4-Bromobenzoic acid

HCID 11464CAS 586-76-5

Basic information

Standard SMILES
O=C(O)c1ccc(Br)cc1
InChIKey
TUXYZHVUPGXXQG-UHFFFAOYSA-N
Molecular formula
C7H5BrO2
Average molar mass
201.02 g/mol
Monoisotopic mass
199.9472915

Overview

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

Names & identifiers

Preferred name
4-Bromobenzoic acid
IUPAC
4-bromobenzoic acid
English name
4-Bromobenzoic acid
Molecular formula
C7H5BrO2
Molecular weight
201.02

Names & synonyms

4-Bromobenzoic acid586-76-5P-BROMOBENZOIC ACIDBenzoic acid, 4-bromo-p-Carboxybromobenzenep-Bromobenzenecarboxylic acidBenzoic acid, p-bromo-4-Brom-benzoesaeure4-carboxybromobenzeneEINECS 209-581-74-bromobenzenecarboxylic acidNSC 17582
Show more names
4-bromo-benzoicaci4-Bromobenzoic aicdBenzoicacid,4-bromo-'LGC' (4008)Homarine HCL4-BrombenzoesureAKOS BBS-00003716p-bromo-benzoicaci
BRN 1906923AI3-08859NSC-17582BROMOBENZOIC ACID, P-6992P6102ODTXSID7060413CHEBI:606984-BROMOBENZOIC ACID [MI]

Database identifiers

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

Properties

Computed structural properties

XLogP
2.9
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

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

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

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

Physicochemical properties

Melting point
252 · 252-254 °C (lit.)
Boiling point
116 °C · 116 °C(Press: 15-16 Torr)
Density
1 · 1,894 g/cm3
refractive index
1.608 · 1.6080 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
5 % · ethanol: soluble5%

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

Regulatory Information · 2 items

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 item

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.

Safety & protection

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 item

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 item

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.

Safety data

wgk
3
tsca
TSCA listed
rtecs
DG4448050
hs_code
29163900
risk_code
22-36/37/38-36-37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

UsesUsed to detect strontium in organic syntheses; [Merck Index]
General Manufacturing InformationBenzoic acid, 4-bromo-: ACTIVE
Applications · 2 items

Uses4-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.

General DescriptionColorless to red crystals.

Preparation methods · 1 item

Preparation4-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.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Additional notes

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

Related reactions

214 records

Linked notes

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