مرجع مواد شیمیایی ایران
اطلاعات عمومی رزورسینول
  • نام شیمیایی

    • رزورسینول

    • Resorcinol

  • مترادف ها
    •  رزورسین

    • Benzene-1,3-diol; Resorcin; m-Dihydroxybenzene; 1,3-Benzenediol; 1,3-Dihydroxybenzene; 3-Hydroxyphenol; m-Hydroquinone; m-Benzenediol

  • CAS
    108-46-3
  • فرمول مولکولی
    C6H6O2
  • جرم مولکولی
    110/11
  • EINECS
    203-585-2
  • ICB Number
    ICB 5474
  • شکل و حالت فیزیکی
    جامد سفید
  • نقطه ذوب
    109-112 °C
  • نقطه جوش
    280-281 °C
  • دانسیته
    1/272 g/cm3
  • فشار بخار
    0/0002 mmHg (25°C)
  • دانسیته بخار
    3/8 (vs air)
  • نقطه اشتعال
    171 °C
  • حلالیت در آب
    110 g/100 mL at 20 °C
  • اسیدیته (pka)
    9/15
  • شماره CAS
    108-46-3
  • شماره ثبت تجاری (RBN)
    906905
  • شماره مرک (Merck)
    14,8155
  • NIST Chemistry Reference
  • EPA Substance Registry System
  • مراجع MSDS
  • ارائه دهنده
    زبان
  • انگلیسی
  • انگلیسی
  • Chemical Properties
    • White solid

  • General Description
    • Very white crystalline solid that becomes pink on exposure to light if not completely pure. Burns although ignition is difficult. Density approximately 1.28 g / cm3. Irritating to skin and eyes. Toxic by skin absorption. Used to make plastics and pharmaceuticals.

  • Air & Water Reactions
    • Hygroscopic. Soluble in water.

  • Synthesis
    • 1. Benzene sulfonic acid is sulfonated with oleum; further go through neutralization, alkaline melting, acidification, n-butanol extraction, evaporation of the solvent, and distillation to obtain the finished products. 2. It can be produced through the hydrogenation of m-dinitrobenzene into m-phenylenediamine which is further subject to hydrolysis to get the finished product. 3. It can be produced from the hydrolysis of m-aminophenol. Resorcinol can also derived from benzene and propylene using peroxide di-isopropylbenzene method with the process being similar as isopropylbenzene production. Put benzene, 65% fuming sulfuric acid and sodium sulfate separately into the reactor; control the reaction temperature at 75 ℃ to obtain the sulphonate. Then add anhydrous sodium sulfate to this sulphonate, stir and heat to 175 ℃ for dissolving it; Add sulfur trioxide at this temperature and continue the reaction for an additional 1.5h to generate di-sulphonate (with the content of benzene disulfonic acid being 75%). Use dilute alkali to neutralize the di-sulphonate and remove the excess amount of sulfate salt; the resulting sodium benzene di-sulfonate is gradually added into the molten sodium hydroxide 290 °C; raise the temperature to 325 °C within 15min and further dissolve the alkali melting substance in water; acidify it with sulfuric acid and extract with ether; evaporate the solvent to obtain the finished resorcinol products.

  • Usage
    • 1. It can be used as the raw materials for the production of synthetic resins, adhesives, dyes and ultraviolet absorbing agent. It can also be used as the dipped cord of tire. Medically it can be used as the disinfection antiseptic agent. 2. Resorcinol is also known as 1, 3-hydroquinone. In the field of pesticides, it can be used as the intermediate 3-chloro-4-methyl coumarin and herbicide oxyfluorfen in the synthesis of pesticides coumaphos. It can also be used for the production of dyes, specialty coatings, pharmaceuticals, photographic material, synthetic resins, adhesives, and cosmetics. 3. Resorcinol is mainly used for the field of rubber adhesives, synthetic resins, dyes, preservative, pharmaceutical and analytical reagents. Resorcinol is similar with phenol and cresol. It can generate condensation polymer through the reaction with formaldehyde. It can be used for making glue silk and the adhesive agent of tire cord for nylon-purpose, making wood glue, and being as the adhesive for vinyl material and metal. Resorcinol is the intermediate of many kinds of azo dyes and fur dyes as well as the raw material of pharmaceutical intermediates, p-nitrogen salicylic acid. Resorcinol has bactericidal effects and can be used as preservatives for being supplied to cosmetics and dermatological drugs pastes and ointments. The resorcinol derivatives, β-methylumbelliferone can be used as the intermediate for optical bleach; tri-nitro resorcinol is detonator. There is also a considerable amount of resorcinol being used in the production of benzophenone-class ultraviolet absorbers. This product can irritate the skin and mucous membranes, can cause poisoning disease through the rapid absorption by the skin. Minimum lethal dose of rat being subject to subcutaneous injection is 450mg / kg. 4. It can be applied to the fields of photographic film, medicines, dyes and chemical fiber industry. 5. It can also be used as reagents for analysis. 6. It can be used for characterization and determination of zinc, lead, tartaric acid, nitrate and nitrite through colorimetric method; it can also applied to the colorimetric reaction for measuring sugar and Furfuryl alcohol; as the reagent for detecting ketone sugars and lignin; it can also applied to the salt reagent of diazonium compound as well as to organic synthesis.

  • Health Hazard

    Inhalation of vapors or dust causes irritation of respiratory tract. Ingestion causes burns of mucous membranes, severe diarrhea, pallor, sweating, weakness, headache, dizziness, tinnitus, shock, and severe convulsions; may also cause siderosis of the spleen and tubular injury to the kidney. Contact with eyes causes irritation. Can be absorbed from wounds or through unbroken skin, producing severe dermatitis, methemoglobinemia, cyanosis, convulsions, tachycardia, dyspnea, and death.

  • Fire Hazard

    Behavior in Fire: Containers may explode.

  • Preparation products

    1,3-DIBENZOYLOXYBENZENE-->Fluorescein-->Fluorescein isothiocyanate -->Sodium cromoglycate-->CARBOCROMENE HYDROCHLORIDE-->2,4-Dihydroxybenzoic acid-->8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN-->4-Hexyl-1,3-benzenediol-->disodium 4-[[2,4-diamino-5-[(3-sulphonatophenyl)azo]phenyl]azo]-2-[[2,6-dihydroxy-3-[(4-nitrophenyl)azo]phenyl]azo]benzenesulphonate -->4-METHYLUMBELLIFERYL SULFATE POTASSIUM SALT-->5-Aminofluorescein-->2-BROMORESORCINOL-->7-Acetoxy-4-methylcoumarin-->butadiene-styrene-pyridine copolymer rubber latex-->Acid Brown 354-->3-CHLORO-4-METHYL-7-HYDROXYCOUNMARIN-->2',7'-dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one -->3-Ethoxyphenol-->3,4-DIMETHYLUMBELLIFERONE-->3-Hydroxydiphenylamine -->1-[4-(Benzoyloxy)-2-hydroxyphenyl]-3-phenyl-1,3-propanedione-->Acid Brown 75-->Pindolol-->3-Benzyloxyphenol-->1-(2,4-Bis(benzoyloxy)phenyl)ethanone-->4-Hexanoylresorcinol-->4-OXO-4,5,6,7-TETRAHYDROBENZO[B]FURAN-3-CARBOXYLIC ACID-->MERBROMIN-->4-(4-NITROPHENYLAZO)RESORCINOL-->1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONE-->N-(3-Hydroxyphenyl)-4-toluidine-->2,4-DINITROSORESORCINOL-->4-Chlororesorcinol-->adhesive J-20-->2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid-->2,2'-Dihydroxy-4-methoxybenzophenone -->Acid Brown 14-->Dimefline HCL-->2',4'-Dihydroxypropiophenone-->BENZOXIMATE

  • Raw materials

    Sodium hydroxide-->Hydrochloric acid-->Sulfuric acid -->Benzene-->SULFURIC ACID-->1-Butanol-->3-Aminophenol-->Sulfur trioxide-->m-Phenylenediamine-->DIISOPROPYLBENZENE-->1,3-DIISOPROPYLBENZENE