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Anthracene-9-carbaldehyde

Anthracene-9-carbaldehyde is the most common monoaldehyde derivative of anthracene. It is a yellow solid that is soluble in common organic solvents. It is prepared by Vilsmeier formylation of anthracene.[1][2] The compound is also used as a building block for supramolecular assemblies.[3]Hydrogenation of 9-anthracenecarboxaldehyde gives 9-anthracenemethanol.

Anthracene-9-carbaldehyde
Names
Preferred IUPAC name
Anthracene-9-carbaldehyde
Other names
9-Anthraldehyde, 9-Anthracenaldehyde, Anthracene-9-carbaldehyde
Identifiers
  • 642-31-9 Y
3D model (JSmol)
  • Interactive image
639167
ChemSpider
  • 62710
ECHA InfoCard 100.010.349
EC Number
  • 211-383-0
  • 69504
UNII
  • 353S277YHY Y
  • DTXSID9060940
  • InChI=1S/C15H10O/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-10H
    Key: YMNKUHIVVMFOFO-UHFFFAOYSA-N
  • C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=O
Properties
C15H10O
Molar mass 206.244 g·mol−1
Appearance yellow solid
Melting point 104 °C (219 °F; 377 K)
Hazards
GHS labelling:
Warning
H302, H312, H315, H319, H332, H335
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References edit

  1. ^ Fieser, L. F.; Hartwell, J. L.; Jones, J. E.; Wood, J. H.; Bost, R. W. (1940). "9-Anthraldehyde; 2-Ethoxy-1-Naphthaldehyde". Organic Syntheses. 20: 11. doi:10.15227/orgsyn.020.0011.
  2. ^ Jones, Gurnos; Stanforth, Stephen P. (1996). "The Vilsmeier Reaction of Fully Conjugated Carbocycles and Heterocycles". Organic Reactions. pp. 1–330. doi:10.1002/0471264180.or049.01. ISBN 0471264180.
  3. ^ Lindsey, Jonathan S.; Wagner, Richard W. (1989). "Investigation of the Synthesis of ortho-Substituted Tetraphenylporphyrins". The Journal of Organic Chemistry. 54 (4): 828–836. doi:10.1021/jo00265a021.

anthracene, carbaldehyde, most, common, monoaldehyde, derivative, anthracene, yellow, solid, that, soluble, common, organic, solvents, prepared, vilsmeier, formylation, anthracene, compound, also, used, building, block, supramolecular, assemblies, hydrogenatio. Anthracene 9 carbaldehyde is the most common monoaldehyde derivative of anthracene It is a yellow solid that is soluble in common organic solvents It is prepared by Vilsmeier formylation of anthracene 1 2 The compound is also used as a building block for supramolecular assemblies 3 Hydrogenation of 9 anthracenecarboxaldehyde gives 9 anthracenemethanol Anthracene 9 carbaldehyde NamesPreferred IUPAC name Anthracene 9 carbaldehydeOther names 9 Anthraldehyde 9 Anthracenaldehyde Anthracene 9 carbaldehydeIdentifiersCAS Number 642 31 9 Y3D model JSmol Interactive imageBeilstein Reference 639167ChemSpider 62710ECHA InfoCard 100 010 349EC Number 211 383 0PubChem CID 69504UNII 353S277YHY YCompTox Dashboard EPA DTXSID9060940InChI InChI 1S C15H10O c16 10 15 13 7 3 1 5 11 13 9 12 6 2 4 8 14 12 15 h1 10HKey YMNKUHIVVMFOFO UHFFFAOYSA NSMILES C1 CC C2C C1 C C3C CC CC3 C2C OPropertiesChemical formula C 15H 10OMolar mass 206 244 g mol 1Appearance yellow solidMelting point 104 C 219 F 377 K HazardsGHS labelling PictogramsSignal word WarningHazard statements H302 H312 H315 H319 H332 H335Precautionary statements P261 P264 P270 P271 P280 P301 P312 P302 P352 P304 P312 P304 P340 P305 P351 P338 P312 P321 P322 P330 P332 P313 P337 P313 P362 P363 P403 P233 P405 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences edit Fieser L F Hartwell J L Jones J E Wood J H Bost R W 1940 9 Anthraldehyde 2 Ethoxy 1 Naphthaldehyde Organic Syntheses 20 11 doi 10 15227 orgsyn 020 0011 Jones Gurnos Stanforth Stephen P 1996 The Vilsmeier Reaction of Fully Conjugated Carbocycles and Heterocycles Organic Reactions pp 1 330 doi 10 1002 0471264180 or049 01 ISBN 0471264180 Lindsey Jonathan S Wagner Richard W 1989 Investigation of the Synthesis of ortho Substituted Tetraphenylporphyrins The Journal of Organic Chemistry 54 4 828 836 doi 10 1021 jo00265a021 nbsp This article about a hydrocarbon is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Anthracene 9 carbaldehyde amp oldid 1107582552, wikipedia, wiki, book, books, library,

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