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375365

Sigma-Aldrich

4-Methyl-2-phenylimidazole

95%

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About This Item

Empirical Formula (Hill Notation):
C10H10N2
CAS Number:
827-43-0
Molecular Weight:
158.20
EC Number:
212-571-5
MDL number:
MFCD00047015
UNSPSC Code:
12352100
PubChem Substance ID:
24863384
NACRES:
NA.22

Assay

95%

mp

180-183 °C (lit.)

SMILES string

Cc1c[nH]c(n1)-c2ccccc2

InChI

1S/C10H10N2/c1-8-7-11-10(12-8)9-5-3-2-4-6-9/h2-7H,1H3,(H,11,12)

InChI key

TYOXIFXYEIILLY-UHFFFAOYSA-N

General description

4-Methyl-2-phenylimidazole is a 4-substituted-2-phenylimidazole.[1] It participates in ring-opening of various bicyclic olefins to afford trans-3,4-disubstituted derivatives.[2] The FT-IR, FT-Raman and FT-NMR spectra of 4-methyl-2-phenylimidazole has been recorded.[3]

Application

4-Methyl-2-phenylimidazole is suitable for use to investgate the cytotoxic activity of 4-trifluoromethylimidazoles against human tumor and normal cells.[2] It may be used in following studies:
  • Curing of epoxy system consisting of a diglycidyl ether of bisphenol-F epoxy resin, 1,4-butanediol.[1]
  • Curing of bisphenol-F epoxy resin.[4]
  • Synthesis of aza-heterocyclic compounds.[5]
  • Preparation of 1-[(2-chlorophenyl)(diphenyl)methyl]-4-methyl-2-phenyl-1H-imidazole.[6]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

375365-VAR:
375365-25G:
375365-BULK:
375365-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
13317AQ
01812DU
03311DY

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Rhodium (III)-catalyzed CH activation of phenylazoles toward CN bond cleavage of diazabicyclic olefins: A facile access to mono-and biscyclopentenyl-functionalized aza-heteroaromatics
Praveen P, et al.
Synlett, 25, 0275-0279 (2014)
Fumihiro Takekawa et al.
Anticancer research, 27(6B), 4065-4069 (2008-01-30)
Fourteen 4-trifluoromethylimidazole derivatives were investigated for their cytotoxicity against three human normal cells (gingival fibroblast HGF, pulp cell HPC and periodontal ligament fibroblast HPLF) and four human tumor cell lines (oral squamous cell carcinoma HSC-2, HSC-3, HSC-4 and promyelocytic leukemia
Theoretical investigations on the molecular structure and vibrational spectral analysis of 4-methyl 2-phenylimidazole.
Erdogdu Y, et al.
Optics and Spectroscopy, 113(6), 596-606 (2012)
Cure profiles, crosslink density, residual stresses, and adhesion in a model epoxy.
Case SL, et al.
Polymer, 46(24), 1083-1040 (2005)
Physical properties of a bisphenol-F epoxy containing a silica filler treated with silane coupling agents.
Case SL and Ward TC.
Journal of Adhesion, 79(2), 105-121 (2003)
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