Grundinformationen
- Standard-SMILES
Nc1ccc(Br)cc1C(=O)O- InChIKey
CUKXRHLWPSBCTI-UHFFFAOYSA-N- Summenformel
- C7H6BrNO2
- Durchschnittliche Molmasse
- 216,03 g/mol
- Monoisotopische Masse
- 214,95819053
Überblick
structure in first source
Namen und Bezeichner
- Bevorzugter Name
- 2-Amino-5-bromobenzoic acid
- IUPAC
- 2-amino-5-bromobenzoic acid
- Lokaler Name
- 2-Amino-5-brombenzoesure
- Englischer Name
- 2-Amino-5-bromobenzoic acid
- Summenformel
- C7H6BrNO2
- Molmasse
- 216.03
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
5794-88-7- PubChem CID
- 79858
- DTXSID
DTXSID20206643- ChEMBL
CHEMBL1236103- UNII
- Q30190723F
- EC Number
- 227-338-3
- Nikkaji
- J218.053G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,6
- Polarare Oberfläche (TPSA)
- 63,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 163
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 213 · 213-215 °C (lit.)
- Siedepunkt
- 265.51 °C · 265.51°C (rough estimate)
- Dichte
- 1.6841 · 1.6841 (rough estimate)
- Brechungsindex
- 1.612 · 1.6120 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- Löslichkeit
- Soluble in methanol and dimethyl sulfoxide.
- Aggregatzustand
- Powder
- pka
- 4.55 · 4.55±0.10(Predicted)
- Farbe
- Beige
- Merck
- 14 · 14,1405
- BRN
- 639028 · 639028
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C7H6BrNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
- InChIKey
- CUKXRHLWPSBCTI-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC(Br)=CC=C1N
- CAS Datenbank
- 5794 · 5794-88-7(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · 2-Amino-5-bromobenzoic acid(5794-88-7)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H301 (79.6%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, 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 54 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29224999
- RTECS-Nr.
- CB2557670
- risk_code
- 22-36/37
- hazard_code
- Xn
- hazard_note
- Harmful
- safety_code
- 26-38-36/37
- packing_group
- 6.1/PG 3
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
Verwenden2-Amino-5-bromobenzoic acid is a brominated derivative of Antharilinic Acid (A679222). 2-Amino-5-bromobenzoic acid displays plant growth-regulator activity. 2-Amino-5-bromobenzoic acid is used in the preparation of hepatitis C virus NS5b RNA polymerase inhibitors.
Darstellung
synthetische2-Amino-5-bromobenzoic acid is synthesized from o-aminobenzoic acid by bromination.Synthesis of 2-amino-5-bromobenzoic acid (4c, CAS: 5794-88-7) and 2-amino3,5-dibromobenzoic acid (4d, CAS: 609-85-8): A solution of bromine (7.2 g, 2 mL, 40 mmol) in 47 mL glacial acetic acid was added dropwise to sodium 2-aminobenzoate (6.4 g, 40 mmol) in 32 mL of glacial acetic acid at 15 °С and the mixture was stirred for 1 h at the same temperature. The product was filtered off, washed with benzene and dried in the dark. The bromobenzoic acids containing mixture (0.5 g) was added to 10 mL of boiling water followed by the addition of 1.3 mL of concentrated hydrochloric acid and hot filtration under vacuum. The insoluble material contained 2-amino-3,5-dibromobenzoic acid, whereas 2- amino-5-bromobenzoic acid precipitated upon cooling of the filtrate.2-Amino-5-bromobenzoic acid (4c) IR (suspension in nujol, cm1 ): 3497, 3383, 1675, 1616, 1587, 1548, 1423, 1377, 1316, 1292, 1239, 1160, 1127, 812, 748, 691.
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