‑propylimidazol‑1‑ium C1=C[N](=C([N]1C)CC)CCC C₉H₁₇N₂⁺	123TEI 1,2,3‑triethylimidazol‑1‑ium 1,2,3‑triethylimidazol‑1‑ium CCC1=[N+](C=CN1CC)CC C₉H₁₇N₂⁺
TrPA tripropylamine N,N‑dipropylpropan‑1‑amine CCCN(CCC)CCC C₉H₂₁N	DAN 1,9‑diaminononane nonane‑1,9‑diamine C(CCCCN)CCCCN C₉H₂₂N₂		1135TMP 1,1,3,5‑tetramethyl piperidinium 1,1,3,5‑tetramethylpiperidin‑1‑ium CC1CC(C[N+](C1)(C)C)C C₉H₂₉N⁺
Cp^* pentamethylcyclopentadiene 1,2,3,4,5‑pentamethylcyclopenta‑1,3‑diene CC1C(=C(C(=C1C)C)C)C C₁₀H₁₆
AdaA 1‑aminoadamantane adamantan‑1‑amine C1C2CC3CC1CC(C2)(C3)N C₁₀H₁₇N	PMP⁺ pentamethylpiperidinium ion 1,2,2,6,6‑Pentamethylpiperidin‑1‑ium CC1(CCCC([NH+]1C)(C)C)C C₁₀H₂₂N	TOTDDA 4,7,10‑trioxa‑1,13‑tridecanediamine 3‑[2‑[2‑(3‑aminopropoxy)ethoxy]ethoxy]propan‑1‑amine C(CN)COCCOCCOCCCN C₁₀H₂₄N₂O₃
t-Bu-P1 N‑[tert‑butylimino‑bis(dimethylamino)‑λ⁵‑phosphanyl]‑N‑methylmethanamine CC(C)(C)N=P(N(C)C)(N(C)C)N(C)C C₁₀H₂₇N₄P	CpDABCO⁺ N‑cyclopentyl‑DABCO 1‑cyclopentyl‑4‑aza‑1‑azoniabicyclo[2.2.2]octane C1CCC(C1)[N+]23CCN(CC2)CC3 C₁₁H₂₁N₂⁺	4BI 1,1'‑(1,4‑butanediyl)bis(3‑methyl‑1H‑imidazolium) 1‑methyl‑3‑[4‑(3‑methylimidazol‑3‑ium‑1‑yl)butyl]imidazol‑1‑ium C[N+]1=CN(C=C1)CCCCN2C=C[N+](=C2)C C₁₂H₂₀N₄⁺²	18‑crown‑6 18‑crown‑6 ether 1,4,7,10,13,16‑hexaoxacyclooctadecane C1COCCOCCOCCOCCOCCO1 C₁₂H₂₄O₆
BDMP⁺² 3,3'‑Bi[1,1‑dimethylpyrrodidinium] ion 3‑(1,1‑dimethylpyrrolidin‑1‑ium‑3‑yl)‑1,1‑dimethylpyrrolidin‑1‑ium C1C(C[N+](C1)(C)C)C2C[N+](CC2)(C)C C₁₂H₂₆N₂⁺²	Kr22⁺ kryptofix 22 1,4,10,13‑tetraoxa‑7,16‑diazacyclooctadecane C1COCCOCCNCCOCCOCCN1 C₁₂H₂₆N₂O₄	TPA⁺ tetrapropylammonium ion tetrapropylazanium CCC[N+](CCC)(CCC)CCC C₁₂H₂₈N⁺	HM⁺² hexamethonium ion trimethyl‑[6‑(trimethylazaniumyl)hexyl]azanium C[N+](C)(C)CCCCCC[N+](C)(C)C C₁₂H₃₀N₂⁺²
DMMBI⁺ 1,2‑dimethyl‑3‑(3‑methylbenzyl)imidazolium ion 1,2‑dimethyl‑3‑[(3‑methylphenyl)methyl]imidazol‑1‑ium CC1=CC(=CC=C1)CN2C=C[N+](=C2C)C C₁₃H₁₇N₂⁺	MDMBI⁺ 1‑methyl‑3‑(3,5‑dimethylbenzyl)‑imidazolium 1‑[(3,5‑dimethylphenyl)methyl]‑3‑methylimidazol‑3‑ium CC1=CC(=CC(=C1)CN2C=C[N+](=C2)C)C C₁₃H₁₇N₂⁺	TMAda⁺ trimethylaminoadamantane ion 1‑adamantyl(trimethyl)azanium C[N+](C)(C)C12CC3CC(C1)CC(C3)C2 C₁₃H₂₄N⁺	HexQuin⁺ 1‑hexylquinuclidinium ion 1‑hexyl‑1‑azoniabicyclo[2.2.2]octane CCCCCC[N+]12CCC(CC1)CC2 C₁₃H₂₆N⁺
TBMP⁺ tri‑tertbutylmethylphosphonium ion tritert‑butyl(methyl)phosphanium CC(C)(C)[P+](C)(C(C)(C)C)C(C)(C)C C₁₃H₃₀P⁺	14DMP-C4⁺² 1,1ˊ‑(1,4‑butanediyl)bis(2,4‑dimethyl‑1H‑pyrazol‑2‑ium) CC[N+]1(CCC2CCC1C(C2C)C)CC C₁₄H₂₄N₄⁺²	TAT⁺ 1,3,3‑Trimethylspiro[6‑azonia‑bicyclo[3.2.1]]octane‑6,1'‑piperidinium ion 1,3,3‑Trimethyl‑6,6‑(tetramethylene)‑6‑azoniabicyclo[3.2.1]octane CC1(CC2CC(C1)(C[N+]23CCCC3)C)C C₁₄H₂₆N⁺	DEDMAB⁺ (1S,5S,6S,7R)‑2,2‑diethyl‑6,7‑dimethyl‑2‑azoniabicyclo[3.2.2]nonane CC[N+]1(CCC2CCC1C(C2C)C)CC C₁₄H₂₈N⁺
DEMDQ⁺ N,N‑diethyl‑2‑methyldecahydroquinolinium ion 1,1‑diethyl‑2‑methyl‑3,4,4a,5,6,7,8,8a‑octahydro‑2H‑quinolin‑1‑ium CC[N+]1(C(CCC2C1CCCC2)C)CC C₁₄H₂₈ N⁺	ETMCP⁺ 1‑ethyl‑1‑(2,4,4‑trimethylcyclopentyl)pyrrolidin‑1‑ium CC[N+]1(CCCC1)C2CC(CC2C)(C)C C₁₄H₂₈ N⁺	TMC tetramethylcyclam 1,4,8,11‑tetramethyl‑1,4,8,11‑tetraazacyclotetradecane CN1CCCN(CCN(CCCN(CC1)C)C)C C₁₄H₃₂ N₄	FPCMTMA⁺ [1‑(3‑fluorophenyl)cyclopentyl]methyl‑trimethylazanium C[N+](C)(C)CC1(CCCC1)C2=CC(=CC=C2)F C₁₅FH₂₃N⁺
PCMTMA⁺ [(1‑phenylcyclopentyl)methyl]‑trimethylazanium C[N+](C)(C)CC1(CCCC1)C2=CC=CC=C2 C₁₅H₂₄N⁺	DEAT 8,8‑Diethyl‑8‑azoniatetracyclo [4.3.3.12,5.01,6]tridec‑3‑ene CC[N+]1(CC23CCCC2(C1)C4CC3C=C4)CC⁺ C₁₆H₂₆N⁺	BCOP⁺ 1‑butyl‑1‑cyclooctylpyrrolidin‑1‑ium CCCC[N+]1(CCCC1)C2CCCCCCC2 C₁₆H₃₂N⁺	MPH⁺² 1,6‑bis(N‑methylpyrrolidinium)‑hexane 1‑methyl‑1‑[6‑(1‑methylpyrrolidin‑1‑ium‑1‑yl)hexyl]pyrrolidin‑1‑ium C[N+]1(CCCC1)CCCCCC[N+]2(CCCC2)C C₁₆H₃₄N₂⁺²
DecM⁺² decamethonium ion trimethyl‑[10‑(trimethylazaniumyl)decyl]azanium C[N+](C)(C)CCCCCCCCCC[N+](C)(C)C C₁₆H₃₈N₂⁺²		BTEAB⁺² 1,4‑bis(triethylammonium)butane triethyl‑[4‑(triethylazaniumyl)butyl]azanium CC[N+](CC)(CC)CCCC[N+](CC)(CC)CC C₁₆H₃₈N₂⁺²

DMSOP⁺² N,N'-dimethylsophoridinium C[N@@+]12CCCC[C@@]1([C@@]3([C@]([H])([C@@]([H])(C2)CCC4)[N@+]4(CCC3)C)[H])[H] C₁₇H₃₂N₂⁺²	MPCMP⁺ 1‑methyl‑1‑[(1‑phenylcyclopentyl)methyl]piperidin‑1‑ium C[N+]1(CCCCC1)CC2(CCCC2)C3=CC=CC=C3 C₁₈H₂₈N⁺	DQB⁺² 1,4‑diquinuclidiniumbutane 1‑[4‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)butyl]‑1‑azoniabicyclo[2.2.2]octane C1C[N+]2(CCC1CC2)CCCC[N+]34CCC(CC3)CC4 C₁₈H₃₄N₂⁺²
Kr222 kryptofix 222 4,7,13,16,21,24‑hexaoxa‑1,10‑diazabicyclo[8.8.8]hexacosane C1COCCOCCN2CCOCCOCCN1CCOCCOCC2 C₁₈H₃₆N₂O₆	HMHACO hexamethylhexacyclen 1,4,7,10,13,16‑hexamethyl‑1,4,7,10,13,16‑hexazacyclooctadecane CN1CCN(CCN(CCN(CCN(CCN(CC1)C)C)C)C)C C₁₈H₄₂N₆	RR-DQ⁺² 1,2,4,5‑tetramethyl‑3‑[[(1R,2R)‑2‑[(2,3,4,5‑tetramethylimidazol‑3‑ium‑1‑yl)methyl]cyclopropyl]methyl]imidazol‑1‑ium ion C1(=C([N+](=C([N]1C)C)C[C@@H]2C[C@H]2C[N]3=C([N](C(=C3C)C)C)C)C)C C₁₉H₃₂N₄⁺²
TCyMP⁺ 1,7‑diquinuclidiniumheptane 1‑[7‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)heptyl]‑1‑azoniabicyclo[2.2.2]octane C[P+](C1CCCCC1)(C2CCCCC2)C3CCCCC3 C₁₉H₃₆P⁺	PDPP⁺² tricyclohexyl(methyl)phospoanium ion tricyclohexyl(methyl)phospoanium CCC[N+]1(CCCC1)CCCCC[N+]2(CCCC2)CCC C₁₉H₄₀N₂⁺²	DQH⁺² 1,7‑diquinuclidiniumheptane 1‑[7‑(1‑azoniabicyclo[2.2.2]octan‑1‑yl)heptyl]‑1‑azoniabicyclo[2.2.2]octane C1C[N+]2(CCC1CC2)CCCCCCC[N+]34CCC(CC3)CC4 C₂₁H₄₀N₂⁺²

TEDATD⁺² 4,4,10,10‑tetraethyl‑1,14‑dimethyl‑4,10‑diazoniatetracyclo[5.5.2.02,6.08,12]tetradec‑13‑ene CC[N+]1(CC2C(C1)C3(C=C(C2C4C3C[N+](C4)(CC)CC)C)C)CC C₂₂H₄₀N₂⁺²	MDPB⁺² 1,4‑bis(N‑methyl‑N,N‑dipentylammonium)butane methyl‑[4‑[methyl(dipentyl)azaniumyl]butyl]‑dipentylazanium CCCCC[N+](C)(CCCCC)CCCC[N+](C)(CCCCC)CCCCC C₂₆H₅₈N₂⁺²
TTEAMB⁺³ [3,5‑bis[(triethylazaniumyl)methyl]phenyl]methyl‑triethylazanium 1,3,5‑tris(triethylammonoiomethyl)benzene C1=C(C=C(C=C1C[N+](CC)(CC)CC)C[N+](CC)(CC)CC)C[N+](CC)(CC)CC C₂₇H₅₄N₃⁺³

22-June-2024