| Identification | More | [Name]
Methyl 2-bromo-5-nitrobenzoate | [CAS]
6942-36-5 | [Synonyms]
2-BROMO-5-NITROBENZOIC ACID METHYL ESTER
METHYL 2-BROMO-5-NITROBENZOATE
METHYL 2-BROMO-5-NITROBENZOIC ACID
Methyl 2-bromo-5-nitrobenzoate, 98+% | [EINECS(EC#)]
623-531-5 | [Molecular Formula]
C8H6BrNO4 | [MDL Number]
MFCD00010867 | [Molecular Weight]
260.04 | [MOL File]
6942-36-5.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [Melting point ]
79-81 °C (lit.) | [Boiling point ]
326.7±22.0 °C(Predicted) | [density ]
1.673±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform, DCM. Ethyl Acetate | [form ]
Crystalline Powder | [color ]
Yellow | [BRN ]
2617575 | [InChI]
1S/C8H6BrNO4/c1-14-8(11)6-4-5(10(12)13)2-3-7(6)9/h2-4H,1H3 | [InChIKey]
VSEYYEKRZNRECT-UHFFFAOYSA-N | [SMILES]
COC(=O)c1cc(ccc1Br)[N+]([O-])=O | [CAS DataBase Reference]
6942-36-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29163990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
Methyl 2-bromo-5-nitrobenzoate may be used in chemical synthesis. | [Synthesis]
Methyl 2-bromo-5-nitrobenzoate was synthesized by esterification reaction using methanol and 2-bromo-5-nitrobenzoic acid as raw materials. The specific steps are as follows: in a dry reaction flask, 2-bromo-5-nitrobenzoic acid was dissolved in an appropriate amount of methanol, and a catalytic amount of concentrated sulfuric acid was added. The reaction mixture was stirred under reflux conditions for 6 hours. Upon completion of the reaction, the mixture was cooled to room temperature, poured into ice water and neutralized with sodium bicarbonate solution to pH=7. Subsequently, the product was extracted with dichloromethane, the organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=10:1) to afford methyl 2-bromo-5-nitrobenzoate in white crystalline form in 81% yield. The structure of the product was confirmed by 1H NMR and 13C NMR: 1H NMR (400 MHz, CDCl3) δ 4.00 (s, 3H), 7.88 (d, J = 8.76 Hz, 1H), 8.18 (dd, J = 2.76 Hz, 1H), 8.66 (d, J = 2.74 Hz, 1H); 13C NMR (100 MHz, CDCl3) δ 53.12, 126.33, 126.61, 129.24, 133.12, 135.71, 146.70, 164.48. | [References]
[1] Journal of the American Chemical Society,
[2] Journal of the American Chemical Society, 2009, vol. 131, p. 54 - 55
[3] Synthesis, 1999, # 7, p. 1246 - 1250
[4] Patent: US2009/131527, 2009, A1. Location in patent: Page/Page column 8
[5] Tetrahedron Letters, 2012, vol. 53, # 46, p. 6245 - 6249,5 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
Shanghai Ennopharm Co., Ltd.
|
| Telephone: |
+86 (21) 6435-5022 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList13640/0_EN.htm |
| Company Name: |
China Langchem Inc.
|
| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
|