3,5-Dimethylanisole Chemical Properties

Boiling point:

193 °C (lit.)

Density 

0.963 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.512(lit.)

Flash point:

150 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to light yellow

BRN 

2040905

InChI

InChI=1S/C9H12O/c1-7-4-8(2)6-9(5-7)10-3/h4-6H,1-3H3

InChIKey

JCHJBEZBHANKGA-UHFFFAOYSA-N

SMILES

C1(OC)=CC(C)=CC(C)=C1

CAS DataBase Reference

874-63-5(CAS DataBase Reference)

NIST Chemistry Reference

3,5-Dimethylanisole(874-63-5)

Safety Information

Safety Statements 

24/25

RIDADR 

3271

WGK Germany 

3

HS Code 

29093090

MSDS

• Language:English Provider:3,5-Dimethylanisole
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,5-Dimethylanisole Usage And Synthesis

Application

3,5-Dimethylanisole is an ether organic compound that can be used as an organic intermediate.

Chemical Properties

clear colourless to light yellow liquid

Synthesis

3,5-Dimethylphenol (10 g, 0.082 mol) and anhydrous potassium carbonate (34 g, 0.25 mol) were added to N,N-dimethylformamide (DMF, 150 mL), and methyl iodide (12.8 g, 0.090 mol) was added slowly and dropwise under cooling in an ice bath. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, water was added to the system and extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by silica gel column chromatography afforded 3,5-dimethylanisole (10 g, 90% yield).1H NMR (400 MHz, CDCl3) δ: 6.60 (s, 1H), 6.53 (s, 2H), 3.77 (s, 3H), 2.29 (s, 6H).

References

[1] Chemical Communications, 2011, vol. 47, # 25, p. 7218 - 7220
[2] Chemistry - An Asian Journal, 2016, vol. 11, # 22, p. 3267 - 3274
[3] Patent: EP2845854, 2015, A1. Location in patent: Paragraph 0101-0102
[4] Patent: US2015/133538, 2015, A1. Location in patent: Paragraph 0208-0211; 0232-0235; 0337-0340
[5] Patent: US2009/270469, 2009, A1. Location in patent: Page/Page column 28

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