ChemicalBook > CAS DataBase List > 2-METHOXY-5-NITROBENZYL BROMIDE

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
More
Less

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
More
Less

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
19-21
HazardClass 
8
PackingGroup 
III
Storage Class
8A - Combustible corrosive hazardous materials
Hazard Classifications
Skin Corr. 1B
More
Less

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.

More
Less

N-Bromosuccinimide Price

TRC
Product number
B808118
Product name
2-(Bromomethyl)-1-methoxy-4-nitrobenzene
Packaging
50mg
Price
$45
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0114846
Product name
2-METHOXY-5-NITROBENZYL BROMIDE
Purity
95.00%
Packaging
5G
Price
$874.73
Updated
2021/12/16
Matrix Scientific
Product number
177480
Product name
2-(Bromomethyl)-1-methoxy-4-nitrobenzene
Purity
95%
Packaging
1g
Price
$990
Updated
2021/12/16
Matrix Scientific
Product number
177480
Product name
2-(Bromomethyl)-1-methoxy-4-nitrobenzene
Purity
95%
Packaging
2.500g
Price
$1568
Updated
2021/12/16
Ambeed
Product number
A355798
Product name
2-(Bromomethyl)-1-methoxy-4-nitrobenzene
Purity
95%
Packaging
100mg
Price
$27
Updated
2021/12/16
More
Less

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

Preparation Products

More
Less

2-METHOXY-5-NITROBENZYL BROMIDE Suppliers

Shanghai Yunpun industrial Co.,Ltd
Tel
21-61726900 15202122459
Fax
+86-21-60277507
Email
sales@yunpun.com
Country
China
ProdList
500
Advantage
58
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Chembon Pharmaceutical Co., Ltd.
Tel
028-84252981
Fax
+86-28-84252965
Email
sales@chembon.com.cn
Country
China
ProdList
850
Advantage
64
Wuhan Haizheng Industry & Trade Development Co. Ltd
Tel
027-8866 0053/88660577/88660578
Fax
027-8899 1911
Country
China
ProdList
1073
Advantage
55
Wuhan Taiyicheng Biopharmaceutical Co., Ltd.
Tel
027-88320699
Fax
027-88320962
Email
tycshyy@126.com
Country
China
ProdList
297
Advantage
66
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
Advantage
80
Suzhou Chenke Biotech Co., Ltd.
Tel
18662408853
Email
2120408911@qq.com
Country
China
ProdList
981
Advantage
55
Yancheng KangdiSen Pharmaceutical Co., Ltd.
Tel
13812573443
Fax
-
Email
tongbenwan22@163.com
Country
China
ProdList
1980
Advantage
55
Shanghai Changyan Chem & Tech Co., Ltd.
Tel
021-20242659 18930833303
Fax
+86 (21) 2024-2659
Email
Sales@changyanchem.cn
Country
China
ProdList
5001
Advantage
55
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58

3913-23-3, 2-METHOXY-5-NITROBENZYL BROMIDERelated Search:


  • 2-(bromomethyl)-1-methoxy-4-nitro-benzen
  • 2-(bromomethyl)-4-nitro-anisol
  • alpha-bromo-2-methoxy-6-nitro-toluen
  • koshlandreagentno.2
  • 2-BROMOMETHYL-4-NITROANISOLE
  • 2-METHOXY-5-NITROBENZYL BROMIDE
  • 2-Bromomethyl-4-nitroanisole, Koshlands Reagent II
  • KOSHLAND II
  • KOSHLAND'S REAGENT II
  • Benzene, 2-(bromomethyl)-1-methoxy-4-nitro-
  • KOSHLANDREAGENTII
  • 1-Methoxy-2-(bromomethyl)-4-nitrobenzene
  • 2-Bromomethyl-1-methoxy-4-nitrobenzene
  • MNBB
  • Koshland II reagent
  • 2-Methoxy-5-nitrobenzyl bromide 97%
  • 3913-23-3
  • CH3OC6H3NO2CH2Br
  • C8H8NO3Br
  • Building Blocks
  • Nitrogen Compounds
  • Organic Building Blocks
  • Nitro Compounds
  • Building Blocks
  • Chemical Synthesis
  • Nitro Compounds
  • Nitrogen Compounds
  • Organic Building Blocks