4,5-DIBROMOVERATROLE

4,5-DIBROMOVERATROLE Property

Melting point:

90-92°C

Boiling point:

286.6±35.0 °C(Predicted)

Density 

1.742±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

color 

White to Orange to Green

Water Solubility 

Insoluble in water.

BRN 

1953148

InChI

InChI=1S/C8H8Br2O2/c1-11-7-3-5(9)6(10)4-8(7)12-2/h3-4H,1-2H3

InChIKey

ZYCLQXMMFJREPJ-UHFFFAOYSA-N

SMILES

C1(Br)=CC(OC)=C(OC)C=C1Br

Safety

Safety Statements 

22-24/25

HS Code 

2909303840

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

H360May damage fertility or the unborn child

H372Causes damage to organs through prolonged or repeated exposure

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe 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.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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

P362Take off contaminated clothing and wash before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

4,5-DIBROMOVERATROLE Chemical Properties,Usage,Production

Uses

4,5-Dibromoveratrole is used as chemical intermediates.

Synthesis

General procedure for the synthesis of 1,2-dibromo-4,5-dimethoxybenzene from o-anisidine: 16.16 g (117 mmol) of 1,2-dimethoxybenzene was dissolved in 120 mL of carbon tetrachloride at 0 °C with stirring. 13.2 mL (257.4 mmol, 41.13 g) of bromine (2.2 eq.) dissolved in 25 mL of carbon tetrachloride was slowly added dropwise for a controlled time of 30 min while maintaining the reaction temperature in the range of 0-5 °C (by inserting bubbles into the reaction solution to expel the hydrogen bromide generated and neutralizing with Na2CO3). After dropwise addition, the reaction mixture was continued to be stirred at 0°C for 2 hours. Upon completion of the reaction, the mixture was poured into an ice-water mixture, and the organic phase was separated and washed sequentially with 10% aqueous NaHSO3 and 10% aqueous NaOH. The organic phase was concentrated by evaporation and dried to give 33.42 g of white solid product as 1,2-dibromo-4,5-dimethoxybenzene in 97% yield. The melting point of the product was unspecified.1H NMR (CDCl3): δ=7.06 (s, 2H); 3.86 (s, 6H).13C NMR (CDCl3): δ=148.8; 115.9; 114.7; 56.2.

References

[1] Tetrahedron Letters, 2004, vol. 45, # 37, p. 6851 - 6853
[2] CrystEngComm, 2011, vol. 13, # 20, p. 6050 - 6056
[3] Chemistry - An Asian Journal, 2012, vol. 7, # 10, p. 2240 - 2252
[4] Patent: US8859763, 2014, B1. Location in patent: Page/Page column 5
[5] Chemistry - A European Journal, 2016, vol. 22, # 24, p. 8113 - 8123