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4-Brombenzoesure

4-Bromobenzoic acid

HCID 11464
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Grundinformationen

CAS
586-76-5
Standard-SMILES
O=C(O)c1ccc(Br)cc1
InChIKey
TUXYZHVUPGXXQG-UHFFFAOYSA-N
Summenformel
C7H5BrO2
Durchschnittliche Molmasse
201,02 g/mol
Monoisotopische Masse
199,94729

Überblick

4-bromobenzoic acid appears as colorless to red crystals. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
4-Bromobenzoic acid
IUPAC
4-bromobenzoic acid
Lokaler Name
4-Brombenzoesure
Englischer Name
4-Bromobenzoic acid
Summenformel
C7H5BrO2
Molmasse
201.02

Namen und Synonyme

4-Bromobenzoic acid586-76-5P-BROMOBENZOIC ACIDBenzoic acid, 4-bromo-p-CarboxybromobenzeneBenzoic acid, p-bromo-p-Bromobenzenecarboxylic acid4-Brom-benzoesaeure4-carboxybromobenzene4-bromobenzenecarboxylic acidEINECS 209-581-7NSC 17582
Weitere Namen anzeigen
4-bromo-benzoicaci4-Bromobenzoic aicdBenzoicacid,4-bromo-'LGC' (4008)Homarine HCL4-BrombenzoesureAKOS BBS-00003716p-bromo-benzoicaci
BROMOBENZOIC ACID, P-BRN 1906923AI3-08859NSC-175824-09-00-01017 (Beilstein Handbook Reference)6992P6102ODTXSID7060413CHEBI:60698

Datenbank-Bezeichner

CAS
586-76-5
PubChem CID
11464
DTXSID
DTXSID7060413
ChEMBL
CHEMBL22051
ChEBI
CHEBI:60698
UNII
6992P6102O
EC Number
209-581-7
Nikkaji
J43.481G

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
2,9
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
10
Formalladung
0
Komplexität
128

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
SpringerMaterials PropertiesCrystal structure
LogP2.86
Melting Point473.9 °F (NTP, 1992)
Physical Description · 2 Einträge

4-bromobenzoic acid appears as colorless to red crystals. (NTP, 1992)

Solid; [Merck Index] Colorless to red solid; [CAMEO] Beige powder; [Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
252 · 252-254 °C (lit.)
Siedepunkt
116 °C · 116 °C(Press: 15-16 Torr)
Dichte
1 · 1,894 g/cm3
Brechungsindex
1.608 · 1.6080 (estimate)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
5 % · ethanol: soluble5%
Aggregatzustand
Crystals or Powder
pka
3.96 · 3.96(at 25℃)
Farbe
White to beige to pink-brownish
Wasserlöslichkeit
SOLUBLE IN HOT WATER
Merck
14 · 14,1408
BRN
1906923 · 1906923
Stabilität
Stable. Incompatible with strong oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen
SKIN CONDITIONING
InChI
1S/C7H5BrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
InChIKey
TUXYZHVUPGXXQG-UHFFFAOYSA-N
SMILES
OC(=O)c1ccc(Br)cc1
CAS Datenbank
586 · 586-76-5(CAS DataBase Reference)
NIST chemische Informationen
4 · Benzoic acid, 4-bromo-(586-76-5)
EPA chemische Informationen
4 · 4-Bromobenzoic acid (586-76-5)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H302 (95.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 63 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Benzoic acid, 4-bromo-

Benzoic acid, 4-bromo-: Does not have an individual approval but may be used under an appropriate group standard

Health HazardsACUTE/CHRONIC HAZARDS: Explodes above its melting point. (NTP, 1992)
Hazards SummaryAn irritant; Harmful by ingestion; [Aldrich MSDS]
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 Eintrag

Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
Hazard Classes and CategoriesAcute Tox. 4 (95.2%)

Sicherheit und Schutzausrüstung

Fire FightingA fire in your laboratory involving this chemical should be extinguished with a dry chemical, carbon dioxide or halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
hs_code
29163900
RTECS-Nr.
DG4448050
risk_code
22-36/37/38-36-37/38
hazard_code
Xn,Xi
hazard_note
Irritant
safety_code
26-36-24/25-22-37/39
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 Oral

Chemie und Industrie

Verwendung und Herstellung

UsesUsed to detect strontium in organic syntheses; [Merck Index]
General Manufacturing InformationBenzoic acid, 4-bromo-: ACTIVE
Anwendungen · 1 Eintrag

Verwenden4-Bromobenzoic acid was used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry. It is also used as an intermediate for the synthesis of agrochemicals, pharmaceutical, chemical intermediates and liquid crystals.

Darstellung · 1 Eintrag

synthetische4-Bromobenzoic acid is obtained by the reaction of p-bromotoluene with glacial acetic acid as the molten agent and oxygen as the oxidant, utilising a liquid-phase oxidation catalytic method under the action of a catalyst. The catalyst is a combination of acetic acid cobalt, manganese acetate, and bromide compounds.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Sauerstoff4-Bromtoluol

Nachgelagerte Produkte

ETHYL 4-ACETYLBENZOATE4-Carboxylphenylboronic acid pinacol ester4-(3-TERT-BUTYL-1,2,4-OXADIAZOL-5-YL)PHENYLBORONIC ACID3-TERT-BUTYL-5-(4-BROMOPHENYL)-1,2,4-OXADIAZOLEMethyl 4-bromo-3-nitrobenzoateMethyl-2-brombenzoat4-ETHYNYL-BENZOIC ACID4-BROMO-4'-METHOXYBENZOPHENONE2-(4-bromophenyl)-1,3,4-oxadiazole4'-tert-Butyl[1,1'-biphenyl]-4-carboxylic acid4-Azidobenzoesure4-AMINOCARBONYLPHENYLBORONIC ACID, PINACOL ESTER4-Heptylbenzoesaeure4,4'-Bis(hydroxymethyl)biphenyl4-(TRIFLUOROACETYL)TOLUENE3-Bromo-4-(trifluoromethyl)benzoic acid4-Methylaminobenzoesaeure

Ergänzende Hinweise

DefinitionChEBI: A bromobenzoic acid carrying a single bromo subsituent at the 4-position.

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