Methyl 3-bromomethyl-4-cyanobenzoate
- Product Name
- Methyl 3-bromomethyl-4-cyanobenzoate
- CAS No.
- 908562-24-3
- Chemical Name
- Methyl 3-bromomethyl-4-cyanobenzoate
- Synonyms
- 2,7-DIBROMOPYRENE-4,5,9,11-TETRAONE;Methyl 3-bromomethyl-4-cyanobenzoate;Benzoic acid,2-(bromomethyl)-3-cyano-, methyl ester;2-(Bromomethyl)-3-cyanoBenzoic acid methyl ester;2-Cyano-5-(methoxycarbonyl)benzyl bromide, 2-(Bromomethyl)-4-(methoxycarbonyl)benzonitrile
- CBNumber
- CB1947478
- Molecular Formula
- C10H8BrNO2
- Formula Weight
- 254.08
- MOL File
- 908562-24-3.mol
Methyl 3-bromomethyl-4-cyanobenzoate Property
- Boiling point:
- 355.7±37.0 °C(Predicted)
- Density
- 1.53±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- White to off-white Solid
N-Bromosuccinimide Price
- Product number
- Y4651
- Product name
- Methyl3-(bromomethyl)-4-cyanobenzoate
- Packaging
- 5g
- Price
- $1126
- Updated
- 2021/12/16
- Product number
- A114455
- Product name
- Methyl2-(bromomethyl)-3-cyanobenzoate
- Purity
- 95%
- Packaging
- 100mg
- Price
- $61
- Updated
- 2021/12/16
- Product number
- A114455
- Product name
- Methyl2-(bromomethyl)-3-cyanobenzoate
- Purity
- 95%
- Packaging
- 250mg
- Price
- $98
- Updated
- 2021/12/16
- Product number
- A114455
- Product name
- Methyl2-(bromomethyl)-3-cyanobenzoate
- Purity
- 95%
- Packaging
- 1g
- Price
- $252
- Updated
- 2021/12/16
- Product number
- CD12009751
- Product name
- Methyl2-(bromomethyl)-3-cyanobenzoate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $317
- Updated
- 2021/12/16
Methyl 3-bromomethyl-4-cyanobenzoate Chemical Properties,Usage,Production
Synthesis
93340-09-1
908562-24-3
The general procedure for the synthesis of methyl 2-(bromomethyl)-3-cyanobenzoate from methyl 3-cyano-2-methylbenzoate was as follows: under nitrogen protection, methyl 3-cyano-2-methylbenzoate (10.6 g, 60.5 mmol), N-bromosuccinimide (NBS) (16.2 g, 90.7 mmol), and azobisisobutyronitrile (AIBN) ( 100 mg) were suspended in tetrachloromethane (200 mL) and reacted at reflux for 6 hours. As an alternative, benzoyl peroxide can be used as a catalyst for the bromination reaction in benzene. The progress of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent: hexane solution of 10% ethyl acetate) to confirm complete consumption of the feedstock. After completion of the reaction, the reaction mixture was filtered and the filter cake was washed with chloroform (3 x 20 mL). The filtrate and washings were combined and concentrated under reduced pressure. The residue was purified by short silica gel column chromatography using a hexane solution of 10% ethyl acetate as eluent. The eluate containing the target product was collected and concentrated under reduced pressure, and the resulting product was dried overnight under vacuum to afford methyl 2-(bromomethyl)-3-cyanobenzoate 15.1 g in 98% yield. 1H NMR data of the product (DMSO-d6): δ 8.15 (d, J = 8.0 Hz, 1H); 8.12 (d, J = 7.9 Hz, 1H); 7.67 (t, 1H); 5.04 (s, 2H); 3.89 (s, 3H).
References
[1] Patent: US2007/49555, 2007, A1. Location in patent: Page/Page column 94
[2] Patent: WO2008/106619, 2008, A2. Location in patent: Page/Page column 581
Methyl 3-bromomethyl-4-cyanobenzoate Preparation Products And Raw materials
Raw materials
Preparation Products
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