Methyl 2-bromomethyl-3-nitrobenzoate
- CAS No.
- 98475-07-1
- Chemical Name:
- Methyl 2-bromomethyl-3-nitrobenzoate
- Synonyms
- -3-nitrobenzoate;Methyl 2-bromomethyl;Lenalidomide Impurity 33;Lenalidomide Impurity 46;2-Bromomethyl-3-Nitrobenzoate;2-Bromomethyl-3-nitro-benzoic acid;Methyl 2- bromomethyl-3-nitrobezoate;Methyl 2-bromomethyl-3-nitrobenzoate;METHYL-2-BROMOMETHYL-3-NITROBENZONATE;Methyl (2-brommethyl-3-nitro)benzoate
- CBNumber:
- CB81031214
- Molecular Formula:
- C9H8BrNO4
- Molecular Weight:
- 274.07
- MDL Number:
- MFCD04114315
- MOL File:
- 98475-07-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 72-74° |
|---|---|
| Boiling point | 370.9±32.0 °C(Predicted) |
| Density | 1.624±0.06 g/cm3(Predicted) |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| solubility | soluble in Methanol |
| form | Solid |
| color | White to Light yellow |
| InChI | InChI=1S/C9H8BrNO4/c1-15-9(12)6-3-2-4-8(11(13)14)7(6)5-10/h2-4H,5H2,1H3 |
| InChIKey | FCGIVHSBEKGQMZ-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)C1=CC=CC([N+]([O-])=O)=C1CBr |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314-H318 | |||||||||
| Precautionary statements | P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a | |||||||||
| RIDADR | UN 3261 8/PG III | |||||||||
| HazardClass | IRRITANT | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 2916310090 | |||||||||
| Limited Quantities | 1 Kg (2.2 lbs) (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
Methyl 2-bromomethyl-3-nitrobenzoate price More Price(76)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | M2422 | Methyl 2-(Bromomethyl)-3-nitrobenzoate >98.0%(GC) | 98475-07-1 | 1g | $77 | 2026-04-30 | Buy |
| TCI Chemical | M2422 | Methyl 2-(Bromomethyl)-3-nitrobenzoate >98.0%(GC) | 98475-07-1 | 5g | $301 | 2026-04-30 | Buy |
| TRC | TRC-B685445-2.5G | 2-(Bromomethyl)-3-nitrobenzoic Acid Methyl Ester | 98475-07-1 | 2.5g | $177 | 2026-06-03 | Buy |
| TRC | TRC-B685445-1G | 2-(Bromomethyl)-3-nitrobenzoic Acid Methyl Ester | 98475-07-1 | 1g | $89 | 2026-06-03 | Buy |
| TRC | TRC-B685445-10G | 2-(Bromomethyl)-3-nitrobenzoic Acid Methyl Ester | 98475-07-1 | 10g | $547 | 2026-06-03 | Buy |
Methyl 2-bromomethyl-3-nitrobenzoate Chemical Properties, Uses, Production
Description
Methyl 2-bromomethyl-3-nitrobenzoate is a white or light yellow solid under normal temperature and pressure. It is insoluble in water but soluble in alcoholic organic solvents. It is an organic ester derivative that can be used as an organic synthesis intermediate and a raw material for pharmaceutical chemical synthesis. It is a crucial synthesis intermediate for the drug molecule lenalidomide. Lenalidomide is an antineoplastic drug. The ester group and benzyl bromide unit in the Methyl 2-bromomethyl-3-nitrobenzoate structure are easily convertible functional groups. Its structure contains a strong electron-attracting nitro group and an easily leaving bromine atom. The nitro group is a strong electron-withdrawing group that can increase the reactivity of molecules through conjugation effects and electron attraction. Due to these properties, it has wide applications in organic synthesis transformations.
Chemical Properties
Pale Yellow Solid
Uses
Methyl 2-bromomethyl-3-nitrobenzoate is an organic ester derivative that can be used as an organic synthesis intermediate and a raw material for pharmaceutical chemical synthesis. It is a crucial synthesis intermediate for the drug molecule lenalidomide.
Synthesis
59382-59-1
98475-07-1
Step a) Synthesis of methyl 2-(bromomethyl)-3-nitrobenzoate: 21 g (109 mmol) of methyl 2-methyl-3-nitrobenzoate was dissolved in 300 mL of carbon tetrachloride, heated to reflux with continuous stirring. Subsequently, 23 g (130 mmol, 1.2 eq.) of N-bromosuccinimide and 1.8 g (11 mmol, 0.1 eq.) of 2,2'-azobis-2-methylpropanenitrile were sequentially added to the reaction system. Maintaining reflux conditions, the reaction mixture was stirred overnight. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with dichloromethane and washed with water several times. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. Yield: 31 g (quantitative). The product was analyzed by high performance liquid chromatography (HPLC, Method 12) with a retention time (Rt) of 4.33 min; the mass spectrum (ESI positive ion mode) showed m/z = 273 [M + H]+; 1H-NMR (300 MHz, DMSO-d6) data were as follows: δ= 8.16 (d, 1H), 8.11 (d, 1H), 7.74 (t, 1H), and 5.03 (s, 2H), 3.92 (s, 3H).
References
[1] Patent: US2010/10060, 2010, A1. Location in patent: Page/Page column 19
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 1, p. 81 - 85
[3] Patent: WO2015/57043, 2015, A1. Location in patent: Paragraph 0017
[4] Chemistry of Heterocyclic Compounds, 2015, vol. 51, # 2, p. 133 - 138
[5] Khim. Geterotsikl. Soedin., 2015, vol. 51, # 2, p. 133 - 138,6
Methyl 2-bromomethyl-3-nitrobenzoate Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| FarmaSino Pharmaceuticals (Jiangsu) Co.,Ltd | 25-8690-7345 18651693585 | zfx@farmasino.com | China | 136 | 58 |
| Chongqing Botao Biotechnology Co., LTD | 15223382610 | danny@chemdad.com | China | 2034 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Shijiazhuang Outejia Chemical Co. LTD | 0311-87795622 | sales@adonghui.com | China | 54 | 64 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
View Latest Price from Methyl 2-bromomethyl-3-nitrobenzoate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-15 | Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
|
1kg | 99%min | 100kg | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-09-07 | Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
|
1kg | 99%min | 20tons | HANGZHOU HAILAN CHEMICAL CO.,LTD. | ||
 |
2026-09-07 | Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
|
1KG | 99.8% HPLC | 2000 | SHANDONG BOYUAN PHARMACEUTICAL CO., LTD. |
-
- Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
- $0.00
- 99%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
- $0.00
- 99%min
- HANGZHOU HAILAN CHEMICAL CO.,LTD.
-
- Methyl 2-bromomethyl-3-nitrobenzoate
98475-07-1
- 99.8% HPLC
- SHANDONG BOYUAN PHARMACEUTICAL CO., LTD.
