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65-85-0

65-85-0 Structure

65-85-0 Structure
IdentificationMore
[Name]

Benzoic acid
[CAS]

65-85-0
[Synonyms]

ACIDUM BENZOICUM
AKOS BBS-00003711
BENZENE CARBOXYLIC ACID
benzeneformic acid
Benzenemethonic acid
CARBOXYBENZENE
DRACYLIC ACID
FEMA 2131
'LGC' (2405)
'LGC' (2606)
'LGC' (4003)
METTLER TOLEDO CALIBRATION SUBSTANCE ME 18555
oracylic acid
phenyl carboxylic acid
PHENYLFORMIC ACID
PUROX B
RARECHEM AL BO 0012
VEVOVITALL(R)
210
a 1 (acid)
[EINECS(EC#)]

200-618-2
[Molecular Formula]

C7H6O2
[MDL Number]

MFCD00002398
[Molecular Weight]

122.12
[MOL File]

65-85-0.mol
Chemical PropertiesBack Directory
[Appearance]

Benzoic acid is a white crystalline or flaky solid with a faint, pleasant odor.
[Appearance]

white crystals or powder
[mp ]

121-125 °C(lit.)
[bp ]

249 °C(lit.)
[density ]

1.08
[vapor density ]

4.21 (vs air)
[vapor pressure ]

10 mm Hg ( 132 °C)
[refractive index ]

1.504
[FEMA ]

2131
[Fp ]

250 °F
[storage temp. ]

Store at RT.
[Stability:]

Stable. Combustible. Incompatible with strong bases, strong oxidizing agents, alkalies.
[Water Solubility ]

Slightly soluble. 0.34 g/100 mL
[Merck ]

14,1091
[BRN ]

636131
[Uses]

benzoic acid is a preservative primarily for use against molds and yeasts. Its performance is classified only as fair against bacteria. Benzoic acid is used in concentrations of 0.05 to 0.1 percent. Although it has a low sensitizing rate, it may cause an allergic reaction in persons sensitive to similar chemicals.
[Uses]

Benzoic Acid is a preservative that occurs naturally in some foods such as cranberries, prunes, and cinnamon. it is most often used in the form of sodium benzoate because of the low aqueous solubility of the free acid. sodium benzoate is 180 times as soluble in water at 25°c as benzoic acid. the salt in solution is converted to the acid which is the active form. the optimum ph range for microbial inhi- bition is ph 2.5–4.0. it is used in acid foods such as carbonated bev- erages, fruit juices, and pickles. it is also termed benzoate of soda.
[CAS DataBase Reference]

65-85-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzoic acid(65-85-0)
[EPA Substance Registry System]

65-85-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,T,Xi
[Risk Statements ]

R22:Harmful if swallowed.
R36:Irritating to the eyes.
R42/43:May cause sensitization by inhalation and skin contact .
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R63:Possible risk of harm to the unborn child.
R43:May cause sensitization by skin contact.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R45:May cause cancer.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S24:Avoid contact with skin .
S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S53:Avoid exposure-obtain special instruction before use .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

1
[RTECS ]

DG0875000
[F ]

21
[Hazard Note ]

Harmful
[HS Code ]

29163900
[Hazardous Substances Data]

65-85-0(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Toluene-->Chlorine-->Formic acid-->Phthalic anhydride-->Zinc oxide -->Benzyl alcohol-->Naphthalene-->Lead monoxide-->Benzotrichloride-->Cobalt naphthenate -->Pathalic acid-->Cobalt acetate-->Arsenic-->HIPPURIC ACID
[Preparation Products]

Benzoyl peroxide-->Methyl acrylate-->Benzoyl chloride-->Sodium benzoate-->Phenolic resin paint-->Fluorescamine-->Amino resin paint-->3-Hydroxybenzoic acid-->4-tert-Butylphenol-->Benzyl benzoate-->Chorionic gonadotrophin-->Methyl benzoate -->Direct Yellow 12-->3-Methyl-7-phenyl-6-oxa-3-azabicyclo[6.4.0]dodeca-8,10,12-triene-->2-METHYLBENZANILIDE-->(S)-(-)-N-Benzyl-1-phenylethylamine-->2-Iodoxybenzoic acid-->2,5-DIPHENYL-1,3,4-OXADIAZOLE-->3-Nitrobenzoic acid-->3-SULFAMOYL-BENZOIC ACID-->Exemestane-->3,5-Dihydroxybenzoic acid-->Potassium benzoate -->Direct Black 168-->Ammonium benzoate-->3,5-Diaminobenzoic acid-->MCBE-->Isoamyl benzoate-->Ethyl 3,4-dihydroxybenzoate
Hazard InformationBack Directory
[General Description]

A white crystalline solid. Slightly soluble in water. The primary hazard is the potential for environmental damage if released. Immediate steps should be taken to limit spread to the environment. Used to make other chemicals, as a food preservative, and for other uses.
[Reactivity Profile]

At high temperature BENZOIC ACID can react with oxidizing reagents.
[Air & Water Reactions]

Vapor from molten BENZOIC ACID(65-85-0) may form explosive mixture with air. The finely powdered dry acid is a significant dust explosion hazard [Bretherick, 5th ed., 1995, p. 884]. In air very rapid combustion occurs [Wilson, L.Y. et al., J. Chem. Ed., 1985, 62(10), p. 902]. Slightly soluble in water.
[Hazard]

Moderately toxic by ingestion. Use restricted to 0.1% in foods.
[Health Hazard]

Dust may be irritating to nose and eyes. At elevated temperatures, fumes may cause irritation of eyes, respiratory system, and skin.
[Potential Exposure]

Benzoic acid is used in production of plasticizers, benzoyl chloride, sodium benzoate and alkyl resins; in the manufacture of benzoates; in the manufacture of food preservatives; as a dye binder in calico printing; in curing of tobacco, flavors, perfumes, dentifrices; standard in analytical chemistry; antifungal agent.
[Fire Hazard]

Behavior in Fire: Vapor from molten benzoic acid may form explosive mixture with air. Concentrated dust may form explosive mixture.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
[Shipping]

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneous hazardous material, Technical Name Required.
[Incompatibilities]

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, caustics, ammonia, amines, isocyanates. Dust forms an explosive mixture with air.
[Waste Disposal]

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

benzoic acid(65-85-0).msds
Questions And AnswerBack Directory
[description]

Benzoic acid is the simplest member of the aromatic carboxylic acid family. It is a weak acid that is a precursor for the synthesis of many important organic compounds. More than 90 percent of commercial benzoic acid is converted directly to phenol and caprolactam. Its use in the production of glycol benzoates for the application of plasticizer in adhesive formulations is increasing. The organic compound is also used in the manufacture of alkyd resins and drilling mud additive for crude oil recovery applications. It is also used as a rubber polymerization activator, retardant, resins, alkyd paint, plasticizers, dyestuffs, and fibers. Benzoic acid and its esters occur in apricots, cranberries, mushrooms and jasmine plants. The history of benzoic acid dates back to sixteenth century. In the year of 1875 Salkowski a prominent scientist discovered its antifungal abilities. In medicine, benzoic acid is the principal component of benzoin resin, and is a constituent of Whitfield’s ointment which is used for the treatment of fungal skin diseases such as tinea, ringworm, and athlete’s foot.
[Chemical Properties]

Scaly or needle like crystals. With the smell of formaldehyde or benzene. Slightly soluble in water, soluble in ethanol, methanol, diethyl ether, chloroform, benzene, toluene, CS2, CCl4 and turpentine.
[history]

Benzoic acid was found in the 16th century. In 1556, Nostradamus first described carbonization effect of benzoin; After the Alexius Pedemontanus and Brian blessed decipher were discovered in 1560 and 1596. In 1875, the salkowski discovered the antifungal potency of benzoic acid, so benzoic acid is used for long term preservation cloudberry.
[Uses]

1. Used as a chemical reagent and preservative.
2. Benzoic acid is important type food preservative. Under acidic conditions, It has inhibitory effects to mold, yeast and bacteria , but the effect is weak acid producing bacteria. The most appropriate antimicrobial pH values is ranging from 2.5 to 4, generally lower, the pH value is appropriate from 4.5 to 5. In the food industry with plastic barrels concentrated fruit and vegetable juice, the maximum use amount shall not be over 2.0g/kg; in jam (excluding canned), (taste) juice drink, soy sauce, vinegar in the maximum dose of 1.0g/kg; in soft candy, wine, wine in the maximum dose of 0.8 g/kg separately; in the low salt pickled vegetables, the sauce, candied fruit, maximum dose is 0.5 g/kg; in carbonated drinks in the largest amount of use is 0.2g/kg. due to benzoic acid, slightly soluble in water, its use can be a small amount of ethanol enable dissolved.
3.Preservative; anti microbial agents.
Due to the low solubility of benzoic acid and use shall be stirring, or dissolved in a small amount of hot water or ethanol. When used in the soft drink with fruit juice concentrate, for benzoic acid easy volatile with the water vapor, so often used in the sodium salt, besides the above sodium equivalent to benzoic acid 0.847g.
4.Often used as a fixative agent or preservative. Also used as a fruit juice aroma conservation agents. As a perfume with perfume fragrance. Can also be used for chocolate, lemon, orange, berries, nuts, candied fruit type edible essence. Tobacco flavor is also commonly used.
5.Benzoic acid and its sodium salt are food preservatives. Under acidic conditions, it has inhibition of yeasts and molds. When pH 3, antibacterial strength and when pH 6, many fungi effect is very poor, so the antibacterial optimum pH is 2.5-4.0. Benzoic acid is mainly used for the production of sodium benzoate preservatives, dyes intermediates, pesticides, plasticizers, mordant, medicine, spice and also can be used as alkyd resin and polyamide resin modifier for the production of polyester, terephthalic acid and used equipment, iron and steel anti rust agent.
6.Mainly used for antifungal and antiseptic.
7.Used in medicine, dye carriers, plasticizer, spices and food preservatives such as production, and can also be used to paint of alkyd resin performance improvement; used as pharmaceutical and dye intermediates, used for the preparation of plasticizer and spices etc., as well as equipment, iron and steel anti rust agent.
[food preservatives]

Benzoic acid and sodium benzoate are commonly used food preservative. In acidic conditions, it has inhibitory effect on yeast and mold. When pH value is 3 antibacterial strength, when pH was 6 for a lot of mould effect is very poor, so the inhibition the optimum pH value is 2.5-4.0. In the food industry with plastic barrels concentrated fruit and vegetable juice, the maximum usage shall not exceed 2.0g/kg; in the jam (not including canned), fruit juice (taste) drinks, soy sauce, vinegar in the maximum amount is 1.0g/kg; in Wine, candy, wine in the maximum amount of 0.8g/kg in the low salt; pickles, sauces, candied fruit, use the largest 0.5g/kg in carbonate; use the largest beverage 0.2g/kg. because of solubility of benzoic acid, when used will be stirring, or dissolved in a small amount of hot water or ethanol. The use of concentrated fruit juice in the soft drink used for benzoic acid easily volatile with steam, it is commonly used in the sodium salt. Benzoic acid in food industry is a common preservative in dairy products, but not allowed to be added. In general, benzoic acid is considered to be safe. But for some special populations, including infants, long-term intake of benzoic acid may lead to asthma, urticaria, metabolic acidosis and other adverse reactions. Paul deodorant benzoic acid is also used as a beverage. As the cream sweet perfume fragrance. Can also be used for chocolate, lemon, orange, sub berries, nuts, candied fruit and other edible flavor type. Tobacco flavor also commonly used. In addition of benzoic acid is also used as a pesticide, medicine, dye, mordant and plasticizer agent for the production of raw materials, polyamide resin and alkyd resin modifying agent and steel equipment anti rust agent.
[Hazard]

Benzoic acid accumulation is less, low toxicity in the body involved and metabolism. If the excessive consumption of benzoic acid, the body's liver and kidney will be jeopardized. Maximum safety of carbonated drinks of benzoic acid usage is 5mg/kg of body weight, then calculated according to the weight of 60kg, daily limit is 300mg, benzoic acid for carbonated drinks, the maximum amount of use is 0.2g/kg, then drank 1.5kg of beverage is safe.
It has strong toxic effects on microorganisms, but the toxicity of the sodium salt is very low. A daily dose of 0.5g, has no toxicity to the body , even in an amount of not more than 4g of health also has no harm. In human and animal tissues it can bind with protein components of the glycine and detoxification, formed hippuric acid excreted in the urine. Benzoic acid crystallites or dust on the skin, eyes, nose, and throat has stimulating effect. Even if its sodium salt, if you take a lot, also can damage to the stomach. The operator should wear protective equipment. Need to be stored in a dry and ventilated place moisture, heat, away from the fire source.
[Preparation]

Industrial preparation method
The industrial benzoic acid is mainly by toluene liquid phase air oxidation preparation. The process was with cobalt naphthenate as catalyst, in response to temperature is 140-160 ℃ and operating pressure is 0.2-0.3MPa and response generation benzoic acid. Reaction after steaming to toluene, and vacuum distillation and recrystallization to obtain the product. The process uses cheap raw materials, high yield. Therefore, it is industrial uses mainly the method.
Laboratory preparation method of the main reaction:
1.C6H5CH3+ KMnO4+H2O-C6H5 COOK+KOH+MnO2+H2O(water in fron of the manganese dioxide is supplied with water reaction environment)
2.C6H5 COOK+HCl--C6H5 COOH
Drug and dosage:
Toluene 1.5g (1.7ml, 0.016mol), potassium permanganate 5g (0.032mol), CTAB(cetyl trimethyl ammonium bromide) 0.1g.
Experimental operation:
With 100 ml round bottom flask. Install a refluxing device. add 5g potassium permanganate, 0.1g of hexadecyl trimethyl ammonium bromide, 1.7 ml of toluene and 50 ml of water to the reaction flask, stir heated boiling (vigorous stirring, violent boiling), keep the reactant solution stable boiling.
When large amounts of brown precipitate, potassium permanganate purple shallow or disappeared, the toluene layer disappeared, reaction has basically ended. Filter out of manganese dioxide precipitation, landfill leachate by concentrated hydrochloric acid, precipitation of benzoic acid precipitation, filtering to the crude product.
The crude product water recrystallization. In a boiling water bath for drying, weighing, measuring the melting point.
Spectrum DetailBack Directory
[Spectrum Detail]

Benzoic acid(65-85-0)Raman
Benzoic acid(65-85-0)1HNMR
Benzoic acid(65-85-0)IR2
Benzoic acid(65-85-0)IR3
Benzoic acid(65-85-0)MS
Benzoic acid(65-85-0)13CNMR
Benzoic acid(65-85-0)IR1
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Benzoic acid, extra pure, 99%(65-85-0)
[Alfa Aesar]

Benzoic acid, ACS, 99.5% min(65-85-0)
[Sigma Aldrich]

65-85-0(sigmaaldrich)
[TCI AMERICA]

Benzoic Acid,>98.0%(GC)(T)(65-85-0)
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