METHYL 4-BROMO-2-BROMOMETHYL-BENZOATE Chemical Properties

Melting point:

76-78℃

Boiling point:

364.3±32.0 °C(Predicted)

Density 

1.780±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

color 

White to Light yellow to Light orange

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C9H8Br2O2/c1-13-9(12)8-3-2-7(11)4-6(8)5-10/h2-4H,5H2,1H3

InChIKey

SGFACFBLUAWICV-UHFFFAOYSA-N

SMILES

C(OC)(=O)C1=CC=C(Br)C=C1CBr

Safety Information

RIDADR 

UN 3261 8/PG III

HazardClass 

8

PackingGroup 

III

HS Code 

2916310090

METHYL 4-BROMO-2-BROMOMETHYL-BENZOATE Usage And Synthesis

Uses

Methyl 4-bromo-2-(bromomethyl)benzoate is used as pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of methyl 4-bromo-2-bromomethylbenzoate from methyl 4-bromo-2-methylbenzoate: a mixture of methyl 4-bromo-2-methylbenzoate (1 g, 4.4 mmol), N-bromosuccinimide (NBS, 0.80 g, 4.4 mmol), benzoyl peroxide (BPO, 56 mg, 0.23 mmol) and carbon tetrachloride (CCl4 , 20 mL) mixture was stirred and reacted at 85°C for 2 hours. Upon completion of the reaction, the mixture was filtered through a silica gel pad and the filtrate was subsequently concentrated to afford the target product methyl 4-bromo-2-bromomethylbenzoate (1.3 g, 97% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 6, p. 1324 - 1328
[2] Patent: WO2018/68017, 2018, A1. Location in patent: Page/Page column 126
[3] Patent: WO2007/339, 2007, A1. Location in patent: Page/Page column 35-36
[4] Patent: US2010/222363, 2010, A1. Location in patent: Page/Page column 13
[5] Patent: WO2007/337, 2007, A1. Location in patent: Page/Page column 30

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