alpha-Bromo-2-nitrotoluene

HCID 77569CAS 3958-60-9
Substructure searchFind similar structures

Basic information

Standard SMILES
O=[N+]([O-])c1ccccc1CBr
InChIKey
HXBMIQJOSHZCFX-UHFFFAOYSA-N
Molecular formula
C7H6BrNO2
Average molar mass
216.03 g/mol
Monoisotopic mass
214.95819053

Names & identifiers

Preferred name
alpha-Bromo-2-nitrotoluene
IUPAC
1-(bromomethyl)-2-nitrobenzene
English name
2-Nitrobenzyl bromide
Molecular formula
C7H6BrNO2
Molecular weight
216.03

Names & synonyms

2-Nitrobenzyl bromide3958-60-9o-Nitrobenzyl bromidealpha-Bromo-2-nitrotoluene1-(Bromomethyl)-2-nitro-benzeneBenzene, 1-(bromomethyl)-2-nitro-CCRIS 7966EINECS 223-558-9NSC 95415DTXSID80192699RefChem:555411DTXCID70115190
Show more names
2-NitrobenzylLIXI-0112-Benzyl bromideo-Nitrobenaylbromide2-Nitrobenzyl bromid-Bromo-2-mitrotolueneNITROBENZYL-2 BROMIDE
223-558-9InChI=1/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H1-(Bromomethyl)-2-nitrobenzene2-NitrobenzylbromideMFCD000071842-(Bromomethyl)nitrobenzeneBenzene, bromomethylnitro-1-Bromomethyl-2-nitrobenzene

Database identifiers

CAS
3958-60-9
PubChem CID
77569
DTXSID
DTXSID80192699
ChEMBL
CHEMBL172430
EC Number
223-558-9
Nikkaji
J29.537J

Properties

Computed structural properties

XLogP
2.7
Topological polar surface area
45.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
11

Physicochemical properties

Melting point
44 · 44-46 °C (lit.)
Boiling point
265.51 °C · 265.51°C (rough estimate)
Density
1.6841 · 1.6841 (rough estimate)
refractive index
1.612 · 1.6120 (estimate)
Flash point
230 °F · >230 °F
storage temp.
2 · Inert atmosphere,2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 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 45 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationBenzene, 1-(bromomethyl)-2-nitro-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

F
4.8-19-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
ridadr
UN 3261 8/PG 2
hs_code
29049085
risk_code
34

Chemistry & industry

Applications · 2 items

Uses2-Nitrobenzyl bromide is used in the preparation of S-2-nitrobenzyl-cysteine by reaction with L-cysteine. It is also used for the introduction of the 2-nitrobenzyl protecting group in organic synthesis. It plays an important role in the production of expectorant agent. Further, it is employed for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. In addition to this, it is used in the preparation of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.

Uses2-Nitrobenzyl bromide was used for caging unprotected cysteine-containing or thiophosphorylated peptides in aqueous solution. It can be used in the synthesis of (R)- and (S)-3-amino-3,4-dihydro-1H-quinolin-2-one.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

Related reactions

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Linked notes

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