α-Brom-2-nitrotoluol

alpha-Bromo-2-nitrotoluene

HCID 77569CAS 3958-60-9

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Grundinformationen

Standard-SMILES: O=[N+]([O-])c1ccccc1CBr
InChIKey: HXBMIQJOSHZCFX-UHFFFAOYSA-N
Summenformel: C7H6BrNO2
Durchschnittliche Molmasse: 216,03 g/mol
Monoisotopische Masse: 214,95819053

Namen und Bezeichner

Bevorzugter Name: alpha-Bromo-2-nitrotoluene
IUPAC: 1-(bromomethyl)-2-nitrobenzene
Lokaler Name: α-Brom-2-nitrotoluol
Englischer Name: 2-Nitrobenzyl bromide
Summenformel: C7H6BrNO2
Molmasse: 216.03

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 45,8 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 146

Physikochemische Eigenschaften

Schmelzpunkt: 44 · 44-46 °C (lit.)
Siedepunkt: 265.51 °C · 265.51°C (rough estimate)
Dichte: 1.6841 · 1.6841 (rough estimate)
Brechungsindex: 1.612 · 1.6120 (estimate)
Flammpunkt: 230 °F · >230 °F
storage temp.: 2 · Inert atmosphere,2-8°C
Löslichkeit: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand: Crystals or Crystalline Powder
Farbe: Yellow to light brown
Wasserlöslichkeit: insoluble
BRN: 638991 · 638991
Stabilität: Hygroscopic
InChI: InChI=1S/C7H6BrNO2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4H,5H2
InChIKey: HXBMIQJOSHZCFX-UHFFFAOYSA-N
SMILES: C1(CBr)=CC=CC=C1[N+]([O-])=O
CAS Datenbank: 3958 · 3958-60-9(CAS DataBase Reference)
NIST chemische Informationen: 2 · 2-Nitrobenzyl bromide(3958-60-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

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%)

Sicherheitsdaten

F: 4.8-19-21
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 29049085
risk_code: 34
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: II
Speicherklasse: 8A - Combustible corrosive hazardous materials
Hazard Classifications: Eye Dam. 1Skin Corr. 1B

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden2-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.