1-Benzyl-2-methyl-1H-imidazole Chemical Properties

Melting point:

57°C

Boiling point:

125-127 °C/3 mmHg (lit.)

Density 

1.105 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.5645(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

clear liquid

pka

7.54±0.31(Predicted)

color 

Colorless to Yellow

Water Solubility 

insoluble

CAS DataBase Reference

13750-62-4(CAS DataBase Reference)

NIST Chemistry Reference

1H-Imidazole, 2-methyl-1-(phenylmethyl)-(13750-62-4)

EPA Substance Registry System

1H-Imidazole, 2-methyl-1-(phenylmethyl)- (13750-62-4)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

RTECS 

NI7722500

HS Code 

29332900

MSDS

• Language:English Provider:1-Benzyl-2-methyl-1H-imidazole
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1-Benzyl-2-methyl-1H-imidazole Usage And Synthesis

Chemical Properties

clear light yellow to amber liquid

Uses

1-Benzyl-2-methylimidazole may be employed as catalyst to investigate the effect of catalysts on the curing reaction of the biphenyl epoxy (4,4′-diglycidyloxy-3,3′,5,5′-tetramethyl biphenyl)dicyclopentadiene type phenolic resin system.

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 383, 1949 DOI: 10.1021/ja01170a002

General Description

1-Benzyl-2-methylimidazole is a nitrogen heterocycle and forms mixed ligand Pt(II) complexes. 1-Benzyl-2-methylimidazole on treatement with ammonia and sodium yields 2-methylimidazole. Deposition of plasma-polymerized 1-benzyl-2-methylimidazole (PPBMI) thin films onto glass substrates by glow discharge technique have been reported.

Synthesis

A suspension of 10 mmol of 2-methyl-1H-imidazole was formed with 10 mmol of potassium carbonate in 10 mL of acetonitrile and stirred at room temperature for 15 minutes. Subsequently, 10 mmol of benzyl chloride was added to the reaction system and the reaction mixture was heated to 70 °C and stirred continuously for 72 hours. Upon completion of the reaction, the solvent was removed by rotary evaporation and the residue was dissolved in 20 mL of ethyl acetate and washed with deionized water (2 x 10 mL). The organic phase was concentrated under reduced pressure and purified by silica gel column chromatography (eluent: chloroform) to afford the target compound 1-benzyl-2-methylimidazole in 38% yield. The product was a yellow oil; UV-Vis (chloroform, λmax/nm): 290; IR (KBr, ν/cm-1): 2939, 1712, 1508, 1434, 1365, 1272, 1118, 983, 721; 1H NMR (250.13 MHz, CDCl3) δ: 7.43-7.32 (m, 5H). 7.17-7.14 (m, 2H), 6.99 (d, J=1.3 Hz, 1H), 6.84 (d, J=1.2 Hz, 1H), 5.11 (s, 2H), 2.27 (s, 3H); 13C NMR (62.9 MHz, CDCl3) δ: 144.3, 138.0, 129.3, 128.1, 127.5, 127.1, 120.9, 49.2, 13.4.

References

[1] Asian Journal of Chemistry, 2014, vol. 26, # 8, p. 2381 - 2388
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 22, p. 6495 - 6499
[3] Journal of Structural Chemistry, 2016, vol. 57, # 4, p. 835 - 839
[4] Zh. Strukt. Kim., 2016, vol. 57, # 4, p. 873 - 876,4
[5] Patent: US4560690, 1985, A

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