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199885

4(5)-Methylimidazole

98%

Synonym(s):

1H-4-Methylimidazole, 4(or 5)-Methylimidazole, 4-Methyl-1H-imidazole, 4-Methylimidazole, 5-Methyl-1H-imidazole, 5-Methylimidazole

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About This Item

Empirical Formula (Hill Notation):
C4H6N2
CAS Number:
822-36-6
Molecular Weight:
82.10
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24851942
EC Number:
212-497-3
Beilstein/REAXYS Number:
1453
MDL number:
MFCD00005201
Assay:
98%
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Quality Level

100

assay

98%

bp

263 °C (lit.)

mp

44-47 °C (lit.)

solubility

H2O: soluble, clear, colorless to yellow (50 mg/mL)

SMILES string

Cc1c[nH]cn1

InChI

1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6)

InChI key

XLSZMDLNRCVEIJ-UHFFFAOYSA-N

General description

4(5)-Methylimidazole was quantified in coffee by GC-MS method.

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signalword

Danger

flash_point_f

314.6 °F - closed cup

flash_point_c

157 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

pictograms

Health hazardExclamation mark
GHS08,GHS07

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD3882V
WXBD2731V
MKCK3992
MKBV5083V
MKBN5017V

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S Casal et al.
Journal of chromatography. A, 976(1-2), 285-291 (2002-12-05)
A GC-MS method is described for quantification of 4-(5-)methylimidazole (4MI) in coffee. Although tested, GC-flame ionization detection proved inadequate for this purpose due to the complexity of the coffee matrix. The developed method was based on ion-pair extraction with bis-2-ethylhexylphosphate
Joon-Kwan Moon et al.
Journal of agricultural and food chemistry, 59(2), 615-618 (2010-12-29)
4(5)-Methylimidazole has received the attention of federal and state regulatory agencies because of its carcinogenicity and common presence in foods and beverages. In the present study, the formation of 4(5)-methylimidazole in Maillard reaction model systems consisting of D-glucose/NH(3), L-rhamnose/NH(3), methylglyoxal/NH(3)
P C Chan et al.
Archives of toxicology, 82(1), 45-53 (2007-07-11)
4-Methylimidazole (4MI) is used in the manufacture of pharmaceuticals, photographic chemicals, dyes and pigments, cleaning and agricultural chemicals, and rubber. It has been identified as a by-product of fermentation in foods and has been detected in mainstream and side stream
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Global Trade Item Number

SKUGTIN
199885-250G04061838763440
199885-50G04061838763457