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Resorcinol

CAS: 108-46-3

Molecular Formula: C6H6O2

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c.i.developer4 - Names and Identifiers

Name Resorcinol
Synonyms R
R-80
resorcin
c.i.76505
resorcine
C.I. 76505
developerr
developero
Cohedur RK
Resorcinol
developerrs
Developer R
Developer O
Developer RS
c.i.developer4
Dihydroxybenzol
1,3-benzenediol
3-hydroxyphenol
C.I. Developer 4
alpha-resorcinol
benzene-1,3-diol
m-dihydroxybenzene
c.i.oxidationbase31
1,3-dihydroxybenzol
1,3-dihydroxybenzene
benzene, m-dihydroxy-
1,3-dihydroxy benzene
C.I. Oxidation Base 31
benzene, 1,3-dihydroxy-
3-hydroxycyclohexadien-1-one
1,3-Dihydroxybenzene (resorcinol)
CAS 108-46-3
EINECS 203-585-2
InChI InChI=1/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
InChIKey GHMLBKRAJCXXBS-UHFFFAOYSA-N

c.i.developer4 - Physico-chemical Properties

Molecular FormulaC6H6O2
Molar Mass110.11
Density1.27
Melting Point109-112°C(lit.)
Boling Point281 °C
Flash Point340°F
JECFA Number712
Water Solubility140 g/100 mL
Solubility H2O: soluble1M at 20°C, clear, faintly yellow
Vapor Presure1 mm Hg ( 21.1 °C)
Vapor Density3.8 (vs air)
AppearanceLiquid
Colorwhite
Exposure LimitTLV-TWA 10 ppm (~45 mg/m3) (ACGIH); STEL 20 ppm (ACGIH).
Merck14,8155
BRN906905
pKa9.81(at 25℃)
PH4-6 (100g/l, H2O, 20℃)
Storage ConditionStore below +30°C.
StabilityStable. Incompatible with strong oxidizing agents. May discolour on exposure to air or light.
SensitiveLight Sensitive
Explosive Limit1.4%(V)
Refractive Index1.5781
Physical and Chemical PropertiesCharacter: White needle crystal. Exposure to light and air or contact with iron turns pink and has a sweet taste.
melting point 108 ℃
boiling point 280.8 ℃
relative density 1.2717
flash point 127 ℃
soluble in water, ethanol, pentanol, soluble in ether, glycerol, slightly soluble in chloroform, carbon disulfide, slightly soluble in benzene.
UseFor the photographic film, pharmaceutical, dye and chemical fiber industries

c.i.developer4 - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R36/38 - Irritating to eyes and skin.
R50 - Very Toxic to aquatic organisms
R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R41 - Risk of serious damage to eyes
R38 - Irritating to the skin
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. 
S39 - Wear eye / face protection.
UN IDsUN 2876 6.1/PG 3
WGK Germany2
RTECSVG9625000
FLUKA BRAND F CODES3-8-9-23
TSCAYes
HS Code2907 21 00
Hazard Class6.1
Packing GroupIII
ToxicityLD50 orally in Rabbit: 301 mg/kg LD50 dermal Rabbit 3360 mg/kg

c.i.developer4 - Upstream Downstream Industry

Raw MaterialsBenzene
Sulfuric acid
Sodium hydroxide
Hydrochloric acid
Downstream ProductsMercurochrome

c.i.developer4 - Nature

Open Data Verified Data

White needle crystal. It turns pink when exposed to light and air or in contact with iron. Sweet taste. Flammable. Moderate toxicity. Density 1. 2717 (1. 272) g/cm3, melting point 108 ℃. Boiling point 280.8 °c. Flash point 127 °c. Ignition point: 585 ℃. Spontaneous ignition point 607.7. Soluble in water, ethanol, pentanol, soluble in ether, glycerol, chloroform-soluble, carbon disulfide, slightly soluble in benzene.

Last Update:2025-06-10 22:55:16

c.i.developer4 - Preparation Method

Open Data Verified Data
  1. benzene sulfonic acid with fuming sulfuric acid sulfonation, neutralization, and then by alkali fusion, acidification, n-butanol extraction, distilled off the solvent, after distillation to obtain the finished product.
  2. M-Phenylenediamine is obtained by hydrogenation of M-dinitrobenzene, and is obtained by hydrolysis of M-phenylenediamine.
  3. M-aminophenol was obtained by hydrolysis.
Last Update:2022-01-01 10:41:51

c.i.developer4 - Standard

Authoritative Data Verified Data

This product shall be calculated as dry product, and the content of C6H6O2 shall not be less than 99.5%.

Last Update:2024-01-02 23:10:35

c.i.developer4 - Trait

Authoritative Data Verified Data
  • This product is white or off-white needle-like crystal or powder; Slightly and odorous; It gradually turns pink in sunlight or air.
  • This product is easily soluble in water or ethanol, soluble in ether or glycerol, and slightly soluble in chloroform.

melting point

The melting point of this product (General 0612) is 109~1116 ℃.

Last Update:2022-01-01 11:59:04

c.i.developer4 - Application

Open Data Verified Data

synthetic resin, adhesive, dye (such as acid eosin, etc.), medicine (such as aminosalicylic acid), benzophenone-based UV absorber, photosensitive adhesive sheet base coating, rubber Tire Cord dipping and explosives and other raw materials. It can also be used in cosmetics, tanning, fabric printing and as a reagent for the detection of zinc.

Last Update:2025-08-19 16:24:40

c.i.developer4 - Differential diagnosis

Authoritative Data Verified Data
  1. take about 25mg of this product, add 5ml of water to dissolve, add 2 drops of three gas iron test solution, that is purple blue; Add several drops of ammonia test solution, turn to Brown yellow.
  2. take 0.lg of this product, add 2ml of sodium hydroxide solution to dissolve, add 1 drop of chloroform, heat to show deep red, and then add a slight excess of hydrochloric acid to turn light yellow.
  3. The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 206).
Last Update:2022-01-01 11:59:04

c.i.developer4 - Safety

Open Data Verified Data
  • has moderate toxicity, can stimulate the skin, mucous membranes, and can be rapidly absorbed through the skin, producing methemoglobin and causing cyanosis, lethargy and fatal kidney damage. People with skin allergies or allergies can often cause dangerous poisoning when inhaling their vapors or dust. Rats were injected subcutaneously with MLD 450mg/kg. The production equipment should be strictly sealed, the operator should wear protective equipment, and the production site should be well ventilated.
  • The container was packed with a barrel lined with a plastic bag weighing 30kg per barrel. Store in a cool, dry place, protected from light, pay attention to fire and moisture. According to the provisions of toxic substances storage and transportation.
Last Update:2022-01-01 10:41:52

c.i.developer4 - Exam

Authoritative Data Verified Data

phenol

take 0.25g of this product, add 5ml of water to dissolve, slowly heat, no phenol odor.


catechol

take 0.50g of this product, Add 10ml of water to dissolve, add 2 drops of dilute acetic acid and 0.5ml of lead acetate test solution, and no turbidity.


Related substances

take an appropriate amount of this product, add methanol to dissolve and dilute to make a solution containing about 50mg per lml as a test solution; Take 1ml for precision measurement and put it in a 200ml measuring flask, as a control solution, it was diluted to the scale with methanol and shaken. According to the thin layer chromatography (General 0502) test, absorb 1 u1 of each of the above two solutions, respectively point on the same silica gel G thin layer plate, with ethyl acetate-n-hexane (40:60) as the developing solvent, after the development, it was dried and colored in iodine vapor. If the test solution shows impurity spots, the color should not be deeper compared with the main spots of the control solution.


loss on drying

take this product, dry to constant weight in sulfuric acid dryer, weight loss should not exceed 1.0% (General rule 0831).


ignition residue

not more than 0.05% (General rule 0841).

Last Update:2022-01-01 11:59:05

c.i.developer4 - Content determination

Authoritative Data Verified Data

take about 0.15g of this product, accurately weigh it, put it in a 100ml measuring flask, add an appropriate amount of water to dissolve and dilute to the scale, shake well; Take 25ml of precision measurement, put it in an iodine bottle, precision Add 30ml of bromine titration solution (0.05mol/L), then add 50ml of water and 5ml of hydrochloric acid, immediately plug, shake, stand in the dark for 15 minutes, pay attention to open the bottle stopper, add 5ml potassium iodide solution, immediately plug, shake well, in the dark for 15 minutes, with sodium thiosulfate titration solution (0.1 mol/L) titration, to the near end point, add 1ml of starch indicator solution, continue titration to blue disappeared, and the titration result is corrected by blank test. Each 1ml of bromine titration solution (0.05mol/L equivalent to 1.835mg of C6H602.

Last Update:2022-01-01 11:59:06

c.i.developer4 - Category

Authoritative Data Verified Data

Disinfection antiseptic.

Last Update:2022-01-01 11:59:06

c.i.developer4 - Storage

Authoritative Data Verified Data

light shielding, sealed storage.

Last Update:2022-01-01 11:59:06

c.i.developer4 - Reference Information

Open Data Unverified Data
FEMA3589 | RESORCINOL
color index 76505
LogP0.8 at 20℃
(IARC) carcinogen classification 3 (Vol. 15, Sup 7, 71) 1999
NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Overview Resorcinol is commonly known as "Razocin". This product has bactericidal, mold killing and antipruritic effects. Its bactericidal effect is 1/3 of phenol, and its irritation and corrosiveness are also less. Low concentration has the effect of promoting keratinous regeneration, high concentration has keratinous peeling effect. The picture shows the three-dimensional structural formula of resorcinol.
pharmacological action 1% ~ 2% concentration has antiseptic, bactericidal, fungicidal, astringent, antipruritic and keratinizing effects, 5% ~ 20% concentration has keratinolytic effect, which can exfoliate stratum corneum, while 40% concentration has corrosive effect. It can be absorbed through the skin or ulcerated surface.
indications is used for the treatment of seborrheic dermatitis, acne, superficial skin fungal infection, tinea versicolor, callose, corns and verruca vulgaris.
adverse reactions 1. it can cause contact dermatitis and has weak irritation to skin and mucous membrane. if this product is absorbed in large quantities by damaged skin and wound surface, it can cause mucinous edema.
2, because this product can be absorbed by skin or ulcer surface, it is not suitable for high concentration and large area use in infants and young children.
3. Poisoning symptoms include diarrhea, nausea, vomiting, stomachache, dizziness, severe or persistent headache, fatigue or weakness, irritability or irritability, drowsiness, night sweats, bradycardia, shortness of breath.
4. when children apply this product to wounds, methemoglobinemia can occur.
5. Because this product has anti-thyroid effect, the systemic reaction is similar to phenol poisoning, but convulsions often occur.
Synthesis method The earliest resorcinol was prepared by distillation or alkali fusion of natural resin. Now most of the benzene sulfonic acid is sulfonated with fuming sulfuric acid to form m-benzene disulfonic acid, which is then obtained by neutralization, sodium hydroxide alkali fusion, acidification, extraction and distillation. In addition, the preparation methods of resorcinol include:
1. co-melting of m-iodophenol, m-hydroxybenzenesulfonic acid and potassium carbonate;
2. the interaction of nitrous acid and m-aminophenol;
3. m-dinitrobenzene is hydrogenated to produce m-diphenylamine, which is then hydrolyzed with hydrochloric acid;
4. benzene and propylene are produced by dicumperyl peroxide method, and the process is similar to that of cumene method.
precautions 1. light hair can be dyed black, and skin can be redness and desquamation within a few days after medication. this product should be used with caution.
2. Patients with dark skin can stimulate pigment production.
3, shared with soap, cleansers, acne preparations, alcohol-containing preparations or tretinoin, etc., can cause excessive skin irritation or dryness.
4. It has anti-thyroid effect. Long-term application (especially on ulcer surface) can lead to mucinous edema.
5. This product is toxic. This product cannot be used all over the body or for a long time. It should not be applied to damaged skin wounds to avoid absorption and poisoning.
determination method currently, the main methods for determination of resorcinol include spectrophotometry, kinetic fluorescence, high performance liquid chromatography, capillary electrophoresis, etc.
toxicity GRAS(FEMA).
usage limit FEMA(mg/kg): baked goods 15.0; Meat products, soups, condiments, meat soup, 5.0; Snacks, household spices, 10.0.
Use Resorcinol, also known as 1,3-hydroquinone, is commonly known as Razocin (resorcinol). The intermediate 3-chloro-4-methylcoumarin and the herbicide oxyfluoroether used in the synthesis of the insecticide fly phosphorus on pesticides can also be used to manufacture a variety of dyes, special coatings, medicines, and photosensitive materials, Synthetic resins, adhesives, cosmetics, etc.
Used in photosensitive film, medicine, dye and chemical fiber industry
Used as analytical reagent
Resorcinol is mainly used for rubber adhesives, synthetic resins, dyes, preservatives, medicines and analytical reagents, etc. On the main surface, resorcinol is similar to phenol and cresol, and forms a polycondensate with formaldehyde. It can be used to make viscose wires and nylon tire cord adhesives, to prepare wood adhesives, and to use vinyl materials and metal Bonding, resorcinol is the intermediate of many azo dyes and fur dyes, and it is also the raw material of pharmaceutical intermediate p-nitrogen salicylic acid. Resorcinol has a bactericidal effect and can be used as a preservative, added to cosmetics and skin disease drug pastes and ointments. The derivative of resorcinol, β-methyl umbelliferone, is an intermediate of optical bleaching agent, trinitroresorcinol is a detonator, and a considerable amount of resorcinol is used to produce benzophenone ultraviolet absorber. This product can stimulate the skin and mucous membranes, and can be quickly absorbed by the skin to cause poisoning. The minimum lethal dose for subcutaneous injection in rats was 450mg/kg.
verification and colorimetric determination of zinc, lead, tartaric acid, nitrate and nitrite, colorimetric determination of furfuryl alcohol and sugar, reagents for testing ketose and lignin, salt reagents for diazo compounds, organic synthesis.
production method 1. benzenesulfonic acid is sulfonated and neutralized with fuming sulfuric acid, then subjected to alkali fusion, acidification, n-butanol extraction, and solvent removal, then distilled to obtain the finished product. 2. m-phenylenediamine is prepared by hydrogenation of m-dinitrobenzene, and then by hydrolysis of m-phenylenediamine. 3. It is prepared by hydrolysis of m-aminophenol. Resorcinol can also be produced by benzene and propylene using dicumyl peroxide, which is similar to the method of phenol from cumene.
there are many preparation methods of resorcinol, such as benzene sulfonation alkali melting method, co-production method of resorcinol and phenol, m-phenylenediamine method, m-dicumyl benzene method, m-aminophenol hydrolysis method, etc. Benzene sulfonated alkali fusion method uses benzene as raw material, sulfonated to obtain isobenzene disulfonic acid, and then neutralized alkali fusion and acidification. Benzene, 65% fuming sulfuric acid and sodium sulfate were added to the reactor respectively, and the reaction temperature was controlled at 75 ℃ to obtain sulfonate. Then add anhydrous sodium sulfate to the sulfonate, stir and heat to 175 ℃ to dissolve it, add sulfur trioxide at this temperature, and then react for 1.5h to obtain disulfonate (benzene disulfonic acid content 75%). After neutralizing the disulfonate with dilute lye and removing the excess sulfate, the resulting sodium benzenedisulfonate salt is gradually added to the molten sodium hydroxide at 290°C, and the temperature is increased to 325°C within 15min. The alkali melt is dissolved in water, acidified with sulfuric acid, and then extracted with ether to evaporate the solvent to obtain the finished resorcinol product.
category toxic substances
toxicity classification highly toxic
acute toxicity oral-rat LD50: 301 mg/kg; Oral-mouse LD50: 200 mg/kg
stimulation data skin-rabbit 20 mg/24 hours moderate; Eye-rabbit 100 mg severe
explosive hazard characteristics blastable when mixed with air
flammability hazard characteristics combustible; combustion produces toxic chloride to stimulate smoke
storage and transportation characteristics warehouse ventilation and low temperature drying; separate from oxidant
fire extinguishing agent carbon dioxide, foam, mist water.
occupational standard TWA 45 mg/m3; STEL 90 mg/m3
spontaneous combustion temperature 605°C
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 19:43:38
c.i.developer4
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View History
c.i.developer4
Raw Materials for c.i.developer4
Benzene
Sulfuric acid
Sodium hydroxide
Hydrochloric acid
Downstream Products for c.i.developer4
Mercurochrome
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