108-46-3 C6H6O2 Resorcinol CAS NO.108-46-3

resorcinol basic information

general description chemical properties pharmacological effects indications adverse reactions precautionsthe main purpose test methods toxicity limited use the maximum allowable amount as food additives and maximum allowable residue limits chemical properties application production method category toxicity grading acute toxicity irritation data hazardous characteristics of explosive flammability and hazardous characteristics storage characteristics extinguishing agent professional standards

product name:	resorcinol
synonyms:	1,3-dihydroxybenzene (resorcinol);3-hydroxycyclohexadien-1-one;3-hydroxyphenol;alpha-resorcinol;benzene, 1,3-dihydroxy-;benzene, m-dihydroxy-;benzene-1,3-diol;c.i. 76505
cas:	108-46-3
mf:	c6h6o2
mw:	110.11
einecs:	203-585-2
product categories:	color former & related compounds;developer;functional materials;aromatics;intermediates & fine chemicals;pharmaceuticals;acs grade;building blocks;chemical synthesis;essential chemicals;inorganic salts;organic building blocks;oxygen compounds;polyols;research essentials;solutions and reagents;mintezol
mol file:	108-46-3.mol

resorcinol chemical properties

mp	109-112 °c(lit.)
bp	281 °c
density	1.27
vapor density	3.8 (vs air)
vapor pressure	1 mm hg ( 21.1 °c)
fema	3589
fp	340 °f
storage temp.	0-6°c
colour index	76505
color	white
water solubility	140 g/100 ml
sensitive	light sensitive
merck	14,8155
brn	906905
stability:	stable. incompatible with strong oxidizing agents. may discolour on exposure to air or light.
cas database reference	108-46-3(cas database reference)
nist chemistry reference	resorcinol(108-46-3)
epa substance registry system	1,3-benzenediol(108-46-3)

safety information

hazard codes	xn,n
risk statements	22-36/38-50-50/53-41-38
safety statements	26-61-39
ridadr	un 2876 6.1/pg 3
wgk germany	2
rtecs	vg9625000
f	3-8-9-23
hazardclass	6.1
packinggroup	iii
hazardous substances data	108-46-3(hazardous substances data)

msds information

resorcinol usage and synthesis

general description	resorcinol has bactericidal, fungicidal and anti-itching effect with the bactericidal effect being 1/3 of the phenol and also a low irritating and corrosive property. at low concentration, it can play the role promoting the regeneration of horny while having keratin exfoliation effect at high concentration. it is mainly used for rubber adhesives, plastics, synthetic resins, synthetic fibers, dyes, preservatives, anti-itch, anti-fungal agent, analytical reagent and can also be used to treat ringworm, eczema, seborrheic dermatitis, acne and psoriasis. figure 1 3d structure of resorcinol. the above information is edited by the chemicalbook of dai xiongfeng.
chemical properties	the chemical property of resorcinol is active and it can participate in the following four kinds of reaction. (1) it can have reaction with sodium amalgam, water for production of dihydro-resorcinol (1, 3-cyclohexanedione). (2) it can generate ester with reaction with acid anhydride. (3) it can react with hydroxylamine in a diketone type to generate oxime. (4) in the action of concentrated sulfuric acid or zinc chloride, it can react with phthalic anhydride to generate fluorescent dye-fluorescent yellow.
pharmacological effects	in a concentration of 1% to 2%, it has antiseptic, bactericidal, fungicidal, astringent, antipruritic and horny promoting effect. at a concentration between 5% and 20%, it has keratolytic effect and can cause the exfoliation of stratum corneum. at a concentration of 40%, it has corrosive effect. it can be absorbed through the skin or ulcers surface.
indications	it can be used for the treatment of seborrheic dermatitis, acne, superficial skin fungal infections, tinea versicolor, calluses, corns, and common warts.
adverse reactions	1, it can cause contact dermatitis and has weak irritation effect on skin and mucous membrane. this product, when being absorbed through broken skin and wound surface in the large amount, can lead to myxedema. 2, because this product can be absorbed through the skin or ulcers, and thus is not suitable or being applied to infants and young children in high concentration and large-scale. 3, poisoning symptoms include diarrhea, nausea, vomiting, stomach pain, dizziness, severe or persistent headache, fatigue or weakness, being prone to excitement or irritability, sleepiness, sweating, bradycardia, and shortness of breath. 4, applying this product to the wound of children can lead to methaemoglobinaemia. 5, since this product has anti-thyroid effects, systemic effects is similar as phenol poisoning, but often accompanied with convulsions.
precautions	1, it can turn pale hair to black color; it can cause skin redness and scaling at a few days after treatment; take this drug with caution. 2, dark-skinned patients may be caused by its stimulation of pigment generation. 3, when being used in combination with soaps, cleansers, acne preparations, preparations containing alcohol or acid-dimensional a, it can cause skin irritation or excessive drying effect. 4, it has anti-thyroid effects; it can lead to myxedema upon long term use (especially used in ulcer surface). 5. this product is toxic and thus this product can’t subject to systemic or long-term use; avoid applying it to the broken skin wound in order to preventing poisoning.
the main purpose	resorcinol is an important raw material for organic synthesis. it is mainly used as the raw material of rubber adhesives, raw analysis reagents, drugs and preservatives, dyes, synthetic resin. for example, eosin is an important triphenylmethane dye with red dying which is mainly used for yarn dyeing. it is made from the following process: first generate its intermediate fluorescent yellow thorough the co-heating between resorcinol and phthalic anhydride in the presence of zinc chloride or concentrated sulfuric acid, then apply tetra-bromination to generate it. eosin is commonly used to produce red ink, also be used as biological material such as the staining agent for microscopic examination. if the intermediate fluorescent yellow is subject to bromination in acetic acid solution, only di-bromination can occur; further co-heating with mercuric acetate can obtain mercurochrome (also known as red mercury bromine) which is an important antiseptic disinfectant. it is easily soluble in water with its 2% aqueous solution being the daily-used “red syrup” for disinfection. the alcohol and acetone solution of mercurochrome may also be used for skin disinfection. put resorcinol and hexanoic acid for acylation reaction and further reduction can generate 4-n-hexyl hydroquinone which is also a kind of disinfectant. in medicine, it is also used as a topical anti-itch agent and a digestive agent of the intestinal tract.
test methods	current ways for determination of resorcinol include spectrophotometry, fluorescence kinetics, high performance liquid chromatography, and capillary electrophoresis method.
toxicity	gras (fema).
limited use	fema (mg/kg): 15.0 bakery products; meat, soup, spices, meat soup, 5.0; snack foods, household spices, 10.0.
the maximum allowable amount as food additives and maximum allowable residue limits
chemical properties	it is white needle-like crystal. it will become pink upon exposure to light and air or contact with iron. it has a sweet taste. it is soluble in water, ethanol, amyl alcohol, easily soluble in ether, glycerol, slightly soluble in chloroform, carbon disulfide as well as in benzene.
chemical properties	crystals or powder
application	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.
usage	a benzene derivative used as keratolytic and antiseborrheic. also used in veterinary medicine as a topical antipruritic and antiseptic (has been used as intestinal antiseptic).
usage	anthelmintic
production method	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.
category	toxic substances
toxicity grading	highly toxic
acute toxicity	oral - rat ld50: 301 mg / kg; oral - mouse ld50: 200 mg / kg
irritation data	skin- rabbit 20 mg / 24 hours, moderate; eyes - rabbit 100 mg, severe
hazardous characteristics of explosive	it can be explosive when mixed with air
flammability and hazardous characteristics	it is combustible with burning yielding toxic irritating smoke of chloride
storage characteristics	treasury: ventilation, low-temperature and drying; store it separately from oxidants
extinguishing agent	carbon dioxide, foam, water spray
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.
reactivity profile	resorcine is a weak organic acid. incompatible with acetanilide, albumin, alkalis, antipyrine, camphor, iron salts, menthol, spirit nitrous ether, and urethane. can react with oxidizing materials . has a potentially explosive reaction with concentrated nitric acid [lewis]. turns pink on contact with iron.
professional standards	twa 45 mg / m3; stel 90 mg / m3
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.

resorcinol preparation products and raw materials

raw materials

sodium hydroxide-->hydrochloric acid-->sulfuric acid -->benzene-->sulfuric acid-->1-butanol-->3-aminophenol-->sulfur trioxide-->m-phenylenediamine-->diisopropylbenzene-->1,3-diisopropylbenzene

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

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