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Resorcinol

Uses description Chemical Properties reaction Indications Side effects Precautions Applications Toxicity Uses Production
Resorcinol
Resorcinol structure
CAS No.
108-46-3
Chemical Name:
Resorcinol
Synonyms
R-80;Eskamel;nakotgg;Resorcil;Rodol RS;Nako TGG;RESORCIN;pelagolrs;Resorinol;Rezorsine
CBNumber:
CB5671946
Molecular Formula:
C6H6O2
Formula Weight:
110.11
MOL File:
108-46-3.mol

Resorcinol Properties

Melting point:
109-112 °C(lit.)
Boiling point:
281 °C
Density 
1.27
vapor density 
3.8 (vs air)
vapor pressure 
1 mm Hg ( 21.1 °C)
FEMA 
3589 | RESORCINOL
refractive index 
1.5781
Flash point:
340 °F
storage temp. 
Store below +30°C.
solubility 
H2O: soluble1M at 20°C, clear, faintly yellow
form 
Liquid
pka
9.81(at 25℃)
Colour Index 
76505
color 
white
PH
4-6 (100g/l, H2O, 20℃)
explosive limit
1.4%(V)
Water Solubility 
140 g/100 mL
Sensitive 
Light Sensitive
Merck 
14,8155
JECFA Number
712
BRN 
906905
Exposure limits
TLV-TWA 10 ppm (~45 mg/m3) (ACGIH); STEL 20 ppm (ACGIH).
Stability:
Stable. Incompatible with strong oxidizing agents. May discolour on exposure to air or light.
InChIKey
GHMLBKRAJCXXBS-UHFFFAOYSA-N
Substances Added to Food (formerly EAFUS)
RESORCINOL
FDA 21 CFR
177.1210; 310.545
CAS DataBase Reference
108-46-3(CAS DataBase Reference)
EWG's Food Scores
6-8
FDA UNII
YUL4LO94HK
IARC
3 (Vol. 15, Sup 7, 71) 1999
ATC code
D10AX02,S01AX06
NIST Chemistry Reference
Resorcinol(108-46-3)
EPA Substance Registry System
Resorcinol (108-46-3)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H400-H302-H315-H317-H319-H370-H410
Precautionary statements  P280h-P308+P313-P410-P501a-P260-P280-P301+P312+P330-P305+P351+P338-P308+P311-P273-P333+P313-P337+P313
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
3-8-9-23
Autoignition Temperature 605 °C
TSCA  Yes
HS Code  2907 21 00
HazardClass  6.1
PackingGroup  III
Toxicity LD50 orally in Rabbit: 301 mg/kg LD50 dermal Rabbit 3360 mg/kg
NFPA 704
1
3 0

Resorcinol price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22303 Resorcinol for synthesis 108-46-3 250 g $60.86 2021-03-22 Buy
Sigma-Aldrich 16101 Resorcinol meets analytical specification of Ph. Eur., BP, 98.5-100.5% (calc. to the dried substance) 108-46-3 1kg $82 2020-08-18 Buy
Sigma-Aldrich 1.07593 Resorcinol GR for analysis 108-46-3 100 g $72.33 2021-03-22 Buy
Sigma-Aldrich PHL82643 Resorcinol phyproof? Reference Substance 108-46-3 100 mg $104 2021-03-22 Buy
Sigma-Aldrich Y0000767 Resorcinol European Pharmacopoeia (EP) Reference Standard 108-46-3 $190 2021-03-22 Buy

Resorcinol Chemical Properties,Uses,Production

Uses

Manufacture of rubber products, wood adhesives, dyes, explosives, and cosmetics; in photography.

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.
3D structure of resorcinol
Figure 1 3D structure of resorcinol.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

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.

reaction

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).
reaction formula
(2) It can generate ester with reaction with acid anhydride.
reaction formula
(3) It can react with hydroxylamine in a diketone type to generate oxime.
reaction formula
(4) In the action of concentrated sulfuric acid or zinc chloride, it can react with phthalic anhydride to generate fluorescent dye-fluorescent yellow.
reaction formula

Indications

It can be used for the treatment of seborrheic dermatitis, acne, superficial skin fungal infections, tinea versicolor, calluses, corns, and common warts.

Side effects

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.

Applications

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.

Toxicity

GRAS (FEMA).

Uses

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.

Production

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.

Chemical Properties

Resorcinol is odorless.

Chemical Properties

crystals or powder

Chemical Properties

Resorcinol is a white crystalline solid with a characteristic odor and a sweetish taste. Turns pink on expo- sure to air or light, or contact with iron.

Occurrence

Reported found in roasted barley, cane molasses, beer, red wine, white wine, special wine and coffee.

Uses

Resorcinol is used in the manufacture of resorcinol–formaldehyde resins, resin adhesives, dyes, drugs, andexplosives; in tanning; in cosmetics; and in dyeing and printing textiles.

Uses

In very mild solutions, resorcinol is used as an anti-septic and soothing preparation for itchy skin. In slightly higher concentrations, resorcinol removes the top layer of the stratum corneum and is used particularly in cases of acne. In still higher concentrations, it can act as an aggressive surface skin exfoliant. Resorcinol can also be used as a preservative. While it is a beneficial skin care ingredient when used in low concentrations, it causes irritation in higher concentrations with a strong burning sensation and a reddening of the skin. used in high concentrations as a peel, resorcinol may cause a variety of problems, including swelling. It is is obtained from various resins.

Uses

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).

Uses

anthelmintic

Uses

An aromatic alcohol used as a chemical intermediate

Definition

ChEBI: A benzenediol that is benzene dihydroxylated at positions 1 and 3.

Indications

Resorcinol (resorcin), a phenol derivative, is less keratolytic than salicylic acid. This drug is an irritant and sensitizer and reported to be both bactericidal and fungicidal. Solutions containing 1% to 2% have been used in preparations for seborrhea, acne, and psoriasis.

Aroma threshold values

Detection: 6 to 40 ppm

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 8727, 1994 DOI: 10.1016/S0040-4039(00)78482-6

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.

Hazard

Irritant to skin and eyes. Questionable car- cinogen.

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.

Health Hazard

The acute oral toxicity of resorcinol is moderate in most test animals. It is less toxic than phenol or catechol. Ingestion or skin absorption can cause methemoglobinemia, cyanosis, and convulsions. Vapors or dusts are irritant to mucous membranes. Contact with the skin or eyes can cause strong irritation. An amount of 100 mg caused severe irritation in rabbit eyes.
LD50 value, oral (rats): 301 mg/kg (NIOSH 1986).

Fire Hazard

Behavior in Fire: Containers may explode.

Contact allergens

Resorcinol is used in hairdressing as a modifier (or a coupler) of the PPD group of dyes. It is the least frequent sensitizer in hairdressers. It is also used in resins, in skin treatment mixtures, and for tanning. Severe cases of dermatitis due to resorcinol contained in wart preparations have been reported.

Safety Profile

Human poison by ingestion. Experimental poison by ingestion, intraperitoneal, parenteral, and subcutaneous routes. Moderately toxic experimentally by skin contact and intravenous routes. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. A skin and severe eye irritant. It can cause systemic poisoning by acting as both a blood and nerve poison. In a suitable solvent, this material can readily be absorbed through human skin and can cause local hyperemia, itching, dermatitis, edema, and corrosion associated with enlargement of regonal lymph glands as well as serious systemic disorders such as restlessness, methemoglobinemia, cyanosis, convulsions, tachycardia, dyspnea, and death. These same symptoms can be induced by ingestion of the material. For poisoning, treat symptomatically. Get medical advice. Used as a topical antiseptic and keratolytic agent. Combustible when exposed to heat or flame; can react with oxidming materials. To fight fEe, use water, CO2, dry chemical. Potentially explosive reaction with concentrated nitric acid. Incompatible with acetadde, alkalies, ferric salts, spirit nitrous ether, urethan. When heated to decomposition it emits acrid smoke and irritating fumes

Potential Exposure

Resorcinol is weakly antiseptic; resorcinol compounds are used in the production of resorcinol-formaldehyde adhesives; or as an intermediate; in pharmaceuticals and hair dyes for human use. Major industrial uses are as adhesives in rubber products and tires, wood adhesive resins, and as ultraviolet absorbers in polyolefin plastics. Resorcinol is also a by-product of coal conversion and is a component of cigarette smoke. Thus, substantial opportunity exists for human exposure.

Carcinogenicity

Acute Toxicity. The primary signs of intoxication resemble those induced by phenol, and include initial stimulation of the CNS, followed by depression, renal glomerular and tubular degeneration, central hepatic necrosis, myocardial depression, pruritus, and reddening of the skin. Resorcinol has been reported to be less toxic than phenol or pyrocatechol by oral and dermal routes.
Resorcinol is a simple aromatic chemical (1,3-benzenediol) that has found widespread use, particularly as a coupler in hair dyes. Clinical experience clearly shows that resorcinol is a skin sensitizer, although several predictive tests have been negative. In a local lymph node assay performed in accordance with OECD Guideline 429, resorcinol was identified as a skin sensitizer.
Few reports of the toxicity of resorcinol have been published. Oral ingestion in humans may cause methemoglobinemia, cyanosis, and convulsions, whereas dermal exposure has been reported to cause dermatitis, hyperemia, and pruritus. Industrial inhalation exposures are rather rare, but could occur in any industry if the compound is heated beyond 300°F.
Pathology reported for humans includes anemia, marked siderosis of the spleen and marked tubular injury in the kidney, fatty changes of the liver, degenerative changes in the kidney, fatty changes of the heart muscle, moderate enlargement and pigmentation of the spleen, and edema and emphysema of the lungs.

Shipping

UN2876 Resorcinol, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Crystallise resorcinol from *benzene, toluene or *benzene/diethyl ether. The benzoate has m 117o. [Beilstein 6 IV 2069.]

Incompatibilities

Reacts with oxidizers, nitric acid; oil, ferric salts; methanol, acetanilide, albumin, antipyrene, alkalies, urethane, ammonia, amino compounds. Hygroscopic; absorbs moisture from the air.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations govern- ing storage, transportation, treatment, and waste disposal. Dissolve in a combustible solvent and incinerate.

Resorcinol Preparation Products And Raw materials

Raw materials

Preparation Products


Resorcinol Suppliers

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View Lastest Price from Resorcinol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-08 Resorcinol
108-46-3
US $0.00 / Kg/Drum 1KG 99.9% 100000kg per month Wuhan Mulei New Material Technology Co. Ltd
2021-12-08 Resorcine
108-46-3
US $8.99 / KG 1KG 99% 10kg Hong Kong Tiansheng New Material Trading Co., Ltd
2021-12-08 Resorcine
108-46-3
US $8.99 / KG 1KG 99% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd

Resorcinol Spectrum


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