4-Brom-2-nitrophenol

4-Bromo-2-nitrophenol

HCID 24364CAS 7693-52-9

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: O=[N+]([O-])c1cc(Br)ccc1O
InChIKey: CUTFAPGINUFNQM-UHFFFAOYSA-N
Summenformel: C6H4BrNO3
Durchschnittliche Molmasse: 218 g/mol
Monoisotopische Masse: 216,93745509

Namen und Bezeichner

Bevorzugter Name: 4-Bromo-2-nitrophenol
IUPAC: 4-bromo-2-nitrophenol
Lokaler Name: 4-Brom-2-nitrophenol
Englischer Name: 4-Bromo-2-nitrophenol
Summenformel: C6H4BrNO3
Molmasse: 218

Namen und Synonyme

4-BROMO-2-NITROPHENOL2-Nitro-4-bromophenolPhenol, 4-bromo-2-nitro-EINECS 231-707-4NSC 402972BRN 1870312DTXSID202277174-06-00-01363 (Beilstein Handbook Reference)RefChem:98102DTXCID70150208231-707-4CUTFAPGINUFNQM-UHFFFAOYSA-N

Weitere Namen anzeigen

nsc4029724-Bromo-2-nitrophel4-bromo-2-nitro-phenoPHENOL, 2-NITRO-5-BROMO-4-Bromo-2-nitrophenol,98%4-Bromo-2-nitrophenol >

InChI=1/C6H4BrNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,97693-52-9MFCD000825404-bromo-2-nitro-phenolSNK5JLK3FANSC-4029724-Bromo-1-hydroxy-2-nitrobenzene4-Bromo-nitrophenol

Datenbank-Bezeichner

CAS: 7693-52-9
PubChem CID: 24364
DTXSID: DTXSID20227717
UNII: SNK5JLK3FA
EC Number: 231-707-4
Nikkaji: J326.521H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,5
Polarare Oberfläche (TPSA): 66,1 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 0
Schwere Atome: 11
Formalladung: 0
Komplexität: 158

Experimentelle und physikochemische Eigenschaften

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physikochemische Eigenschaften

Schmelzpunkt: 90 · 90-94 °C (lit.)
Siedepunkt: 259.4 · 259.4±20.0 °C(Predicted)
Dichte: 1.8994 · 1.8994 (rough estimate)
Brechungsindex: 1.609 · 1.6090 (estimate)
storage temp.: Sealed in dry,Room Temperature
pka: 6.28 · 6.28±0.14(Predicted)
Aggregatzustand: Crystalline Powder or Crystals
Farbe: Yellow
Wasserlöslichkeit: Slightly soluble
InChI: InChI=1S/C6H4BrNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H
InChIKey: CUTFAPGINUFNQM-UHFFFAOYSA-N
SMILES: C1(O)=CC=C(Br)C=C1[N+]([O-])=O
CAS Datenbank: 7693 · 7693-52-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302+H332 (85.1%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (89.4%)

Sicherheitsdaten

wgk: 3
hs_code: 29089990
RTECS-Nr.: SJ8370000
risk_code: 20/21/22-36/37/38-20/22
hazard_code: Xn
hazard_note: Harmful
safety_code: 26-36-36/37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung4-bromo-2-nitrophenol is an essential intermediate for fine chemical engineering. It can be used to synthesize derivatives with biological activity, such as heterocyclic compounds as peptidase inhibitors for treating diabetes, introducing fluorine-containing groups as pesticides, and aminic compounds as Btk inhibitors for treating immune diseases.

Verwenden4-Bromo-2-nitrophenol serves as a precursor for synthesizing ether derivatives. It reacts with 1,2-dibromoethane in the presence of NaOH to form 4-bromo-1-(2-bromoethoxy)-2-nitrobenzene, and couples with 1-(2-bromoethoxy)-2-nitrobenzene using K2CO3 in DMF to yield 4-bromo-2-nitro-1-[2-(2-nitrophenoxy)ethoxy]benzene[1-2].