Guaiacol glycidyl ether Chemical Properties

Melting point:

33-36°C

Boiling point:

152-158℃

Density 

1.142±0.06 g/cm3(Predicted)

RTECS 

TZ3550000

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Chloroform, Methanol

form 

Solid

color 

Off-white

Water Solubility 

4.21g/L at 20℃

InChI

InChI=1S/C10H12O3/c1-11-9-4-2-3-5-10(9)13-7-8-6-12-8/h2-5,8H,6-7H2,1H3

InChIKey

RJNVSQLNEALZLC-UHFFFAOYSA-N

SMILES

O1CC1COC1=CC=CC=C1OC

LogP

1.54 at 25℃

CAS DataBase Reference

2210-74-4(CAS DataBase Reference)

Safety Information

HS Code 

29109000

Guaiacol glycidyl ether Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

Ranolazine intermediate

Flammability and Explosibility

Non flammable

Synthesis

To a round-bottomed flask was added 2.5 L of water followed by 80 g of sodium hydroxide and stirred until completely dissolved. Next, 500 g of guaiacol and 1.12 kg of 1-chloro-2,3-epoxypropane were added and the reaction was continuously stirred at 25-35°C for 5-6 hours. After completion of the reaction, the organic layer was separated. To the separated obtained epichlorohydrin layer was added 160 g of sodium hydroxide dissolved in 2.5 L of water and stirring was continued at 25-30 °C for 3-4 hours. The organic layer was again separated and the organic layer was washed with 150 g of sodium hydroxide dissolved in 1.5 L of water. Subsequently, the product layer was distilled at 90°C and 600-700 mmHg under vacuum to recover excess epichlorohydrin, resulting in 650-680 g of oily product. To this crude product was added 3.0 L of isopropanol, cooled to 0 °C and filtered to give 1-(2-methoxyphenoxy)-2,3-epoxypropane (3). Yield: 80%; purity >98%.

References

[1] Organic Process Research and Development, 2012, vol. 16, # 10, p. 1660 - 1664
[2] Medicinal Chemistry Research, 2004, vol. 13, # 8-9, p. 631 - 642
[3] Synthetic Communications, 1994, vol. 24, # 6, p. 833 - 838
[4] Tetrahedron, 2006, vol. 62, # 47, p. 10968 - 10979
[5] Angewandte Chemie - International Edition, 2014, vol. 53, # 26, p. 6641 - 6644

Guaiacol glycidyl ether(2210-74-4)Related Product Information

• BENZYL GLYCIDYL ETHER
• Isobutylene oxide
• Glycidyl acrylate
• Butyl glycidyl ether
• Ethylbenzene
• Methyl acetate
• Ethylene glycol diglycidyl ether
• PETROLEUM ETHER
• Allyl glycidyl ether
• Bensulfuron methyl
• Methylparaben
• 2-Methoxy-4-methylphenol
• 1,2,3-PROPANETRIOL GLYCIDYL ETHER
• (R)-Styrene oxide
• Propylene oxide
• DIGLYCIDYL ETHER
• Guaiacol
• Thiophanate-methyl