Tetrabutylammonium iodide supplier

Name
Tetrabutylammonium iodide
EINECS 206-220-5
CAS No. 311-28-4
Article Data24
CAS DataBase
Density 1.20 g/mL at 25 °C
Solubility acetonitrile: 0.1 g/mL, clear, colorless
Melting Point 141-143 °C(lit.)
Formula C₁₆H₃₆IN
Boiling Point 145.3℃[at 101 325 Pa]
Molecular Weight 369.373
Flash Point 100oC
Transport Information
Appearance white or tan powder
Safety 26-36-37/39
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 1-Butanaminium,N,N,N-tributyl-, iodide (9CI);Ammonium, tetrabutyl-, iodide (8CI);N,N,N-Tributyl-1-butanaminium iodide;
PSA 0.00000
LogP 2.00760

Synthetic route

: 102-82-9
tributyl-amine

: 6214-23-9
methyl (2Z)-3-iodoprop-2-enoate

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: methyl (E)-3-(N,N-dibutylamino)-2-propenoate

Conditions

Conditions	Yield
In toluene Heating;	A 96% B 94%

...Expand

: {PdCl[Ind(Ph2P=S)2]}(nBu4N)

: 74-88-4
methyl iodide

A: 74-87-3
methylene chloride

: {PdI[Ind(Me)(Ph2P=S)2]}

C: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
In dichloromethane at 40℃; for 24h; Inert atmosphere;	A n/a B 95% C n/a

...Expand

: 542-69-8
1-iodo-butane

: 102-82-9
tributyl-amine

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With butanone
at 170℃;
at 100 - 110℃;
In ethyl acetate

: 542-69-8
1-iodo-butane

: 111-92-2
dibutylamine

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
at 100 - 110℃;

: 102-82-9
tributyl-amine

: 111-92-2
dibutylamine

: 109-73-9
N-butylamine

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With ethanol at 110℃; Edukt 4: Butyljodid;

...Expand

: 108-85-0
1-bromocyclohexane

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-93-0
C13H16NP

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 74-96-4
ethyl bromide

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 74626-63-4
ethylphenylphosphinous cyanide

B: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 75-09-2
dichloromethane

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-97-4
C8H7ClNP

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 109-69-3
n-Butyl chloride

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-92-9
C11H14NP

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 1923-70-2
tetrabutylammonium perchlorate

: 4636-73-1
triethylammonium iodide

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 14999-75-8
Triethylammonium perchlorate

Conditions

Conditions	Yield
In chloroform at 25℃; Equilibrium constant;

...Expand

: 100-39-0
benzyl bromide

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-94-1
C14H12NP

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 105-36-2
ethyl bromoacetate

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-96-3
C11H12NO2P

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

: 106-93-4
ethylene dibromide

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-98-5, 90826-99-6
dicyanophenylphosphinoethane

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

: 78-95-5
chloroacetone

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-95-2
C10H10NOP

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 90826-86-1
Tetra-n-butylammonium-phenylcyanphosphid

: 74-88-4
methyl iodide

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 90826-91-8
Methyl(phenyl)cyanphosphan

Conditions

Conditions	Yield
In tetrahydrofuran

...Expand

: 1643-19-2
tetrabutylammomium bromide

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With potassium iodide In water

: 67-56-1
methanol

: C16H36N(1+)*CH4O*I(1-)

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
In dichloromethane at 26℃; Equilibrium constant; 3.7 - 3.8 M-1;

: C18H30N4OS2*C16H36N(1+)*I(1-)

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 321898-65-1
1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; Equilibrium constant;

: C77H98N4O7*C16H36N(1+)*4Cl(1-)*4H(1+)*I(1-)

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: C77H98N4O7*4ClH

Conditions

Conditions	Yield
In chloroform-d1; d(4)-methanol at 24.85℃; Equilibrium constant;

: C77H98N4O7*C16H36N(1+)*2Cl(1-)*2HO(1-)*4H(1+)*I(1-)

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: C77H98N4O7*2ClH*2H2O

Conditions

Conditions	Yield
In dimethylsulfoxide-d6 at 24.85℃; Equilibrium constant;

: 10442-39-4
tetra-n-butylammonium cyanide

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran / 120 h 2: tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 120 h 2: tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / 120 h 2: tetrahydrofuran View Scheme

: 111-92-2
dibutylamine

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetone / 110 - 120 °C 2: 100 - 110 °C View Scheme

: C16H15NO2S

: 75-03-6
ethyl iodide

A: C18H19NO2S

B: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃; for 1h;	A 27 g B n/a

...Expand

: 19472-74-3
2-(2-bromophenyl)acetonitrile

: 75-03-6
ethyl iodide

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: 212626-86-3
2-(2-bromophenyl)butyronitrile

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 20℃; for 2h;	A n/a B 34.4 g

...Expand

: 116882-28-1
carbonato{2,2'-bipyridyl}{1,2-bis(diphenylphosphino)ethano}osmium(II)

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With hydrogen iodide In acetone	>99

: 113109-68-5
cis-{tetra-n-butylammonium}{nitridoosmium(CH2SiMe3)2(1,2-ethanedithiolato)}

A: {osmium(N)(CH2SiMe3)2(SCH2CH2SMe)}

B: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With methyl iodide In benzene-d6 Addn. of 1 equiv. of methyl iodide to a soln. of nitridoosmium dithiolate complex under N2.;

: 2052-49-5
tetra(n-butyl)ammonium hydroxide

: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
With (Cy3P)2Pd(Ph)(I); water In tetrahydrofuran at 20℃; Equilibrium constant; Inert atmosphere; Sealed vial;

: 863894-85-3, 182953-37-3
trans-[(4-NC-C6H4)PdI(P(C6H5)3)2]

: 429-41-4
tetrabutyl ammonium fluoride

: 603-35-0
triphenylphosphine

: 98-80-6
phenylboronic acid

A: 28516-49-6
tris(triphenylphosphano)palladium

B: 14720-33-3
fluoroboronic acid

C: 311-28-4
tetra-(n-butyl)ammonium iodide

Conditions

Conditions	Yield
In tetrahydrofuran; N,N-dimethyl-formamide Kinetics; to soln. of complex and boronic acid in DMF stock soln. of NBu4F in THF added at 25 °C; detd. by chronoamperometry;

...Expand

: 542-69-8
1-iodo-butane

: 102-82-9
tributyl-amine

A: 311-28-4
tetra-(n-butyl)ammonium iodide

B: tetrabutylammonium nitrate

Conditions

Conditions	Yield
With silver nitrate In toluene at 25℃; Kinetics; Concentration;

...Expand

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 180854-53-9
(E)-(S)-3-tert-Butoxycarbonylamino-but-1-ene-1-sulfonic acid methyl ester

: (E)-(S)-3-tert-Butoxycarbonylamino-but-1-ene-1-sulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone for 16h; Heating;	100%
In acetone Heating; Yield given;

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 168984-64-3
(E)-(S)-3-tert-Butoxycarbonylamino-but-1-ene-1-sulfonic acid ethyl ester

: (E)-(S)-3-tert-Butoxycarbonylamino-but-1-ene-1-sulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone for 16h; Heating;	100%
In acetone Heating; Yield given;

: 311-28-4
tetra-(n-butyl)ammonium iodide

: ethyl (E)-3-((tert-butoxycarbonyl)amino)-5-methylhex-1-ene-1-sulfonate

: (E)-(S)-3-tert-Butoxycarbonylamino-5-methyl-hex-1-ene-1-sulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone for 16h; Heating;	100%

: 311-28-4
tetra-(n-butyl)ammonium iodide

: (S,E)-ethyl 3-(tert-butyloxycarbonylamino)-4-phenylbut-1-ene-1-sulfonate

: (E)-(S)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone for 16h; Heating;	100%
In acetone for 48h; Reflux;	94%

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 157126-99-3
((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-methanesulfonic acid ethyl ester

: ((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-methanesulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In tetrahydrofuran	100%

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 502768-03-8
2-(5-chloro-thiophen-2-yl)-ethenesulfonic acid ethyl ester

: (E)-2-(5-Chloro-thiophen-2-yl)-ethenesulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone Heating;	100%

: 71870-09-2
(tetrahydrofuran)(carbonyl)phthalocyaninato(2-)osmium(II)

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 186336-64-1
N(C4H9)4(1+)*[Os(CO)I(C6H4C2N2)4](1-)=[N(C4H9)4][Os(CO)I(C6H4C2N2)4]

Conditions

Conditions	Yield
In tetrahydrofuran 1 h, 293+/-2 K; addn. of n-pentane, washing (H2O), drying (vac.); elem. anal.;	100%

: di(aqua)phthalocyaninato(2-)chromium(III) iodide *3H2O

: 311-28-4
tetra-(n-butyl)ammonium iodide

: N(C4H9)4(1+)*[CrI2(C6H4N2C2)4](1-)*H2O=[N(C4H9)4][CrI2(C6H4N2C2)4]*H2O

Conditions

Conditions	Yield
In acetone refluxing (5 min), pptn.; centrifugation, washing (acetone/Et2O 1/3), drying (vac., over KOH); elem. anal.;	100%

: 7681-65-4
copper(l) iodide

: 311-28-4
tetra-(n-butyl)ammonium iodide

: bis[(tetrabutylammonium) di-μ-iodo-diiododicuprate(I)] complex

Conditions

Conditions	Yield
In tetrahydrofuran; tert-butyl methyl ether at 10 - 48℃; for 0.75h; Inert atmosphere;	100%
In tetrahydrofuran at 50℃; Inert atmosphere;	600 g
Stage #1: copper(l) iodide; tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 50℃; Inert atmosphere; Stage #2: In tert-butyl methyl ether at 6℃; for 1h; Inert atmosphere;	600 g

: (RRu,RC)-chloro(η5-methylcyclopentadienyl)[propane-1,2-diylbis(diphenylphosphane-κP)]ruthenium

: 311-28-4
tetra-(n-butyl)ammonium iodide

: (SRu,RC)-iodo(η5-methylcyclopentadienyl)[propane-1,2-diylbis(diphenylphosphane-κP)]ruthenium

Conditions

Conditions	Yield
In methanol; chloroform at 20℃; for 24h; Inert atmosphere;	100%

: NBu4[Fe6C(CO)15(SO2Me)]

: 311-28-4
tetra-(n-butyl)ammonium iodide

: (NBu4)2[Fe6C(CO)15(SO2)]

Conditions

Conditions	Yield
In tetrahydrofuran for 24h; Inert atmosphere;	100%

: cis,trans-OsH2(CF3SO3)NO(PiPr3)2

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 474407-29-9
cis,trans-Os(hydrido)2(NO)(P(iPr)3)2(I)

Conditions

Conditions	Yield
In benzene-d6 under Ar; 1 h at 25°C;	99%

: potassium [N,N'-bis(salicylideneamino)nitroguanidonato-N,N',O,O']nickelate(II)

: 311-28-4
tetra-(n-butyl)ammonium iodide

: tetra-n-butylammonium [N,N'-bis(salicylideneamino)nitroguanidonato-N,N',O,O']nickelate(II)

Conditions

Conditions	Yield
In water mixed equiv. amts. in H2O; extd. (CHCl3); ext. dried (CaCl2); CHCl3 evapd.; elem. anal.;	99%

: 1200206-42-3
[Cu(1,3-bis-(3,5-dimethylpyrazol-1-ylmethyl)-2-phenyl-2,3-dihydro-1H-perimidine)]ClO4

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 1200206-44-5
[Cu(1,3-bis-(3,5-dimethylpyrazol-1-ylmethyl)-2-phenyl-2,3-dihydro-1H-perimidine)I]

Conditions

Conditions	Yield
In dichloromethane	99%

: 28237-96-9
[bis-(p-methoxybenzoyloxy)iodo]benzene

: 311-28-4
tetra-(n-butyl)ammonium iodide

: tetrabutylammonium 1,4-bis(4-methoxybenzoyl)dioxiodane

Conditions

Conditions	Yield
In chloroform-d1 at 25℃; for 12h; Schlenk technique; Inert atmosphere; regioselective reaction;	99%

: 919792-67-9
(E)-2-(5-bromothiophen-2-yl)-ethenesulfonic acid butyl ester

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 919792-69-1
tetrabutylammonium (E)-2-(5-bromothiophen-2-yl)-ethenesulfonate

Conditions

Conditions	Yield
In acetone Heating / reflux;	98%

: {C5(CH3)5(CO)(P(C6H5)3)FeC(OCH3)CH3}(1+)*CF3SO3(1-)={C5(CH3)5(CO)(P(C6H5)3)FeC(OCH3)CH3}CF3SO3

: 311-28-4
tetra-(n-butyl)ammonium iodide

: {C5(CH3)5(CO)(P(C6H5)3)FeC(O)CH3}

Conditions

Conditions	Yield
In dichloromethane (under Ar); a soln. of the Fe-complex in CH2Cl2 with NBu4I is stirred for 10 min; solvent is evapd., residue is extd. with pentane;	98%

: chloro(1,5-cyclooctadiene)rhodium(I) dimer

: 4-[(S)-2-(1,1-diphenyl-1-methoxymethyl)pyrrolidin-1-yl]-1-isopropyl-1,2,4-triazolium iodide

: 311-28-4
tetra-(n-butyl)ammonium iodide

: (C8H12)RhI(CH(CH3)2C2HN3NC4H7C(C6H5)2OCH3)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran to a suspn. of triazolium salt and Rh-complex in dry THF under Ar was added triethylamine and the mixt. was stirred for 2 h at room temp., (C4H9)4NI was added, the mixt. was stirred for 30 min; the solvent was removed in vac., the residue was purified by flash chromy. (1:10 ethyl acetate/hexane); de 78%;	98%

...Expand

: N-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl]-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

: tert-butyl tert-butyl (3-bromopropyl)carbamate

: 311-28-4
tetra-(n-butyl)ammonium iodide

: tert-butyl {3-[3-{4-[(1,3-dihydro-2H-pyrrolo[3,4-c]pyridin-2-ylcarbonyl)amino]phenyl}-4-methyl-6-oxo-5,6-dihydropyridazin-1(4H)-yl]propyl}carbamate

Conditions

Conditions	Yield
Stage #1: N-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl]-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: tert-butyl tert-butyl (3-bromopropyl)carbamate; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 0 - 20℃; for 14h;	98%

...Expand

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 116195-84-7
2,5-bis(dicyanomethyl)pyridine

: bis(tetrabutylammonium) 1,1'-(2,5-pyridinediyl)bis

Conditions

Conditions	Yield
With sodium hydroxide In water	97%

: 311-28-4
tetra-(n-butyl)ammonium iodide

: [(2R,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-methanesulfonic acid isobutyl ester

: [(2S,3R,4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl]-methanesulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
In acetone at 55℃;	97%

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 7440-57-5, 457905-15-6
gold

: 50481-03-3
tetrabutylammonium diiodoaurate(I)

Conditions

Conditions	Yield
With I2 In ethanol absolute EtOH, granular Au, excess Bu4NI; refluxing for 7 d; decantation, crystn. on cooling to room temp.; elem. anal.;	97%

: 330660-35-0
silver cyanide

: 311-28-4
tetra-(n-butyl)ammonium iodide

: n-{Bu4N}{Ag(CN)2}

Conditions

Conditions	Yield
In acetonitrile byproducts: AgI; under N2; MeCN soln. of Bu4NI added to AgCN suspended in MeCN; stirred at room temp. for 30 min; filtered; ppt. washed with MeCN; filtrate evapd. to dryness; suspended in ether; filtered; washed with ether;	97%

: 224769-15-7
[PdCl2((C6H5)2P(S)CH2P(C6H5)2)]

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 224769-17-9
PdI2((C6H5)2PCH2P(S)(C6H5)2)

Conditions

Conditions	Yield
In dichloromethane N2-atmosphere; excess of iodide, stirring for 1 h; pptn. on vol. reduction, collection (filtration), washing (Et2O), drying(vac.); elem. anal.;	97%

: mercury(II) iodide

: 311-28-4
tetra-(n-butyl)ammonium iodide

: tetrabutylammonium triiodomercurate(II)

Conditions

Conditions	Yield
In acetone stiring of mixt. of tetrabutylammonium iodide (1 equiv.), HgI2 (2 equiv.) and acetone at room temp.; evapn. of solvent, crystn.;	97%

: (benzene)(9-dimethylsulfonio-7,8-dicarbollyl)ruthenium hexafluorophosphate

: 311-28-4
tetra-(n-butyl)ammonium iodide

: [(η-9-Me2S-7,8-C2B9H10)Ru(η-C6H6)]I

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 1h; Inert atmosphere;	97%

: 2033-45-6
4-iodo-3,5-dimethyl-1H-pyrazole

: 311-28-4
tetra-(n-butyl)ammonium iodide

: 186094-10-0
4-[Chloro-(3-methoxy-phenyl)-methyl]-N,N-diethyl-benzamide

: 489466-95-7
N,N-Diethyl-4-[(4-iodo-3,5-dimethyl-pyrazol-1-yl)-(3-methoxy-phenyl)-methyl]-benzamide

Conditions

Conditions	Yield
In acetonitrile	96%

...Expand

: (C5H5)(CO)2Fe((CH3O)CHCH(OC2H5))(1+)*PF6(1-) = {(C5H5)(CO)2Fe((CH3O)CHCH(OC2H5))}PF6

: (C5H5)(CO)2FeC(OCH2CH3)CH2OCH3(1+)*PF6(1-) = {(C5H5)(CO)2FeC(OCH2CH3)CH2OCH3}PF6

: 311-28-4
tetra-(n-butyl)ammonium iodide

A: 12078-28-3, 38979-86-1
dicarbonylcyclopentadienyliodoiron(II)

B: (C5H5)(CO)2Fe(COCH2OCH3)

Conditions

Conditions	Yield
In dichloromethane (N2); Fe-complexes treated with n-Bu4NI for 1 h; evapd.; chromy.;	A 96% B 65%

...Expand

: PtAu6(2+)*7P(C6H5)3*2NO3(1-) = {(P(C6H5)3)Pt(Au(P(C6H5)3))6}(NO3)2

: 311-28-4
tetra-(n-butyl)ammonium iodide

: PtAu6(2+)*7P(C6H5)3*I(1-)*NO3(1-) = {I(P(C6H5)3)Pt(Au(P(C6H5)3))6}NO3

Conditions

Conditions	Yield
In acetone 1 equiv N(C4H9)I; filtn.; washing (acetone, ether); drying (vac.);	96%

Tetrabutylammonium iodide Specification

The IUPAC name of Tetrabutylammonium iodide is tetrabutylazanium iodide. With the CAS registry number 311-28-4, it is also named as N,N,N-Tributyl-1-butanaminium iodide. The product's categories are Quarternary Ammonium Salts; Ammonium Iodides (Quaternary); Quaternary Ammonium Compounds. Besides, it is white or tan powder, which should be stored in sealed, dry and dark place. It is stable and incompatible with strong oxidizing agents. In addition, its molecular formula is C₁₆H₃₆IN and molecular weight is 369.37.

The other characteristics of this product can be summarized as: (1)EINECS: 206-220-5; (2)H-Bond Donor: 0; (3)H-Bond Acceptor: 1; (4)Rotatable Bond Count: 12; (5)Exact Mass: 369.189243; (6)MonoIsotopic Mass: 369.189243; (7)Topological Polar Surface Area: 0; (8)Heavy Atom Count: 18; (9)Complexity: 116; (10)Density: 1.20 g/mL at 25 °C; (11)Melting point: 141-150 °C; (12)Solubility: Acetonitrile: 0.1 g/mL.

Preparation of Tetrabutylammonium iodide: this chemical can be prepared by the reaction of Tributylamine with (Z)-3-Iodpropensaeure-methylester.

This reaction needs Toluene by heating. The yield is 94 %.

Uses of Tetrabutylammonium iodide: this chemical is ued as phase transfer catalyst, and reagent for polarographic analysis. Similarly, it can react with Diacetoxy-phenyl-l3-iodane to get Tetrabutylammonium diacetoxyiodate(I).

This reaction needs CHCl₃. The yield is 85 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: [I-].CCCC[N+](CCCC)(CCCC)CCCC
(2)InChI: InChI=1/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
(3)InChIKey: DPKBAXPHAYBPRL-REWHXWOFAZ

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	oral	1600mg/kg (1600mg/kg)		Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980.
rat	LD50	oral	1990mg/kg (1990mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 489, 1986.

Product Name

Tetrabutylammonium iodide

Synthetic route

Tetrabutylammonium iodide Specification

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