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Resorcinol information


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
CAS Number
  • 108-46-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:27810 ☒N
ChEMBL
  • ChEMBL24147 checkY
ChemSpider
  • 4878 checkY
ECHA InfoCard 100.003.260 Edit this at Wikidata
KEGG
  • D00133 checkY
PubChem CID
  • 5054
UNII
  • YUL4LO94HK checkY
UN number 2876
CompTox Dashboard (EPA)
  • DTXSID2021238 Edit this at Wikidata
InChI
  • 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
SMILES
  • c1cc(cc(c1)O)O
Properties
Chemical formula
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)
Solubility in water
110 g/100 mL at 20 °C
Vapor pressure 0.0002 mmHg (25 °C)[2]
Acidity (pKa) 9.15[3]
Magnetic susceptibility (χ)
−67.26×10−6 cm3/mol
Refractive index (nD)
1.578[4]
Dipole moment
2.07±0.02 D[5]
Thermochemistry
Std enthalpy of
formation fH298)
-368.0 kJ·mol−1[4]
Enthalpy of fusion fHfus)
20.4 kJ·mol−1[4]
Pharmacology
ATC code
D10AX02 (WHO) S01AX06 (WHO)
Hazards
GHS labelling:
Pictograms
GHS05: CorrosiveGHS07: Exclamation markGHS09: Environmental hazard
Hazard statements
H302, H313, H315, H318, H400
Precautionary statements
P273, P280, P305+P351+P338
Flash point 127 °C; 261 °F; 400 K[2]
Autoignition
temperature
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 ?)
Infobox references

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.

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Resorcinol

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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...

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Resorcinol glue

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Resorcinol glue, also known as resorcinol-formaldehyde, is an adhesive combination of resin and hardener that withstands long-term water immersion and...

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Chrysoine resorcinol

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Chrysoine resorcinol is a synthetic azo dye which was formerly used as a food additive.[citation needed] In Europe, it was banned as a food additive in...

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Alkylresorcinol

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odd-numbered alkyl side chain with up to 27 carbon atoms attached to a polar resorcinol (1,3-dihydroxybenzene) ring. Alkylresorcinols are relatively rare in nature...

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Resveratrol

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4′-Trihydroxystilbene; 3,4′,5-Stilbenetriol; trans-Resveratrol; (E)-5-(p-Hydroxystyryl)resorcinol; (E)-5-(4-hydroxystyryl)benzene-1,3-diol Identifiers CAS Number 501-36-0 Y...

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Wood glue

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greenhouse gas emissions is 2.04 kg CO2-eq./kg of Urea-formaldehyde adhesive. Resorcinol-formaldehyde resin glue is very strong and durable (resisting immersion...

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Clearasil

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medication, whose products contain chiefly benzoyl peroxide, sulfur and resorcinol, triclosan, or salicylic acid as active ingredients. Clearasil has a wide...

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Azo violet

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salt) to produce a diazonium intermediate. This is then reacted with resorcinol, dissolved in a sodium hydroxide solution, via an azo coupling reaction...

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Aerogel

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creation of aerogel powders or as a framework for composite aerogels. Resorcinol–formaldehyde aerogel (RF aerogel) is made in a way similar to production...

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Cumene process

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+ H2O}}} Resorcinol is analogously prepared by converting 1,3-Diisopropylbenzene into the bis(hydroperoxide), which fragments to resorcinol and acetone...

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Orcinol

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species Camponotus saundersi. It is a colorless solid. It is related to resorcinol, 1,3-C6H4(OH)2. Orcinol was first prepared by dehydroacetic acid, a conversion...

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Diglycidyl resorcinol ether

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Diglycidyl resorcinol ether, also called Resorcinol diglycidyl ether (RDGE) is a liquid aromatic organic chemical compound and chemically a glycidyl ether...

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Dihydroxybenzenes

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catechol, 1,3-dihydroxybenzene (the meta isomer) is commonly known as resorcinol, and 1,4-dihydroxybenzene (the para isomer) is commonly known as hydroquinone...

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Hydrogen peroxide

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Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid Sulfur Urea (urea-containing cream) Lithium salts Lithium...

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Tire

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additives will also be added to the rubber to improve binding, such as resorcinol/HMMM mixtures. The elastomer, which forms the tread and encases the cords...

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Dupilumab

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Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid Sulfur Urea (urea-containing cream) Lithium salts Lithium...

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Plywood

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plywood are designed to withstand moisture, and use a water-resistant resorcinol-formaldehyde or phenol-formaldehyde glue to prevent delamination and to...

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Keratolytic

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also be used to effectively treat acne and cradle cap in some patients. Resorcinol is another keratolytic that is usually combined with sulfur. Urea acts...

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Calixarene

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hydroxyalkylation. The related resorcinarenes and pyrogallolarenes are produced from resorcinol and pyrogallol, respectively. The aldehyde most often used is formaldehyde...

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Diclofenac

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Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid Sulfur Urea (urea-containing cream) Lithium salts Lithium...

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Ketose

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differentiated through Seliwanoff's test, where the sample is heated with acid and resorcinol. The test relies on the dehydration reaction which occurs more quickly...

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Spironolactone

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Cyclosporin Pimecrolimus Tacrolimus Isotretinoin Keratolytics Coal tar Resorcinol Salicylic acid Sulfur Urea (urea-containing cream) Lithium salts Lithium...

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Betel

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p-coumarate. Roots contain aristololactam A-II, a phenylpropene, 4-allyl resorcinol and a diketosteroid stigmast-4-en-3,6-dione. Its essential oil consists...

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Catechin

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C ring) with a hydroxyl group on carbon 3. The A ring is similar to a resorcinol moiety while the B ring is similar to a catechol moiety. There are two...

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