anthrol
{{Chembox
|Section1={{Chembox Identifiers
| index1_label=1-
| index2_label=2-
| index3_label=9-
| index4_label=1,2-
| index5_label=1,2,3-
| QID1 = Q27117030
| QID2 = Q27117031
| QID4 = Q27149391
| PubChem1=123077
| PubChem2=99503
| PubChem3=10731
| PubChem4=155464
| PubChem5 = 22491594
| ChemSpiderID1 = 109698
| ChemSpiderID2 = 89896
| ChemSpiderID3 = 10278
| ChemSpiderID4 = 136955
| EC_number1 = 275-152-6
| ChEMBL1 = 3277318
| ChEBI1 = 37090
| ChEBI2 = 37091
| ChEBI3 = 40753
| ChEBI4 = 80376
| CASNo1 = 610-50-4
| CASNo2 = 613-14-9
| CASNo3 = 529-86-2
| CASNo4 = 577-95-7
| CASNo5 = 109439-88-5
| UNII1 = 6W78ZMQ2ZT
| UNII2 = A1C592Z5Y5
| UNII3 = 15PF96Z0OC
| Beilstein = 1869102
| Gmelin = 185412
| KEGG4 = C16204
| InChI1=1S/C14H10O/c15-14-7-3-6-12-8-10-4-1-2-5-11(10)9-13(12)14/h1-9,15H
| InChI3=1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9,15H
| InChIKey3 = AUKRYONWZHRJRE-UHFFFAOYSA-N
| SMILES3 = C1=CC=C2C(=C1)C=C3C=CC=CC3=C2O
| InChI2=1S/C14H10O/c15-14-6-5-12-7-10-3-1-2-4-11(10)8-13(12)9-14/h1-9,15H
| InChIKey2 = BQBWUVWMUXGILF-UHFFFAOYSA-N
| SMILES2 = C1=CC=C2C=C3C=C(C=CC3=CC2=C1)O
| InChIKey1 = MUVQKFGNPGZBII-UHFFFAOYSA-N
| SMILES1 = C1=CC=C2C=C3C(=CC2=C1)C=CC=C3O
| InChI4=1S/C14H10O2/c15-13-6-5-11-7-9-3-1-2-4-10(9)8-12(11)14(13)16/h1-8,15-16H
| InChIKey4 = UTCOUOISVRSLSH-UHFFFAOYSA-N
| SMILES4 = C1=CC=C2C=C3C(=CC2=C1)C=CC(=C3O)O
| InChI5=1S/C14H10O3/c15-12-7-10-5-8-3-1-2-4-9(8)6-11(10)13(16)14(12)17/h1-7,15-17H
| InChIKey5 = SLOLMTWBBAFOKJ-UHFFFAOYSA-N
| SMILES5 = C1=CC=C2C=C3C(=CC2=C1)C=C(C(=C3O)O)O
}}
}}
Anthrols (sometimes called anthranols) are the hydroxylated derivatives of anthracene. For the monohydroxo derivatives, three isomers are possible: 1-anthrol, 2-anthrol, and 9-anthrol. The latter exists as a minor tautomer of 9-anthrone.
class="sortable wikitable"
|+Monohydroxo isomers |
Name
! CAS ! colspan=2 | Melting point ! Structure |
---|
1-anthrol, 1-hydroxyanthracene
| 610-50-4 | {{cvt|150|C|F|disp=table|abbr=on}} | 135px |
2-anthrol, 2-hydroxyanthracene
| 613-14-9 | {{cvt|166|C|F|disp=table|abbr=on}} |
9-anthrol, 9-hydroxyanthracene{{cite journal|doi=10.1021/jo052615q|pmid=16674042|title=Tautomeric Equilibria and Pi Electron Delocalization for Some Monohydroxyarenes Quantum Chemical Studies|journal=The Journal of Organic Chemistry|volume=71|issue=10|pages=3727–3736|year=2006|last1=Ośmiałowski|first1=Borys|last2=Raczyńska|first2=Ewa D.|last3=Krygowski|first3=Tadeusz M.}}
| 529-86-2 | {{cvt|152|C|F|disp=table|abbr=on}} |