Methyl 2-methyl-3-nitrobenzoate
- Product Name
- Methyl 2-methyl-3-nitrobenzoate
- CAS No.
- 59382-59-1
- Chemical Name
- Methyl 2-methyl-3-nitrobenzoate
- Synonyms
- DK835;Methyl 2-methyl-3-;Lenalidoide Ipurity 23;METHYL 3-NITRO-O-TOLUATE;2-Methyl-3-nitrobenzoate;METHYL 2-METHYL-3-NITROBENZOATE;Methyl 3-nitro-2-methylbenzoate;Methyl 2-Methyl-3-Nitro-Benzoatee;Methyl2-Methyl-3-nitrobenzoate>3-NITRO-0-TOLUIC ACID METHYL ESTER
- CBNumber
- CB3328974
- Molecular Formula
- C9H9NO4
- Formula Weight
- 195.17
- MOL File
- 59382-59-1.mol
Methyl 2-methyl-3-nitrobenzoate Property
- Melting point:
- 62-65 °C (lit.)
- Boiling point:
- 286.6±20.0 °C(Predicted)
- Density
- 1?+-.0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in methanol.
- form
- Solid
- color
- Pale Beige
- BRN
- 1964020
- InChI
- InChI=1S/C9H9NO4/c1-6-7(9(11)14-2)4-3-5-8(6)10(12)13/h3-5H,1-2H3
- InChIKey
- CRZGFIMLHZTLGT-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC=CC([N+]([O-])=O)=C1C
- CAS DataBase Reference
- 59382-59-1(CAS DataBase Reference)
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29163990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
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.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 366765
- Product name
- Methyl 2-methyl-3-nitrobenzoate
- Purity
- 97%
- Packaging
- 25g
- Price
- $61.7
- Updated
- 2025/07/31
- Product number
- M2144
- Product name
- Methyl 2-Methyl-3-nitrobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $21
- Updated
- 2025/07/31
- Product number
- M2144
- Product name
- Methyl 2-Methyl-3-nitrobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $42
- Updated
- 2025/07/31
- Product number
- M320165
- Product name
- Methyl 2-methyl-3-nitrobenzoate
- Packaging
- 5g
- Price
- $135
- Updated
- 2021/12/16
- Product number
- M320165
- Product name
- Methyl 2-methyl-3-nitrobenzoate
- Packaging
- 25g
- Price
- $160
- Updated
- 2021/12/16
Methyl 2-methyl-3-nitrobenzoate Chemical Properties,Usage,Production
Description
Methyl 2-methyl-3-nitrobenzoate is an important organic synthetic material and pharmaceutical intermediate compound. It can be used for the preparation of the anticancer drug lenalidomide as well as other organic compounds (e.g., indole-4-carboxylic acid methyl ester, 5-nitroisocoumarin, 5-aminoisoquinolin-1(2H)-one, etc.).
Chemical Properties
White crystalline powder
Uses
Methyl 2-methyl-3-nitrobenzoate may be used in the synthesis of methyl indole-4-carboxylate, 5-aminoisoquinolin-1(2H)-one, 5-nitroisocoumarin and [2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone. It may also be used in the preparation of substituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO; and 4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis.
Uses
Methyl 2-methyl-3-nitrobenzoate may be used in the synthesis of:
- methyl indole-4-carboxylate
- 5-aminoisoquinolin-1(2H)-one
- 5-nitroisocoumarin
- substituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO
- 4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis
- [2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone
Synthesis
67-56-1
1975-50-4
59382-59-1
2-Methyl-3-nitrobenzoic acid (40.0 g, 0.22 mol) was suspended in methanol (500 mL) and thionyl chloride (32.6 mL, 0.44 mol) was added slowly. The reaction mixture was heated to reflux and kept for 2 hours. Upon completion of the reaction, the mixture was poured into water (500 mL) and stirred to precipitate a white solid. The solid product was collected by filtration, the filter cake was washed with water and subsequently dried under reduced pressure to afford methyl 2-methyl-3-nitrobenzoate (42 g) in 98% yield.
Solubility in organics
Soluble in methanol.
References
[1] Patent: CN105523939, 2016, A. Location in patent: Paragraph 0064; 0065; 0066; 0067
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 20, p. 4557 - 4561
[3] Patent: CN108218833, 2018, A. Location in patent: Paragraph 0037; 0038; 0049; 0051; 0052; 0065; 0066
[4] Tetrahedron Letters, 2007, vol. 48, # 31, p. 5465 - 5469
[5] Tetrahedron, 2018, vol. 74, # 12, p. 1207 - 1219
Methyl 2-methyl-3-nitrobenzoate Preparation Products And Raw materials
Raw materials
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View Lastest Price from Methyl 2-methyl-3-nitrobenzoate manufacturers
- Product
- Methyl 2-methyl-3-nitrobenzoate 59382-59-1
- Price
- US $0.00-0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%min
- Supply Ability
- 500kg
- Release date
- 2021-10-22
- Product
- Methyl 2-methyl-3-nitrobenzoate 59382-59-1
- Price
- US $67.81/Kg/Drum
- Min. Order
- 5KG
- Purity
- 99.0%min
- Supply Ability
- 5tons/momth
- Release date
- 2022-01-11
- Product
- Methyl 2-methyl-3-nitrobenzoate 59382-59-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-27