1,3-BENZODIOXOL-4-YLMETHANOL

1,3-BENZODIOXOL-4-YLMETHANOL Property

Melting point:

39℃

Boiling point:

124 °C

Density 

1.329±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

127.9±21.5℃

storage temp. 

Inert atmosphere,Room Temperature

pka

14.24±0.10(Predicted)

InChI

InChI=1S/C8H8O3/c9-4-6-2-1-3-7-8(6)11-5-10-7/h1-3,9H,4-5H2

InChIKey

XVCMMPXFVAHHQN-UHFFFAOYSA-N

SMILES

O1C2=CC=CC(CO)=C2OC1

CAS DataBase Reference

769-30-2

Safety

Safety Statements 

24/25

HS Code 

2932990090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

1,3-BENZODIOXOL-4-YLMETHANOL Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 1,3-benzodioxolane-4-alkylmethanol from methyl benzo[d][1,3]meso-dioxolane-4-carboxylate: 6.7 g (0.037 mol) of methyl benzo[d][1,3]meso-dioxolane-4-carboxylate was dissolved in 50 mL of tetrahydrofuran and 8.6 g (0.223 mol) of sodium borohydride was added. The temperature of the reaction system was raised to 65 °C and the reaction was continuously stirred for 30 min. Heating and stirring were stopped and 8 mL of methanol was added slowly and dropwise over 30 minutes. A large number of bubbles were observed to be generated during the reaction, after which the reaction mixture was refluxed for 4 hours. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution, the reaction mixture was filtered and the tetrahydrofuran was removed by distillation under reduced pressure. Ethyl acetate was added to the residue to partition the organic and aqueous phases, and the organic phase was washed with saturated brine and dried with anhydrous sodium sulfate for 8 hours. The desiccant was removed by filtration and the solvent was evaporated under reduced pressure to give 5.6 g of a white oily product, 1,3-benzodioxolane-4-alkylmethanol. Thin layer chromatography (TLC) analysis showed a single spot and the purity of the product met the requirements for subsequent reactions. The yield was close to 100%.

References

[1] Patent: CN103804341, 2018, B. Location in patent: Paragraph 0064; 0070; 0071
[2] Chemische Berichte, 1958, vol. 91, p. 36,38