Methyl 2-bromomethyl-3-nitrobenzoate
- Product Name
- 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
- Formula Weight
- 274.07
- MOL File
- 98475-07-1.mol
Methyl 2-bromomethyl-3-nitrobenzoate Property
- 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
- RIDADR
- UN 3261 8/PG III
- HazardClass
- IRRITANT
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 2916310090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
H318Causes serious eye damage
- Precautionary statements
-
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M2422
- Product name
- Methyl 2-(Bromomethyl)-3-nitrobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $90
- Updated
- 2025/07/31
- Product number
- M2422
- Product name
- Methyl 2-(Bromomethyl)-3-nitrobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $354
- Updated
- 2025/07/31
- Product number
- B685445
- Product name
- 2-(Bromomethyl)-3-nitrobenzoicAcidMethylEster
- Packaging
- 5G
- Price
- $210
- Updated
- 2021/12/16
- Product number
- FB19253
- Product name
- 2-(Bromomethyl)-3-nitrobenzoic acid methyl ester
- Packaging
- 10g
- Price
- $550
- Updated
- 2021/12/16
- Product number
- HCH0002932
- Product name
- 2-BROMOMETHYL-3-NITROBENZOIC ACID METHYL ESTER
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $739.2
- Updated
- 2021/12/16
Methyl 2-bromomethyl-3-nitrobenzoate Chemical Properties,Usage,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
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View Lastest Price from Methyl 2-bromomethyl-3-nitrobenzoate manufacturers
- Product
- Methyl 2-(bromomethyl)-3-nitrobenzoate 98475-07-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- Customise
- Release date
- 2025-10-31
- Product
- Methyl 2-bromomethyl-3-nitrobenzoate 98475-07-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-27
- Product
- Methyl 2-bromomethyl-3-nitrobenzoate 98475-07-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20tons
- Release date
- 2025-08-22