CAS 3913-23-3 2-(Bromomethyl)-1-methoxy-4-nitrobenzene (HCID 77516)

Substructure search Find similar structures

Basic information

CAS: 3913-23-3
Standard SMILES: COc1ccc([N+](=O)[O-])cc1CBr
InChIKey: JRHMPHMGOGMNDU-UHFFFAOYSA-N
Molecular formula: C8H8BrNO3
Average molar mass: 246.06 g/mol
Monoisotopic mass: 244.96876

Names & identifiers

Preferred name: 2-(Bromomethyl)-1-methoxy-4-nitrobenzene
IUPAC: 2-(bromomethyl)-1-methoxy-4-nitrobenzene
English name: 2-Methoxy-5-nitrobenzyl bromide
Molecular formula: C8H8BrNO3
Molecular weight: 246.06

Names & synonyms

2-(Bromomethyl)-1-methoxy-4-nitrobenzene3913-23-32-Methoxy-5-nitrobenzyl bromideDTXSID60192379RefChem:87860DTXCID20114870223-471-62-Bromomethyl-4-nitroanisoleKoshland's reagent IIKoshland Reagent No. 22-(Bromomethyl)-4-nitroanisoleBenzene, 2-(bromomethyl)-1-methoxy-4-nitro-

Show more names

MNBBKOSHLAND IIKOSHLANDREAGENTIIkoshlandreagentno.2Koshland II reagent2-(bromomethyl)-4-nitro-anisol2-Methoxy-5-nitrobenzyl bromide 97%

Anisole, 2-(bromomethyl)-4-nitro-MFCD000073292-Methoxy-5-nitrobenzylbromideEINECS 223-471-6BRN 1878596Koshland reagent 2Toluene, alpha-bromo-2-methoxy-6-nitro-Koshland reagent number 2

Database identifiers

CAS: 3913-23-3
PubChem CID: 77516
DTXSID: DTXSID60192379
EC Number: 223-471-6
Nikkaji

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 55.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 183

Physicochemical properties

Melting point: 76 · 76-78 °C(lit.)
Boiling point: 348.7 · 348.7±27.0 °C(Predicted)
Density: 1.589 · 1.589±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.: 2 · 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
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P305+P351+P338-P310
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationBenzene, 2-(bromomethyl)-1-methoxy-4-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Regulatory information

Regulatory InformationBenzene, 2-(bromomethyl)-1-methoxy-4-nitro-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F: 19-21
PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
rtecs: XS7966500
ridadr: UN 3261 8/PG 2
risk_code: 34
Signal word: Danger

Chemistry & industry

Applications

Uses2-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 Description2-Methoxy-5-nitrobenzyl bromide is a potential mechanism-based inactivator of enzymes that perform O-dealkylations.