1.0 2010-04-08 22:09:59 UTC 2015-07-20 22:46:51 UTC FDB012090 Methoxybenzene Flavouring agent Anisole is a precursor to perfumes, insect pheromones, and pharmaceuticals. For example, synthetic anethole is prepared from anisole.; Anisole undergoes electrophilic aromatic substitution reaction more quickly than does benzene, which in turn reacts more quickly than nitrobenzene. The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites. The enhanced nucleophilicity of anisole vs benzene reflects the influence of the methoxy group, which renders the ring more electron-rich. The methoxy group strongly affects the pi cloud of the ring, moreso than the inductive effect of the electronegative oxygen. Anisol Anisole Anisole [UN2222] [Flammable liquid] Anisole, 8CI Anizol Benzene, methoxy Benzene, methoxy- Ether, methyl phenyl Ether, methyl phenyl- FEMA 2097 HSDB 44 Methoxy-benzene Methoxy-benzene (anisol) Methyl phenyl ether Methyl phenyl-ether Phenol methyl ether Phenoxymethane Phenyl methyl ether C7H8O 108.1378 108.057514878 anisole anisole 100-66-3 COC1=CC=CC=C1 InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 RDOXTESZEPMUJZ-UHFFFAOYSA-N belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Anisoles Organic compounds Benzenoids Phenol ethers Anisoles Aromatic homomonocyclic compounds Alkyl aryl ethers Hydrocarbon derivatives Methoxybenzenes Phenoxy compounds Alkyl aryl ether Anisole Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenoxy compound a small molecule monomethoxybenzene logp 2.10 ALOGPS logs -1.54 ALOGPS solubility 3.14e+00 g/l ALOGPS melting_point Mp -37.5° logp 1.82 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac anisole ChemAxon average_mass 108.1378 ChemAxon mono_mass 108.057514878 ChemAxon smiles COC1=CC=CC=C1 ChemAxon formula C7H8O ChemAxon inchi InChI=1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3 ChemAxon inchikey RDOXTESZEPMUJZ-UHFFFAOYSA-N ChemAxon polar_surface_area 9.23 ChemAxon refractivity 32.52 ChemAxon polarizability 11.8 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 6334 Specdb::MsIr 6335 Specdb::MsMs 28115 Specdb::MsMs 28116 Specdb::MsMs 28117 Specdb::MsMs 34673 Specdb::MsMs 34674 Specdb::MsMs 34675 Specdb::MsMs 2271819 Specdb::MsMs 2271820 Specdb::MsMs 2271821 Specdb::MsMs 3067676 Specdb::MsMs 3067677 Specdb::MsMs 3067678 Specdb::NmrOneD 4420 Specdb::NmrOneD 4538 Specdb::NmrOneD 123498 Specdb::NmrOneD 123499 Specdb::NmrOneD 123500 Specdb::NmrOneD 123501 Specdb::NmrOneD 123502 Specdb::NmrOneD 123503 Specdb::NmrOneD 123504 Specdb::NmrOneD 123505 Specdb::NmrOneD 123506 Specdb::NmrOneD 123507 Specdb::NmrOneD 123508 Specdb::NmrOneD 123509 Specdb::NmrOneD 123510 Specdb::NmrOneD 123511 Specdb::NmrOneD 123512 Specdb::NmrOneD 123513 Specdb::NmrOneD 123514 Specdb::NmrOneD 123515 Specdb::NmrOneD 123516 Specdb::NmrOneD 123517 Specdb::CMs 3308 Specdb::CMs 27151 Specdb::CMs 27774 Specdb::CMs 29447 Specdb::CMs 101435 Specdb::CMs 101436 Specdb::CMs 101437 Specdb::CMs 131038 Specdb::CMs 138772 HMDB33895 16579 #<Reference:0x000055ce31614770> #<Reference:0x000055ce31614540> alcohol anise butter cheese ethereal gasoline phenolic