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Resorcinol

Resorcinol
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Benzene-1,3-diol
Other names
Resorcinol
Resorcin
m-Dihydroxybenzene
1,3-Benzenediol
1,3-Dihydroxybenzene
3-Hydroxyphenol
m-Hydroquinone
m-Benzenediol
Identifiers
108-46-3 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:27810 N
ChEMBL ChEMBL24147 YesY
ChemSpider 4878 YesY
ECHA InfoCard 100.003.260
KEGG D00133 YesY
PubChem 5054
UNII YUL4LO94HK YesY
UN number 2876
Properties
C6H6O2
Molar mass 110.1 g/mol
Appearance White solid, turns pink on exposure to air, light, and iron
Odor Faint
Density 1.28 g/cm3, solid
Melting point 110 °C (230 °F; 383 K)
Boiling point 277 °C (531 °F; 550 K)
110 g/100 mL at 20 °C
Vapor pressure 0.0002 mmHg (25°C)
Acidity (pKa) 9.15
-67.26·10−6 cm3/mol
2.07±0.02 D
Pharmacology
D10AX02 (WHO) S01AX06 (WHO)
Hazards
Harmful (Xn)
Dangerous for
the environment (N)
Flash point 127 °C; 261 °F; 400 K
Explosive limits 1.4%-?
US health exposure limits (NIOSH):
PEL (Permissible)
none
REL (Recommended)
TWA 10 ppm (45 mg/m3) ST 20 ppm (90 mg/m3)
IDLH (Immediate danger)
N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Resorcinol (or resorcin) is a benzenediol (m-dihydroxybenzene).

It is the 1,3-isomer (or meta-isomer) of benzenediol with the formula C6H4(OH)2. Austrian chemist Heinrich Hlasiwetz (1825–1875) is remembered for his chemical analysis of resorcinol and for his part in the first preparation of resorcinol, along with Ludwig Barth, which was published in 1864.

Benzene-1,3-diol is the name recommended by the International Union of Pure and Applied Chemistry (IUPAC) in its 1993 Recommendations for the Nomenclature of Organic Chemistry.

It is produced when any of a large number of resins (e.g., galbanum, asafoetida, etc.) are melted with potassium hydroxide, or by the distillation of Brazilwood extract. It may be prepared synthetically by melting 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 on 1,3-diaminobenzene. Many ortho- and para-compounds of the aromatic series (for example, the bromophenols, benzene-para-disulfonic acid) also yield resorcinol on fusion with potassium hydroxide.


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