1-Butylimidazole supplier | CasNO.4316-42-1

Name
1-Butylimidazole
EINECS 224-335-9
CAS No. 4316-42-1
Article Data81
CAS DataBase
Density 0.94 g/cm³
Solubility
Melting Point 72oC
Formula C₇H₁₂N₂
Boiling Point 244.8 °C at 760 mmHg
Molecular Weight 124.186
Flash Point 97.2 °C
Transport Information UN 2690 6.1/PG 2
Appearance colorless to light yellow colored liquid
Safety 26-39
Risk Codes 37/38-41
Molecular Structure
Hazard Symbols Xi
Synonyms Imidazole, 1-butyl- (6CI,7CI,8CI);1-Butyl-1H-imidazole;Butylimidazole;N-Butyl-1H-imidazole;N-Butylimidazole;NSC 158165;1H-Imidazole,1-butyl-;
PSA 17.82000
LogP 1.68320

Synthetic route

1-butylimidazolium chloride: 1-butylimidazolium chloride

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With sodium hydroxide In water	95%

1H-imidazole: 1H-imidazole

: 109-65-9
1-bromo-butane

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With propan-1-ol; sodium Heating;	90%
With potassium hydroxide In acetonitrile for 4h; Heating;	85%
With potassium hydroxide In N,N-dimethyl-formamide at 120℃; for 16h; Schlenk technique;	84%

: 288-32-4
1H-imidazole

: 71-36-3
butan-1-ol

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With tributylphosphine; diamide In benzene at 60℃; Mitsunobu alkylation;	89%

: 288-32-4
1H-imidazole

: 109-69-3
n-Butyl chloride

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water for 12h; Reflux;	86%
Stage #1: 1H-imidazole With sodium ethanolate Stage #2: n-Butyl chloride
With tetrabutylammomium bromide; sodium hydroxide In water at 100℃; for 15h;	78 %Chromat.
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In tetrahydrofuran; water at 20℃; for 24h;
Stage #1: 1H-imidazole With sodium hydroxide In toluene for 24h; Reflux; Dean-Stark; Stage #2: n-Butyl chloride In acetonitrile at 20℃; for 17h;

: 288-32-4
1H-imidazole

: 3-(butoxysulfonyl)-N,N,N-trimethylpropanaminium fluorosulfate

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
In chloroform; water at 25℃; for 17h;	84%

: 10583-85-4
1-butylimidazole-2-thione

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With dibenzoyl peroxide In tetrahydrofuran	81%

: 50-00-0
formaldehyd

: 131543-46-9
Glyoxal

: 109-73-9
N-butylamine

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With phosphoric acid; ammonium chloride at 90 - 95℃; for 0.166667h; pH 2;	55%
With ammonium hydroxide In methanol; water at 50 - 75℃; for 3h;	50%

...Expand

: 930-69-8
sodium thiophenolate

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 1126-80-3
(n-butylthio)benzene

C: 100-68-5
methyl-phenyl-thioether

Conditions

Conditions	Yield
at 225℃; microwave irradiation;	A n/a B 7% C 39%

...Expand

: 1002-69-3
decyl chloride

: 930-69-8
sodium thiophenolate

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 1126-80-3
(n-butylthio)benzene

C: 100-68-5
methyl-phenyl-thioether

D: 13910-18-4
(n-decylthio)benzene

Conditions

Conditions	Yield
at 200℃; microwave irradiation;	A n/a B 4% C 30% D 19%

...Expand

: 532-32-1
sodium benzoate

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 93-58-3
benzoic acid methyl ester

B: 4316-42-1
1-Butylimidazole

C: 136-60-7
benzoic acid, butyl ester

Conditions

Conditions	Yield
at 225℃; microwave irradiation;	A 27% B n/a C 13%

...Expand

: 930-69-8
sodium thiophenolate

: 143-15-7
1-dodecylbromide

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 1126-80-3
(n-butylthio)benzene

C: 100-68-5
methyl-phenyl-thioether

D: 56056-49-6
(n-dodecylthio)benzene

Conditions

Conditions	Yield
at 200℃; microwave irradiation;	A n/a B 4% C 21% D 20%

...Expand

: 288-32-4
1H-imidazole

: 542-52-9
Dibutyl carbonate

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With dibenzo-18-crown-6; potassium hydroxide for 10h; Reflux;	10%

: 108-98-5
thiophenol

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 1126-80-3
(n-butylthio)benzene

C: 100-68-5
methyl-phenyl-thioether

Conditions

Conditions	Yield
at 225℃; microwave irradiation;	A n/a B 1% C 5%

...Expand

: 62-53-3
aniline

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 1126-78-9
N-(n-butyl)aniline

C: 121-69-7
N,N-dimethyl-aniline

D: 100-61-8
N-methylaniline

Conditions

Conditions	Yield
at 225℃; microwave irradiation;	A n/a B 1% C 1% D 4%

...Expand

: 139-02-6
sodium phenoxide

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 4316-42-1
1-Butylimidazole

B: 100-66-3
methoxybenzene

Conditions

Conditions	Yield
at 225℃; microwave irradiation;	A n/a B 2%

...Expand

: 65039-16-9
1-butyl-3-propyl-imidazolium; iodide

A: 35203-44-2
1-propyl-1H-imidazole

B: 4316-42-1
1-Butylimidazole

C: 542-69-8
1-iodo-butane

D: 107-08-4
1-iodo-propane

Conditions

Conditions	Yield
at 260 - 300℃; im Vakuum;

...Expand

: 65039-17-0
3-ethyl-1-butyl-imidazolium; iodide

A: 7098-07-9
N-Ethylimidazole

B: 4316-42-1
1-Butylimidazole

C: 542-69-8
1-iodo-butane

D: 75-03-6
ethyl iodide

Conditions

Conditions	Yield
at 260 - 300℃; im Vakuum;

...Expand

: 2466-76-4
N-Acetylimidazole

: 109-65-9
1-bromo-butane

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
In benzene at 140℃; Yield given;

: 1-(2-cyanoethyl)-3-butyl-1H-imidazol-3-ium bromide

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
With sodium hydroxide for 0.833333h; Ambient temperature; Yield given;

: 92503-17-8
5-butyl-4-thio-hydantoic acid

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 7.49 g / aq. H2SO4 / acetone 2.1: NaBH4; LiCl / 1,2-dimethoxy-ethane; ethanol / 6 h / -15 - -5 °C 2.2: 97 percent / conc. HCl / 1,2-dimethoxy-ethane; ethanol / 0.5 h 3.1: 81 percent / benzoyl peroxide / tetrahydrofuran View Scheme

: 592-82-5
butyl isothiocyanate

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: aq. KOH / ethanol / 3 h 2.1: 7.49 g / aq. H2SO4 / acetone 3.1: NaBH4; LiCl / 1,2-dimethoxy-ethane; ethanol / 6 h / -15 - -5 °C 3.2: 97 percent / conc. HCl / 1,2-dimethoxy-ethane; ethanol / 0.5 h 4.1: 81 percent / benzoyl peroxide / tetrahydrofuran View Scheme

: 162150-91-6
3-butyl-2-thioxoimidazolidin-4-one

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaBH4; LiCl / 1,2-dimethoxy-ethane; ethanol / 6 h / -15 - -5 °C 1.2: 97 percent / conc. HCl / 1,2-dimethoxy-ethane; ethanol / 0.5 h 2.1: 81 percent / benzoyl peroxide / tetrahydrofuran View Scheme

: 288-32-4
1H-imidazole

: 542-69-8
1-iodo-butane

: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
Stage #1: 1H-imidazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.75h; Stage #2: 1-iodo-butane In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
Stage #1: 1H-imidazole With potassium hydroxide In acetonitrile at 20℃; for 2h; Inert atmosphere; Stage #2: 1-iodo-butane at 80℃; for 12h; Inert atmosphere;

: 79917-90-1
1-butyl-3-methylimidazolium chloride

A: 616-47-7
1-methyl-1H-imidazole

B: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
at 190℃; for 24h;

: 174501-65-6
1-butyl-3-methylimidazolium Tetrafluoroborate

A: 616-47-7
1-methyl-1H-imidazole

B: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
at 140℃; for 48h;

: 174501-64-5
3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

A: 616-47-7
1-methyl-1H-imidazole

B: 4316-42-1
1-Butylimidazole

Conditions

Conditions	Yield
at 140℃; for 240h;

: 4316-42-1
1-Butylimidazole

: 420-37-1
trimethoxonium tetrafluoroborate

: 1-butyl-3-methyl-1H-imidazolium tetrafluoroborate

Conditions

Conditions	Yield
at -78 - 20℃;	100%

: 4316-42-1
1-Butylimidazole

: 333-27-7
methyl trifluoromethanesulfonate

: 174899-66-2
1-(n-butyl)-3-methylimidazolium triflate

Conditions

Conditions	Yield
at 0 - 25℃; for 17h;	100%
Stage #1: 1-Butylimidazole; methyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.5h; Stage #2: With sodium carbonate In dichloromethane; water for 0.5h; Product distribution / selectivity;	95%
	95%

: 4316-42-1
1-Butylimidazole

: 1633-83-6
1,4-butane sultone

: 4-(1-butyl-1H-imidazol-3-ium-3-yl)butane-1-sulfonate

Conditions

Conditions	Yield
In toluene at 60℃; for 24h; Inert atmosphere;	100%
In toluene at 60℃; for 24h; Inert atmosphere;	99.7%
In toluene for 24.0833h; Inert atmosphere;	98%

: 4316-42-1
1-Butylimidazole

: 3-(2-bromoethyl)-4,5-dimethyl-1,3-thiazol-3-ium bromide

: 3-[2-(1-butyl-1H-imidazol-3-ium-3-yl)ethyl]-4,5-dimethyl-1,3-thiazol-3-ium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 110℃; for 1h;	100%

: 4316-42-1
1-Butylimidazole

: 874817-67-1
dimethyloxonium tris(trifluoromethyl)borate

: 1-butyl-3-methylimidazolium methoxytris(trifluoromethyl)borate

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%
In dichloromethane at 20℃;	100%

: 4316-42-1
1-Butylimidazole

: 111-87-5
octanol

: 77-78-1
dimethyl sulfate

: 1-n-butyl-3-methylimidazolium octyl sulfate

Conditions

Conditions	Yield
Stage #1: 1-Butylimidazole; dimethyl sulfate at 0 - 20℃; Stage #2: octanol With DOWEX ion exchanger In acetone at 140℃; Product distribution / selectivity;	100%

...Expand

: 4316-42-1
1-Butylimidazole

: 74-95-3
1,1-dibromomethane

: 1,1’-di-n-butyl-3,3’-methylenediimidazolium dibromide

Conditions

Conditions	Yield
In tetrahydrofuran at 100℃;	100%
Inert atmosphere; Schlenk technique;	89%
In tetrahydrofuran at 20 - 80℃; for 192h;	87.6%
In acetonitrile for 96h; Reflux;

: 4316-42-1
1-Butylimidazole

: 109-64-8
1,3-dibromo-propane

: 1,3-bis(3-butylimidazolium-1-yl)propane dibromide

Conditions

Conditions	Yield
In tetrahydrofuran at 100℃;	100%
In acetonitrile for 72h; Reflux;	86%
In acetonitrile at 20℃; for 24h; Reflux;	85%

: 4316-42-1
1-Butylimidazole

: 100-39-0
benzyl bromide

: 642096-86-4
1-butyl-3-phenylmethyl-1H-imidazolium bromide

Conditions

Conditions	Yield
at 100℃; for 2h;	100%
In neat (no solvent) at 140℃; under 15001.5 Torr; for 0.416667h; Solvent; Temperature; Microwave irradiation;	92%
In isopropyl alcohol at 85℃; for 24h;	91%
In isopropyl alcohol at 85℃;	91%

: 4316-42-1
1-Butylimidazole

: 425-75-2
trifluoromethanesulfonic acid ethyl ester

: 1-butyl-3-ethylimidazolium trifluoromethanesulfonate

Conditions

Conditions	Yield
at 0 - 30℃; for 21h;	100%

: 861959-09-3
(S)-benzyl 1-bromo-2-propyl ether

: 4316-42-1
1-Butylimidazole

: (S)-1-(2-benzyloxypropyl)-3-butylimidazolium bromide

Conditions

Conditions	Yield
In toluene Reflux;	100%

: 4316-42-1
1-Butylimidazole

: 37002-45-2
(4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan

: C21H36N4O2(2+)*2C7H7O3S(1-)

Conditions

Conditions	Yield
In toluene Reflux;	100%

: 4316-42-1
1-Butylimidazole

: C69H12Cl2O4

: C83H36N4O4(2+)*2Cl(1-)

Conditions

Conditions	Yield
In chloroform for 48h; Reflux;	100%

: 4316-42-1
1-Butylimidazole

: C69H12Br2O4

: C83H36N4O4(2+)*2Br(1-)

Conditions

Conditions	Yield
In chloroform for 48h; Reflux;	100%

: 4316-42-1
1-Butylimidazole

: 2CH3O3S(1-)*Co(2+)*6H2O

: [Co(N-propylimidazole)6][methanesulfonate]2

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.0833333h;	100%

: 4316-42-1
1-Butylimidazole

: 109-65-9
1-bromo-butane

: 87266-38-4
1,3-bis-n-butylimidazolium bromide

Conditions

Conditions	Yield
In acetonitrile for 24h; Reflux;	99%
In neat (no solvent) at 90℃; for 0.133333h; Microwave irradiation;	97%
at 70℃; for 4h;	96%

: 4316-42-1
1-Butylimidazole

: 459834-02-7
(S)-hexahydro-[1,2,3]oxathiazolo[3,4-a]pyridine 1,1-dioxide

: 1013941-44-0
C13H23N3O3S

Conditions

Conditions	Yield
at 20℃; for 3h;	99%

: 4316-42-1
1-Butylimidazole

: 1013941-85-9
C7H15NO3S

: 1013941-46-2
C14H27N3O3S

Conditions

Conditions	Yield
at 20℃; for 3h;	99%

: 4316-42-1
1-Butylimidazole

: 1013941-86-0
C10H13NO3S

: 1013941-47-3
C17H25N3O3S

Conditions

Conditions	Yield
In toluene at 80℃; for 5h;	99%

: 4316-42-1
1-Butylimidazole

: 132635-95-1
5-(S)-<3.3.0>-1-aza-2-thia-3-oxabicyclooctane-2,2-dioxide

: 1013941-41-7
C12H21N3O3S

Conditions

Conditions	Yield
at 20℃; for 1.5h;	99%

: 4316-42-1
1-Butylimidazole

: 174953-30-1
(S)-(+)-4-methyl-2,2-dioxo-1,3,2-dioxathiolane

: 1013941-35-9
C10H18N2O4S

Conditions

Conditions	Yield
In dichloromethane at 0℃;	99%

: 4316-42-1
1-Butylimidazole

: 877033-94-8
1-butylimidazolium nitrate

Conditions

Conditions	Yield
With nitric acid In ethanol; water at 40℃; for 10h;	99%
With nitric acid In tetrahydrofuran at 0℃; for 1h;

: 4316-42-1
1-Butylimidazole

: 848641-62-3
1-butylimidazol-1-ium hydrogen sulfate

Conditions

Conditions	Yield
With sulfuric acid In water	99%
With sulfuric acid for 24h; Cooling with ice;	93%
With sulfuric acid at 20℃; for 6h;

: 4316-42-1
1-Butylimidazole

: 82113-65-3
bis(trifluoromethanesulfonyl)amide

: 149-73-5
trimethyl orthoformate

: 174899-83-3
1-butyl-3-methylimidazolium trifluoromethanesulfonimide

Conditions

Conditions	Yield
at 110℃; for 20h; Inert atmosphere;	99%
for 0.5h; Schlenk technique; Reflux; Inert atmosphere;	95%

...Expand

: 4316-42-1
1-Butylimidazole

: [Ni(H2O)6][bis(trifluoromethanesulfonyl)-imide]2·2H2O

: [Ni(1-butylimidazole)6][bis(trifluoromethanesulfonyl)imide]2

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 0.5h;	99%

: 4316-42-1
1-Butylimidazole

: C7H13N2(1+)*0.5O4S(2-)

Conditions

Conditions	Yield
With sulfuric acid In water at 20℃;	99%

: 4316-42-1
1-Butylimidazole

: 1-butyl imidazolium hydrogen sulphate

Conditions

Conditions	Yield
With sulfuric acid In water at 20℃;	99%
With sulfuric acid In methanol at 40℃; for 20h;

: 4316-42-1
1-Butylimidazole

: 4-(perfluoro(4-methyl-3-isopropyl-2-penten-2-yl))oxybenzyl bromide

: 1-butyl-3-[4-(perfluoro(4-methyl-3-isopropyl-2-penten-2-yl)oxy)benzyl]imidazolium bromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 96h;	99%

: 4316-42-1
1-Butylimidazole

: 4-(perfluoro(4-methyl-3-isopropyl-2-penten-2-yl))oxyphenylethyl bromide

: 1-butyl-3-[4-(perfluoro(4-methyl-3-isopropyl-2-penten-2-yl)oxy)phenylethyl]imidazolium bromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 240h;	99%

: 4316-42-1
1-Butylimidazole

: 2C2F6NO4S2(1-)*Co(2+)*6H2O

: [Co(N-butylimidazole)6][bis(triflimidate)]2

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.0833333h;	99%

1-Butylimidazole Chemical Properties

IUPAC Name: 1-Butylimidazole
Canonical SMILES: CCCCN1C=CN=C1
InChI: InChI=1S/C7H12N2/c1-2-3-5-9-6-4-8-7-9/h4,6-7H,2-3,5H2,1H3
InChIKey: MCMFEZDRQOJKMN-UHFFFAOYSA-N
Molecular Weight: 124.18358 [g/mol]
Molecular Formula: C₇H₁₂N₂
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 224-335-9
Index of Refraction: 1.508
Molar Refractivity: 39.07 cm³
Molar Volume: 131 cm³
Surface Tension: 33.8 dyne/cm
Density: 0.94 g/cm³
Flash Point: 97.2 °C
Enthalpy of Vaporization: 46.24 kJ/mol
Boiling Point: 244.8 °C at 760 mmHg
Vapour Pressure: 0.0465 mmHg at 25 °C
Appearance: colorless to light yellow colored liquid
Product Categories of 1-Butylimidazole (CAS NO.4316-42-1): Imidazoles; Building Blocks; Heterocyclic Building Blocks

1-Butylimidazole Uses

1-Butylimidazole (CAS NO.4316-42-1) can be used in organic synthesis.

1-Butylimidazole Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 37/38-41
R37/38:Irritating to respiratory system and skin.
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
RIDADR: UN 2690 6.1/PG 2
WGK Germany: 3
HazardClass: 6.1
PackingGroup of 1-Butylimidazole (CAS NO.4316-42-1): II

1-Butylimidazole Specification

1-Butylimidazole (CAS NO.4316-42-1), its Synonyms are 1-N-Butylimidazole ; 1H-Imidazole, 1-butyl- .

Product Name

1-Butylimidazole

Synthetic route

1-Butylimidazole Chemical Properties

1-Butylimidazole Uses

1-Butylimidazole Safety Profile

1-Butylimidazole Specification

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