Name | 4-Bromobenzoic acid |
Synonyms | 4-bromobenzoate p-bromo-benzoicaci 4-bromo-benzoicaci 4-Brom-benzoic acid 4-Bromobenzoic aicd P-Bromobenzoic acid 4-Bromobenzoic acid Benzoicacid,4-bromo- p-Carboxybromobenzene Benzoic acid, p-bromo- p-bromobenzenecarboxylicacid |
CAS | 586-76-5 |
EINECS | 209-581-7 |
InChI | InChI=1/C7H5BrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10) |
InChIKey | TUXYZHVUPGXXQG-UHFFFAOYSA-N |
Molecular Formula | C7H5BrO2 |
Molar Mass | 201.02 |
Density | 1,894 g/cm3 |
Melting Point | 252-254 °C (lit.) |
Boling Point | 116 °C(Press: 15-16 Torr) |
Flash Point | 135.1°C |
Water Solubility | SOLUBLE IN HOT WATER |
Solubility | Soluble in ether, ethanol, acetone and hot water. |
Vapor Presure | 0.000519mmHg at 25°C |
Appearance | Colorless to red crystals |
Color | White to beige to pink-brownish |
Merck | 14,1408 |
BRN | 1906923 |
pKa | 3.96(at 25℃) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Incompatible with strong oxidizing agents. |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.6080 (estimate) |
MDL | MFCD00002529 |
Physical and Chemical Properties | Melting point 251~253 ℃ relative density 1.894 solubility: soluble in ether, ethanol, acetone and hot water. |
Use | For Organic synthesis |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R36 - Irritating to the eyes R37/38 - Irritating to respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. S22 - Do not breathe dust. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
RTECS | DG4448050 |
TSCA | Yes |
HS Code | 29163900 |
Hazard Note | Irritant |
Raw Materials | 4-Bromotoluene Oxygen |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | 4-Bromobenzoic acid, also known as P-bromobenzoic acid, is a white or light pink crystal. 4-bromobenzoic acid is an important fine chemical and can be used as a perfume raw material, an intermediate of 4-bromobenzoate, a standard for measuring strontium, carbon, hydrogen and bromine by organic microanalysis. |
Application | 4-bromobenzoic acid is an important fine chemical used as an analytical reagent and an intermediate in organic synthesis, it is used in organic synthesis and is an intermediate of dyes and medicines. |
preparation | phase transfer catalytic synthesis of p-bromobenzoic acid: P-bromotoluene, Catalyst TEBA, turn on the reflux condensate and stirrer. Water bath heating, when the water bath temperature rises to a certain temperature, add potassium permanganate to the three-necked flask in batches, after adding, temperature control reaction time is about 2.5 h, after the reaction is finished, take advantage of hot Suction filtration, the precipitate formed in the reaction is removed. The filter cake was washed twice with boiling water, and the washing solution was combined with the filtrate. If the color of the liquid is purple, add ethanol, heat the potassium permanganate decomposition, filtration, washing. The combined filtrate was concentrated, cooled and acidified by adding 50% sulfuric acid, and a white precipitate appeared. After cooling, the filter cake was filtered, washed with cold distilled water, and put into an infrared constant temperature drying oven for drying, weighing. Melting Point: 251~256 ℃. |
Use | organic synthesis. Determination of strontium. Organic microanalysis for the determination of carbon, hydrogen and bromine standards. intermediates in organic synthesis. Determination of strontium. Organic microanalysis for the determination of carbon, hydrogen and bromine standards. used as analytical reagent, also used in organic synthesis |
production method | p-bromotoluene is obtained by oxidation and acidification. After P-bromotoluene, water and potassium hydroxide were mixed, the mixture was heated and boiled, potassium permanganate was added in portions, and then refluxed for 4H, and then filtered and acidified to obtain crude product. In dilute ethanol with ammonia dissolution, filtration, hydrochloric acid neutralization, washing to get the finished product. |
category | toxic substances |
toxicity grade | poisoning |
Acute toxicity | oral-mouse LD50: 1059 mg/kg; Intraperitoneal-mouse LD50: 536 mg/kg |
flammability hazard characteristics | toxic bromide fumes from thermal decomposition |
storage and transportation characteristics | warehouse ventilation, drying, low temperature |
fire extinguishing agent | water, sand, foam, carbon dioxide, dry powder |