2-Amino-5-brombenzoesure

2-Amino-5-bromobenzoic acid

HCID 79858CAS 5794-88-7

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

2-Amino-5-bromobenzoic acid5794-88-75-Bromoanthranilic acidAnthranilic acid, 5-bromo-Q30190723FNSC-97201DTXSID20206643RefChem:85251DTXCID50129134227-338-3Benzoic acid, 2-amino-5-bromo-2-Amino-5-bromobenzoicacid
Weitere Namen anzeigen
2-Amino-5-bromobenzoicBUTTPARK 89\07-49RARECHEM AL BO 11835-bromo-anthranilicaci5-Bromoantharanilic Acid2-amino-5-bromo-benzoicaci
5-Bromo-2-aminobenzoic acidMFCD000078235-bromo anthranilic acid4-bromo-2-carboxyanilineNSC 97201STK298440A-5100SR-01000196285-1

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

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Aminobenzoic Acids
Physical DescriptionSolid; [Merck Index] Beige powder; [Alfa Aesar MSDS]

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.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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

Regulatory InformationBenzoic acid, 2-amino-5-bromo-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryOral lethal-dose (rat) > 500 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS] See Anthranilic acid.
Hazard Classes and CategoriesAcute Tox. 3 (79.6%)

Sicherheitsdaten

wgk
3
ridadr
UN 2811 6.1/PG 3
hs_code
29224999
RTECS-Nr.
CB2557670
risk_code
22-36/37
hazard_code
Xn

Chemie und Industrie

Verwendung und Herstellung

UsesUsed in the determination of cobalt, copper, nickel, and zinc; [Merck Index]
Anwendungen · 1 Eintrag

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 · 1 Eintrag

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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