| Identification | More | [Name]
Pyrocatechol | [CAS]
120-80-9 | [Synonyms]
1,2-BENZENEDIOL
1,2-DIHYDROXYBENZENE
AKOS BBS-00004222
CATECHOL
O-DIHYDROXYBENZENE
O-DIOXYBENZENE
PYROCATECHIN
PYROCATECHOL
1,2-Benzenediol (pyrocatechol)
1,2-benzenediol[qr]
1,2-dihydroxybenzene[qr]
2-Hydroxyphenol
2-hydroxyphenol[qr]
ai3-03995[qr]
Benzene, o-dihydroxy-
benzene,1,2-dihydroxy-
benzene,o-dihydroxy-[qr]
benzene-1,2-diol
c.i. 76500
c.i. Oxidation base 26 | [EINECS(EC#)]
204-427-5 | [Molecular Formula]
C6H6O2 | [MDL Number]
MFCD00002188 | [Molecular Weight]
110.11 | [MOL File]
120-80-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Catechol is a white crystalline solid. Turns
brown on contact with light and air. | [Melting point ]
100-103 °C (lit.) | [Boiling point ]
245 °C (lit.) | [density ]
1,371 g/cm3 | [vapor density ]
3.8 (vs air)
| [vapor pressure ]
1 mm Hg ( 75 °C)
| [refractive index ]
1.6120 (estimate) | [Fp ]
279 °F
| [storage temp. ]
Store at RT. | [solubility ]
430g/l | [form ]
Crystalline Flakes | [pka]
9.85(at 20℃) | [color ]
white to faintly beige | [PH]
6 (100g/l, H2O, 20℃) | [Stability:]
Stable. Substances to be avoided include acid chlorides, acid anhydrides, bases, oxidizing agents, nitric acid. Light sensitive; may discolour on exposure to air. Combustible. | [explosive limit]
1.97%(V) | [Water Solubility ]
430 g/L (20 ºC) | [Sensitive ]
Air & Light Sensitive | [Merck ]
14,7999 | [BRN ]
471401 | [Exposure limits]
TLV-TWA 5 ppm (～22 mg/m3) (ACGIH). . | [LogP]
0.93 | [CAS DataBase Reference]
120-80-9(CAS DataBase Reference) | [IARC]
2B (Vol. 15, Sup 7, 71) 1999 | [NIST Chemistry Reference]
1,2-Benzenediol(120-80-9) | [EPA Substance Registry System]
120-80-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R21/22:Harmful in contact with skin and if swallowed .
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37:Wear suitable gloves . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
2
| [RTECS ]
UX1050000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29072900 | [Safety Profile]
Poison by ingestion,
subcutaneous, intraperitoneal, intravenous,
and parenteral routes. Moderately toxic by
skin contact. Experimental reproductive
effects. Can cause dermatitis on skin
contact. An allergen. Human mutation data
reported. Questionable carcinogen. Systemic
effects sirmlar to those of phenol.
Combustible when exposed to heat or
flame; can react vigorously with oxidizing
materials. Hypergolic reaction with
concentrated nitric acid. To fight fire, use
water, CO2, dry chemical. When heated to
decomposition it emits acrid smoke and
irritating fumes. See also PHENOL. | [Hazardous Substances Data]
120-80-9(Hazardous Substances Data) | [Toxicity]
LD50 in mice (mg/kg): 260 orally; 190 i.p. (Lehman) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Hydrogen peroxide-->Phenol-->Chlorosulfonic acid-->2-Butanone-->Cyclohexanone-->Hydroquinone-->4-Methyl-2-pentanone-->Guaiacol-->Montmorillonite K10-->2-Chlorophenol-->CREOSOTE-->Protocatechuic acid-->2-Methoxy-4-methylphenol | [Preparation Products]
Hydroquinone-->Carbofuran-->Ethyl vanillin-->Piperonyl aldehyde-->Propoxur-->2,3-Dihydro-2,2-dimethyl-7-benzofuranol-->4'-FORMYLBENZO-15-CROWN 5-ETHER-->1,3-Benzodioxole-->DIETHOFENCARB-->2-(5-BROMO-2-PYRIDYLAZO)-5-(DIETHYLAMINO)PHENOL-->1,2-Dimethoxybenzene-->2,3-DIHYDRO-1,4-BENZODIOXINE-2-CARBONYL CHLORIDE-->4-tert-Butylcatechol-->1-Bromo-1-cyclopentene-->O-BROMANIL-->3,4-(Methylenedioxy)phenylacetonitrile-->Benzo-15-crown-5-->1,2-Diethoxybenzene-->2-Isopropoxyphenol-->[[o-(allyloxy)phenoxy]methyl]oxirane-->2-[(2-METHYL-2-PROPENYL)OXY]-PHENOL-->PIPERONYL FORMALDEHYDE-->BENZO[1,3]DIOXOLE-5-SULFONYL CHLORIDE-->2,3-DIHYDRO-1,4-BENZODIOXIN-2-METHANOL 4-METHYLBENZENESULFONATE-->2-Chloro-3',4'-dihydroxyacetophenone-->CATECHOLBORANE-->Piperonyl chloride-->2-(Allyloxy)phenol-->2-HYDROXYMETHYL-1,4-BENZODIOXANE-->1-Iodoheptane-->Pyrocatechol Violet-->Adrenalone-->1-(3,4-dihydroxyphenyl)-2-[(1-methylethyl)amino]ethan-1-one-->4-BROMOCATECHOL-->Isoproterenol |
| Hazard Information | Back Directory | [General Description]
Solid; white; odorless. Sinks and mixes with water. | [Reactivity Profile]
POISONOUS GASES MAY BE PRODUCED WHEN HEATED. CATECHOL(120-80-9) may form toxic fumes at high temperatures. [USCG, 1999]. This compound can react with acid chlorides, acid anhydrides, bases and oxidizing agents. CATECHOL(120-80-9) reacts violently on contact with concentrated nitric acid. CATECHOL(120-80-9) acts as a reducing agent . | [Air & Water Reactions]
Turns brown on exposure to air and light, especially when moist. Water soluble. Aqueous solutions soon turn brown on exposure to air and light. | [Hazard]
Strong irritant. Toxic by skin absorption.
Eye and upper respiratory tract irritant, and der-
matitis. Possible carcinogen.
| [Health Hazard]
DUST: Irritating to eyes, nose and throat. If inhaled will cause coughing or difficult breathing. SOLID: Will burn skin and eyes. Harmful if swallowed. | [Potential Exposure]
Used as a chemical intermediate;
pharmaceutical and veterinary drug; as an antiseptic; in
photography; in dyestuff manufacture and application. It is
also used in electroplating, in the formulation of specialty
inks; in antioxidants; and light stabilizers. | [Fire Hazard]
Combustible. POISONOUS GASES MAY BE PRODUCED WHEN HEATED. May form toxic fumes at high temperatures. | [First aid]
Move victim to fresh air. Call 911 or emergency
medical service. Give artificial respiration if victim is not
breathing. Do not use mouth-to-mouth method if victim
ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way
valve or other proper respiratory medical device.
Administer oxygen if breathing is difficult. Remove and
isolate contaminated clothing and shoes. In case of contact
with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact,
avoid spreading material on unaffected skin. Keep victim
warm and quiet. Effects of exposure (inhalation, ingestion,
or skin contact) to substance may be delayed. Ensure that
medical personnel are aware of the material(s) involved
and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing
overexposure, as pulmonary edema may be delayed. As
first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
| [Shipping]
UN 2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required. | [Incompatibilities]
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. | [Description]
Catechol is a white crystalline solid. Turnsbrown on contact with light and air. Molecularweight=110.12; Specific gravity (H2O:1)=1.3; Boilingpoint=245.5℃; Freezing/Melting point=104℃. It sublimes readily; Vapor pressure=10 mmHg at 117℃; Flashpoint=127℃; Autoignition temperature=512℃.Explosive Limits in air: LEL=1.4%; UEL-Unknown.Hazard Identification (based on NFPA 704 M RatingSystem): Health 3, Flammability 1, Reactivity 2. Solubilityin water=44%. | [Chemical Properties]
Catechol is a white crystalline solid. Turns
brown on contact with light and air. | [Chemical Properties]
Off-white powder | [Uses]
In photography; dyeing fur; as reagent. | [Uses]
In the manufacture of rubber antioxidants
and monomer inhibitors to stop radical
polymerization; in dyes, as a photographic
developer; in formulations for pharmaceuticals,
perfumes, inks, and insecticides | [Uses]
Pyrocatechol is used in photography, in dyeing fur, and as a topical antiseptic. | [Definition]
A colourless crystalline
PHENOL containing two hydroxyl groups. It
is used in photographic developing. | [Production Methods]
Pyrocatechol may be obtained by the fusion of o-phenolsulfonic
acid with alkali, by heating chorophenol with a
solution of sodium hydroxide at 200°C in an autoclave, or
by cleavage of the methyl ether group of guaiacol (obtained
from beechwood tar) with hydriodic acid. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 45, p. 4275, 1980 DOI: 10.1021/jo01310a003 | [Flammability and Explosibility]
Nonflammable | [Carcinogenicity]
Pyrocatechol has been extensively
studied for its role in carcinogenesis of the rat glandular
stomach; it was concluded that pyrocatechol is
carcinogenic. When rats and mice were administered
0.8% pyrocatechol in their feed for life, there was an increase
in glandular stomach adenocarcinoma in both male and
female rats. Pyrocatechol also caused hyperplasia of the
glandular stomach in both rats and mice, a mechanism
that could cause promotion of carcinogen-initiated
cells; no effects on the esophagus or urinary bladder
were reported. There were no cutaneous neoplasms when
pyrocatechol was applied in dermal studies. Pyrocatechol
may be classified as a cocarcinogen because it enhanced the
number and/or incidence of lesions in the stomach induced
by several carcinogenic nitrosamines and cutaneous neoplasms
when administered dermally together with several
carcinogens. | [storage]
Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with catecholyou should be trained on its proper handling and storage.Before entering confined space where this chemical may bepresent, check to make sure that an explosive concentrationdoes not exist. Store in tightly closed containers in a cool,well-ventilated area away from strong oxidizers and acids.Use only nonsparking tools and equipment, especially whenopening and closing containers of this chemical. Sources ofignition, such as smoking and open flames, are prohibitedwhere this chemical is used, handled, or stored in a mannerthat could create a potential fire or explosion hazard. | [Purification Methods]
Crystallise catechol from *benzene or toluene and sublime it in vacuo. [Rozo et al. Anal Chem 58 2988 1986, Beilstein 6 IV 5557.] |
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