2-METHOXY-5-NITROBENZYL BROMIDE
- Product Name
- 2-METHOXY-5-NITROBENZYL BROMIDE
- CAS No.
- 3913-23-3
- Chemical Name
- 2-METHOXY-5-NITROBENZYL BROMIDE
- Synonyms
- MNBB;KOSHLAND II;KOSHLANDREAGENTII;koshlandreagentno.2;Koshland II reagent;KOSHLAND'S REAGENT II;2-BROMOMETHYL-4-NITROANISOLE;2-(bromomethyl)-4-nitro-anisol;2-METHOXY-5-NITROBENZYL BROMIDE;2-Methoxy-5-nitrobenzyl bromide 97%
- CBNumber
- CB3704774
- Molecular Formula
- C8H8BrNO3
- Formula Weight
- 246.06
- MOL File
- 3913-23-3.mol
2-METHOXY-5-NITROBENZYL BROMIDE Property
- Melting point:
- 76-78 °C(lit.)
- Boiling point:
- 348.7±27.0 °C(Predicted)
- Density
- 1.589±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- InChI
- InChI=1S/C8H8BrNO3/c1-13-8-3-2-7(10(11)12)4-6(8)5-9/h2-4H,5H2,1H3
- InChIKey
- JRHMPHMGOGMNDU-UHFFFAOYSA-N
- SMILES
- C1(OC)=CC=C([N+]([O-])=O)C=C1CBr
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-27-36/37/39-45
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- RTECS
- XS7966500
- F
- 19-21
- HazardClass
- 8
- PackingGroup
- III
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- B808118
- Product name
- 2-(Bromomethyl)-1-methoxy-4-nitrobenzene
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CHM0114846
- Product name
- 2-METHOXY-5-NITROBENZYL BROMIDE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $874.73
- Updated
- 2021/12/16
- Product number
- 177480
- Product name
- 2-(Bromomethyl)-1-methoxy-4-nitrobenzene
- Purity
- 95%
- Packaging
- 1g
- Price
- $990
- Updated
- 2021/12/16
- Product number
- 177480
- Product name
- 2-(Bromomethyl)-1-methoxy-4-nitrobenzene
- Purity
- 95%
- Packaging
- 2.500g
- Price
- $1568
- Updated
- 2021/12/16
- Product number
- A355798
- Product name
- 2-(Bromomethyl)-1-methoxy-4-nitrobenzene
- Purity
- 95%
- Packaging
- 100mg
- Price
- $27
- Updated
- 2021/12/16
2-METHOXY-5-NITROBENZYL BROMIDE Chemical Properties,Usage,Production
Uses
2-Methoxy-5-nitrobenzyl bromide was used to modify tryptophan residues of mouse interferon to enhance their activity. It was also used as reagent for sulfhydryl modification.
General Description
2-Methoxy-5-nitrobenzyl bromide is a potential mechanism-based inactivator of enzymes that perform O-dealkylations.
Biochem/physiol Actions
2-Methoxy-5-nitrobenzyl bromide inactivates cytochrome P-450 in male rat liver microsomes.
Synthesis
50-00-0
100-17-4
3913-23-3
Example 8: Synthesis of Compound XIII-6; Step 1: Synthesis of 2-(bromomethyl)-1-methoxy-4-nitrobenzene (2); A mixture of 4-nitroanisole (1,1 g, 6.529 mmol), paraformaldehyde (0.218 g) and sodium bromide (0.8 g) in glacial acetic acid (1.3 mL) was heated to 85 °C. Sulfuric acid (0.8 mL) and glacial acetic acid (0.8 mL) were slowly added dropwise to the reaction mixture over a period of 5 hours. The reaction mixture was continued to be stirred at 85°C for 3 hours, followed by stirring at 28°C for 12 hours. After completion of the reaction, the reaction mixture was extracted with ether, the ether layer was washed sequentially with 5% sodium bicarbonate solution and water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-(bromomethyl)-1-methoxy-4-nitrobenzene (2,0.965 g, 60% yield).NMR (400 MHz, CDCl3): δ 8.30-8.22 (m, 2H), 7.00-6.95 (d, 1H), 4.55 (s, 2H), 4.05 (s, 3H).
References
[1] Patent: WO2011/140338, 2011, A1. Location in patent: Page/Page column 56-57
[2] Journal of Medicinal Chemistry, 1981, vol. 24, # 12, p. 1471 - 1475
[3] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 5, p. 527 - 532
2-METHOXY-5-NITROBENZYL BROMIDE Preparation Products And Raw materials
Raw materials
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