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Sigma-Aldrich

1-Butylimidazole

98%

Synonym(s):

1-Butyl-1H-imidazole, 1-n-Butylimidazole, N-(n-Butyl)imidazole, N-Butyl-1H-imidazole, N-Butylimidazole, N-Butylimidazolium

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About This Item

Empirical Formula (Hill Notation):
C7H12N2
CAS Number:
4316-42-1
Molecular Weight:
124.18
Beilstein:
109499
EC Number:
224-335-9
MDL number:
MFCD00042753
UNSPSC Code:
12352005
PubChem Substance ID:
24861574
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.480 (lit.)

bp

114-116 °C/12 mmHg (lit.)

density

0.945 g/mL at 25 °C (lit.)

SMILES string

CCCCn1ccnc1

InChI

1S/C7H12N2/c1-2-3-5-9-6-4-8-7-9/h4,6-7H,2-3,5H2,1H3

InChI key

MCMFEZDRQOJKMN-UHFFFAOYSA-N

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General description

1-Butylimidazole acts as an N-coordinated ligand. 1-Butylimidazole is formed as intermediate during the synthesis of a cationic cyclodextrin, used in the chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis. Influence of 1-butylimidazole as base on the synthesis of dissymmetric chlorohydrin ester has been reported.

Application

1-Butylimidazole may be used in the synthesis of a heterocyclic mesomeric betaine. It was used in the synthesis of 1-(1-butyl-3-imidazolio)propane-3-sulfonate (BIm3S).

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H314,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

293.0 °F

Flash Point(C)

145 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Joseph M Keane et al.
Journal of the American Chemical Society, 126(21), 6806-6815 (2004-05-27)
A series of metal complexes was synthesized in which arenes were dihapto-coordinated to pi-basic metal fragments having the general form [TpM(pi-acid)(L)], where Tp = hydridotris(pyrazolyl)borate, M = rhenium, molybdenum, or tungsten, pi-acid = CO or NO(+), and L = 1-methylimidazole
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A Crockard et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 2(1), 67-72 (1982-01-01)
Autoregulation of cerebral blood flow (CBF) to mean arterial blood pressure (MABP) of 40-50 mm Hg has been demonstrated in the spontaneously breathing gerbil anaesthetised with barbiturate (60 mg/kg). CO2 reactivity has also been assessed at 2.8% change CBF/mm Hg
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The anticipated worldwide increase in biodiesel production will result in an accumulation of glycerol for which there are insufficient conventional uses. The surplus of this by-product has increased rapidly during the last decade, prompting a search for new glycerol applications.
Nina Gonsior et al.
Beilstein journal of organic chemistry, 8, 390-397 (2012-04-18)
The synthesis of a heterocyclic mesomeric betaine by quaternization reaction of 1-butylimidazole and tetrabromo-1,4-benzoquinone is presented. The structure was verified by means of X-ray single-crystal analysis, NMR and IR spectroscopy. Inclusion complexes of the heterocyclic mesomeric betaine with randomly methylated
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