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108-46-3

Basic Information
CAS No.: 108-46-3
Name: Resorcinol
Article Data: 351
Cas Database
Molecular Structure:
Molecular Structure of 108-46-3 (Resorcinol)
Formula: C6H6O2
Molecular Weight: 110.112
Synonyms: Resorcinol (USP);1,3-Dihydroxybenzene;Developer O;Fourrine EW;Fouramine RS;Dihydroxybenzol;C.I. 76505;m-Hydroquinone;C.I. Oxidation Base 31;3-Hydroxyphenol;Pelagol Grey RS;m-Dioxybenzene;Developer RS;Benzene, m-dihydroxy-;Benzene, 1,3-dihydroxy-;Developer R;C.I. Developer 4;RS 11H;Resorcin (JAN);Nako TGG;Resorcine, technical;3-Hydroxycyclohexadien-1-one;.alpha.-Resorcinol;Durafur Developer G;benzene-1,3-diol;m-Benzenediol;m-hydroxyphenol;1,3-benzenediol;Phenol, m-hydroxy-;Resorcin(indspec);Jarocol RL;NCI-C05970;Resorcin (TN) , resorcinol;
EINECS: 203-585-2
Density: 1.27 g/cm3
Melting Point: 109-112 °C(lit.)
Boiling Point: 279.999 °C at 760 mmHg
Flash Point: 131.928 °C
Solubility: Water solubility: 140 g/100 mL
Appearance: crystals or powder
Hazard Symbols: HarmfulXn,DangerousN
Risk Codes: 22-36/38-50-50/53
Safety: 26-61
Transport Information: UN 2876 6.1/PG 3
PSA: 40.46000
LogP: 1.09780
Synthetic route
1616-51-9

3-allyloxyphenol

108-46-3

recorcinol

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;98%
87199-18-6

3-hydroxyphenylboronic acid

108-46-3

recorcinol

Conditions
ConditionsYield
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 48h; Green chemistry;98%
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 48h; UV-irradiation;98%
With dihydrogen peroxide In water at 20℃; for 0.5h;91%
108-45-2

m-phenylenediamine

108-46-3

recorcinol

Conditions
ConditionsYield
With sulfuric acid; water at 230℃; for 6h; Large scale;96.46%
Stage #1: m-phenylenediamine In water at 20℃; for 0.5h;
Stage #2: With sodium nitrite In water at 20℃; for 5h; Time;
80%
With hydrogenchloride at 180℃;
With sulfuric acid In water at 230℃; under 15001.5 Torr; for 7.5h; Reagent/catalyst; Temperature; Pressure; Autoclave;372 g
6626-15-9

4-Bromoresorcinol

108-46-3

recorcinol

Conditions
ConditionsYield
With sodium sulfite In water at 20℃; for 18h; Kinetics; Mechanism; Temperature; Green chemistry;96%
151-10-0

1,3-Dimethoxybenzene

108-46-3

recorcinol

Conditions
ConditionsYield
With sodium trimethylsilanethiolate In various solvent(s) at 185℃; for 24h; Mechanism; Product distribution; other reagents, other aryl methyl ethers;95%
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 185℃; for 24h;95%
With L-Selectride In tetrahydrofuran at 67℃; for 96h;93%
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Concentration; Autoclave; Inert atmosphere; Green chemistry;92%
With pyridinium p-toluenesulfonate for 0.025h; microwave irradiation;75%
150-19-6

O-methylresorcine

108-46-3

recorcinol

Conditions
ConditionsYield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 48h;78%
With aluminium(III) iodide; dimethyl sulfoxide In acetonitrile at 80℃; for 18h;78%
With aluminium(III) iodide; calcium oxide In acetonitrile at 80℃; for 18h;18%
30778-88-2

resorcin bis(tetrahydropyranyl)ether

108-46-3

recorcinol

Conditions
ConditionsYield
With montmorillonite K-10 In methanol at 40 - 50℃; for 0.6h;94%
721-26-6

1,3-di(2-hydroperoxy-2-propyl)benzene

A

67-64-1

acetone

B

108-46-3

recorcinol

Conditions
ConditionsYield
sulfur trioxide In 4-methyl-2-pentanone at 70℃; for 0.166667h; Product distribution / selectivity;A n/a
B 94%
626-02-8

3-Iodophenol

108-46-3

recorcinol

Conditions
ConditionsYield
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;93%
With formic acid; oxygen; triethylamine; copper(ll) bromide In acetonitrile at 20℃; for 48h; Irradiation;90%
With cesium hydroxide In water; dimethyl sulfoxide at 120℃; for 24h; Sealed tube; Inert atmosphere;88%
With copper(I) oxide; 2-(N,N-dimethylamino)ethanol; water; potassium hydroxide In dimethyl sulfoxide at 100℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere;87%
Kalischmelze;
13594-95-1

1,3-bis(allyloxy)benzene

108-46-3

recorcinol

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 1h; Heating;92%
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Chemistry

Empirical Formula: C6H6O2
Molecular Weight: 110.1106 
Index of Refraction: 1.612
Molar Refractivity: 30.01 cm3
Molar Volume: 86.2 cm3
Surface Tension: 57.1 dyne/cm
Density: 1.275 g/cm3
Flash Point: 131.9 °C
Boiling Point: 280 °C at 760 mmHg
Vapour Pressure: 0.00229 mmHg at 25 °C
Melting point: 109-112 °C(lit.)
Storage tempreture: 0-6 °C
Water solubility: 140 g/100 mL
Sensitive: Light sensitive
Appearance: Crystals or powder
Structure of Resorcinol (CAS NO.108-46-3):
                      
IUPAC Name: Benzene-1,3-diol
Canonical SMILES: C1=CC(=CC(=C1)O)O
InChI: InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
InChIKey: GHMLBKRAJCXXBS-UHFFFAOYSA-N
Product Category of Resorcinol (CAS NO.108-46-3): Color Former & Related Compounds;Developer;Functional Materials

Uses

 Resorcinol (CAS NO.108-46-3) is used as an antiseptic and disinfectant, and is used 5 to 10% in ointments in the treatment of chronic skin diseases and eczema of a sub-acute character. One emerging use is as a template molecule in supramolecular chemistry. It is used as an analytical reagent for the qualitative determinaion of ketoses, and is the starting material for resorcinarene molecules and the initiating explosive lead styphnate. Resorcinol is also used as a chemical intermediate for the synthesis of pharmaceuticals and other organic compounds. It is used in the production of diazo dyes and plasticizers and as a UV absorber in resins.

Production

 3-Ethylphenol (CAS NO.620-17-7) is obtained on fusing many resins with potassium hydroxide, or by the distillation of Brazilwood extract. It also may be prepared synthetically by fusing 3-iodophenol, phenol-3-sulfonic acid or benzene-1,3-disulfonic acid with potassium carbonate; by the action of nitrous acid on 3-aminophenol; or by the action of 10% hydrochloric acid on 1,3-diaminobenzene. Many ortho- and para-compounds of the aromatic series also yield resorcinol on fusion with potassium hydroxide.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 110mg/kg (110mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913.
dog LDLo intravenous 700mg/kg (700mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
frog LDLo parenteral 270mg/kg (270mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
CARDIAC: OTHER CHANGES
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 166, Pg. 437, 1932.
guinea pig LDLo subcutaneous 400mg/kg (400mg/kg) BEHAVIORAL: EXCITEMENT
BEHAVIORAL: TETANY
BEHAVIORAL: COMA
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.
human LDLo oral 29mg/kg (29mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 519, 1969.
mouse LD50 intraperitoneal 215mg/kg (215mg/kg)   Bulletin of Experimental Biology and Medicine Vol. 61, Pg. 291, 1966.
mouse LD50 oral 200mg/kg (200mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 105, 1991.
mouse LD50 subcutaneous 213mg/kg (213mg/kg)   Zeitschrift fuer die Gesamte Innere Medizin und Ihre Grenzgebiete. Vol. 2, Pg. 333, 1947.
rabbit LD50 skin 3360mg/kg (3360mg/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE American Industrial Hygiene Association Journal. Vol. 37, Pg. 596, 1976.
rat LCLo inhalation 160mg/m3/1H (160mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 11-4/1970,
rat LD50 oral 301mg/kg (301mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 11-4/1970,
rat LDLo subcutaneous 400mg/kg (400mg/kg) BEHAVIORAL: EXCITEMENT
BEHAVIORAL: TETANY
BEHAVIORAL: COMA
Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.

Safety Profile

Hazard Codes: Xn,  N
Risk Statements:
22:  Harmful if swallowed 
50:  Very Toxic to aquatic organisms    
36/38:  Irritating to eyes and skin 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
61:  Avoid release to the environment. Refer to special instructions safety data sheet 

Specification

  Resorcinol , its cas register number is 108-46-3. It also can be called 1,3-Dihydroxybenzene ; 1,3-Benzenediol ; and 3-Hydroxycyclohexadien-1-one . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, Resorcinol (CAS NO.108-46-3) absorbs moisture or water from the air. It may discolor on exposure to air and light. It is not compatible with strong oxidizing agents, bases, acid chlorides, iron, ferric salts, acid anhydrides, alkalies, albumin, iron salts, antipyrine, methanol, acetanilide, camphor, urethane, spirit nitrous ether, and you must not take it with incompatible materials, light, dust generation, exposure to air, exposure to moist air or water, heat. And also prevent it to broken down into hazardous decomposition products: Carbon monoxide, carbon dioxide.

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