Catalog Number
ACMA00016759
Product Name
1,3-Dihydroxybenzene
Description
Resorcinol is a 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.;DryPowder; Liquid; OtherSolid; PelletsLargeCrystals;Solid;WHITE CRYSTALS. TURNS PINK ON EXPOSURE TO AIR AND LIGHT OR ON CONTACT WITH IRON.;White needle-like crystals;White needles, plates, crystals, flakes, or powder with a faint odor. Turns pink on exposure to light if not completely pure.;White needles, plates, crystals, flakes, or powder with a faint odor. [Note: Turns pink on exposure to air or light, or contact with iron.]
IUPAC Name
benzene-1,3-diol
Molecular Weight
110.11g/mol
Molecular Formula
C6H6O2;C6H6O2
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
InChI Key
GHMLBKRAJCXXBS-UHFFFAOYSA-N
Boiling Point
531 to 536 °F at 760 mm Hg (NTP, 1992);280.0 °C;280 °C, but volatilizes at lower temperature and is slightly volatile with steam;280 °C;531°F;531°F
Melting Point
228 to 232 °F (NTP, 1992);111.0 °C;Mp 111 °;109.8 °C;111°C;110 °C;228-232°F;228°F
Flash Point
261 °F (NTP, 1992);261 °F (Closed cup);127 °C (261 °F) (Closed cup);261 °F (127 °C) (Closed cup);127 °C c.c.;261°F;261°F
Density
1.2 at 68 °F (USCG, 1999);1.278 g/cu cm at 20 °C;1.28 g/cm³;1.27 at 68°F;1.27
Solubility
greater than or equal to 100 mg/mL at 65.3° F (NTP, 1992);6.51 M;717 mg/mL at 25 °C;In water, 7.17X10+5 mg/L at 25 °C;1 g dissolves in 0.9 mL water at room temperature, 0.2 mL water at 80 °C;1 g dissolves in 0.9 mL alcohol; freely soluble in ether, glycerol; slightly soluble in chloroform;Very soluble in carbon tetrachloride; soluble in ethanol, ethyl ether; slightly soluble in benzene, chloroform;Soluble in DMSO /dimethyl sulfoxide/, acetone at greater than or equal to 100 mg/mL at 18 °C;717 mg/mL at 25 °C;Solubility in water, g/100ml: 140;soluble in water;moderately soluble (in ethanol);110%
Application
1,3-Dihydroxybenzene, also known as resorcinol, serves as a vital compound in organic synthesis due to its versatile chemical properties. This white crystalline solid, known for its sweetish taste and distinctive odor, changes color upon exposure to air, light, or iron. Primarily utilized as a raw material, 1,3-Dihydroxybenzene finds applications in the production of rubber adhesives, dyes, synthetic resins, and preservatives. Its role extends to the medical field, where it functions as an anti-itch and anti-fungal agent, used in treating conditions like eczema and acne. Moreover, it plays a significant part in manufacturing disinfectants such as mercurochrome and producing dyes like eosin, which is important for yarn dyeing and biological staining. Its chemical reactions, such as co-heating with phthalic anhydride or acylation with hexanoic acid, highlight its importance in creating complex compounds with antibacterial and antiseptic properties.
Color/Form
White needle-like crystals;Needles from benzene; platelets from water;Rhombic tablets and pyramids;Platelets from ethanol. Very white crystals;It exists in at least two crystalline modifications. Crystalline resorcinol turns pale red in the presence of light and air and is hygroscopic. It is miscible in water.;White needles, plates, crystals, flakes, or powder [Note: Turns pink on exposure to air or light, or contact with iron]
Covalently-Bonded Unit Count
1
EC Number
203-585-2;500-056-0
Exact Mass
110.036779g/mol
Log P
0.8 (LogP);0.80;log Kow = 0.80;0.80;0.79-0.93
MeSH Entry Terms
resorcin;resorcinol;resorcinol disodium salt;resorcinol, monocopper (2+) salt
Monoisotopic Mass
110.036779g/mol
Odor
Faint, characteristic odor
Other Experimental
Density of saturated air: 1.0739 (Air = 1); Percent in saturated air: 2.64% by volume (25 °C);Density, solid (g/cu cm; 20 °C): 1.278 (alpha-phase), 1.327 (beta phase); Density aqueous solution (5.0 mol/L, 20 °C): 1.1101 g/cu cm;Heat of fusion at mp: 21.0 kJ/mol; Heat of vaporization (kJ/mol): 78.2 at 110 °C, 75.2 at 150 °C, 72.0 at 190 °C;Crystals; MP 109.1 °C /USP XX/;White flakes, crystals, or powder /Technical/;1 mg/L = 222.3 ppm; 1 ppm = 0.00450 mg/L at 25 °C 760 mm Hg;Resorcinol crystallizes in the orthorhombic hemimorphic system, and its crystals are colorless, triboluminescent, and piezoelectric. X-ray diffraction measurements indicate that resorcinol crystallizes in the form which is converted to the BETA form at 74 °C; the latter is more dense (d= 1.33 g/cu cm), as a result of hydrogen bonding between oriented molecules in the crystal lattice.;Vapor pressure = 1 mm Hg at 108.4 °C;Golden-yellow, thick, syrupy, oily liquid. BP approximately 283 °C with decomposition. Insoluble in water. Miscible with alcohol, benzene, chloroform, acetone. Soluble in solutions of alkali hydroxides /Resorcinol monoacetate/;Henry's Law constant = 9.88X10-11 atm-cu m/mol at 25 °C (est);Hydroxyl radical reaction rate constant = 2.0X10-10 cu cm/molecule-sec at 25 °C (est)
Refractive Index
Index of refraction = 1.578 at 25 °C/D
Stability
Hygroscopic;Stable under recommended storage conditions.
UN Number
2876;2876;2876;2876;2876
Vapor Density
3.79 (NTP, 1992) (Relative to Air);3.79 (Air = 1);3.79
Vapor Pressure
1 mm Hg at 227.1 °F ; 0.0002 mm Hg at 77° F (NTP, 1992);4.89e-04 mmHg;4.89X10-4 mm Hg at 25 °C;Vapor pressure, Pa at 20 °C: 0.065;0.0002 mmHg at 77°F;(77°F): 0.0002 mmHg
