Resorcinol

Resorcinol
Skeletal formula
Skeletal formula
Ball-and-stick model
Ball-and-stick model
Names
Preferred IUPAC name
Benzene-1,3-diol[1]
Other names
Resorcinol[1]
Resorcin
m-Dihydroxybenzene
1,3-Benzenediol
1,3-Dihydroxybenzene
3-Hydroxyphenol
m-Benzenediol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.260 Edit this at Wikidata
KEGG
UNII
UN number 2876
  • InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H checkY
    Key: GHMLBKRAJCXXBS-UHFFFAOYSA-N checkY
  • InChI=1/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
    Key: GHMLBKRAJCXXBS-UHFFFAOYAB
  • c1cc(cc(c1)O)O
Properties
C6H6O2
Molar mass 110.111 g/mol
Appearance White solid[2]
Odor Faint[2]
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)[2]
Acidity (pKa) 9.15[3]
−67.26×10−6 cm3/mol
1.578[4]
2.07±0.02 D[5]
Thermochemistry
-368.0 kJ·mol−1[4]
Enthalpy of fusion fHfus)
20.4 kJ·mol−1[4]
Pharmacology
D10AX02 (WHO) S01AX06 (WHO)
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
H302, H313, H315, H318, H400
P273, P280, P305+P351+P338
Flash point 127 °C; 261 °F; 400 K[2]
608 °C (1,126 °F; 881 K)[4]
Explosive limits 1.4%-?[2]
NIOSH (US health exposure limits):
PEL (Permissible)
none[2]
REL (Recommended)
TWA 10 ppm (45 mg/m3) ST 20 ppm (90 mg/m3)[2]
IDLH (Immediate danger)
N.D.[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Resorcinol (or resorcin) is a phenolic compound. It is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or meta-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide.[6]

  1. ^ a b "Front Matter". Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 691. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0543". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Gawron, O.; Duggan, M.; Grelechi, C. (1952). "Manometric Determination of Dissociation Constants of Phenols". Analytical Chemistry. 24 (6): 969–970. doi:10.1021/ac60066a013.
  4. ^ a b c d CRC handbook of chemistry and physics: a ready-reference book of chemical and physical data. William M. Haynes, David R. Lide, Thomas J. Bruno (2016-2017, 97th ed.). Boca Raton, Florida. 2016. ISBN 978-1-4987-5428-6. OCLC 930681942.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
  5. ^ Lander, John J.; Svirbely, John J. Lander, W. J. (1945). "The Dipole Moments of Catechol, Resorcinol and Hydroquinone". Journal of the American Chemical Society. 67 (2): 322–324. doi:10.1021/ja01218a051.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. ^ K. W. Schmiedel; D. Decker (2012). "Resorcinol". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a23_111.pub2. ISBN 978-3527306732.