1.0 2010-04-08 22:06:02 UTC 2025-11-18 22:54:36 UTC FDB003997 Toluidine Toluidine, also known as toluidine red or c.i. pigment red 3, is a member of the class of compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Toluidine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Toluidine can be found in wild celery, which makes toluidine a potential biomarker for the consumption of this food product. The chemical properties of the toluidines are quite similar to those of aniline, and toluidines have properties in common with other aromatic amines. Due to the amino group bonded to the aromatic ring, the toluidines are weakly basic. The toluidines are poorly soluble in pure water but dissolve well in acidic water due to formation of ammonium salts, as usual for organic amines. ortho- and meta-toluidines are viscous liquids, but para-toluidine is a flaky solid. This difference is related to the fact that the p-toluidine molecules are more symmetrical. p-Toluidine can be obtained from reduction of p-nitrotoluene. p-Toluidine reacts with formaldehyde to form Tröger's base . ((4-Methyl-2-nitrophenyl)azo)-2-naphthol 1-((2-Nitro-4-methylphenyl)azo)-2-naphthol 1-((4-Methyl-2-nitrophenyl)azo)-2-naphthalenol 1-(4-Methyl-2-nitrophenylazo)-2-naphthol 1-(o-Nitro-p-tolylazo)-2-naphthol 1-[(4-methyl-2-nitrophenyl)azo]-2-Naphthalenol 1-[(4-methyl-2-nitrophenyl)diazenyl]-2-naphthol 1-[(E)-(4-methyl-2-nitrophenyl)diazenyl]-2-naphthol 2-Naphthalenol, 1-((4-methyl-2-nitrophenyl)azo)- 2-Naphthalenol, 1-(2-(4-methyl-2-nitrophenyl)diazenyl)- 2-Naphthalenol, 1-(4-Methyl-2-nitrophenylazo)-2-naphthol Accosperse toluidine red XL Adc toluidine red b Atlasol Spirit Red 3 Basoflex Red 361 C.I. Pigment Red 3 C.I. Pigment Red 3 (8CI) C.I.pigment Red 3 C.P. toluidine toner A-2989 C.P. Toluidine Toner A-2990 C.P. Toluidine Toner Dark RS-3340 C.P. toluidine toner deep X-1865 C.P. Toluidine Toner Light RS-3140 C.P. toluidine toner RT-6101 C.P. Toluidine Toner RT-6104 C.P.Toluidine Toner A-2989 C.P.Toluidine Toner A-2990 Ca lcotone toluidine red YP Calcotone toluidine red YP Carnelio helio red Cerven pigment 3 Chromatex red j Chromotex red j CI Pigment Red 3 CP Toluidine toner A-2989 d an d c red no. 35 D and C Red No. 35 dainachi permanent red 4 r Dainichi Permanent Red 4 R Deep fastona red duplex toluidine red l 20-3140 Eljon fast scarlet PV extra Eljon fast scarlet RN Enialit light red RL Fast red a (pigment) Fast red a (van) Fast red ab Fast red j Fast red je Fastona red b Fastona scarlet RL Fastona scarlet YS graphtol red A-4RL Hansa red b Hansa red g Hansa scarlet RB Hansa scarlet RN Hansa scarlet RNC Helio fast red BN Helio fast red RL Helio fast red RN Helio red RL Helio red toner Hispalit fast scarlet RN Independence red irgalite fast red P4R Irgalite fast scarlet RND Irgalite Red PV2 Irgalite red RNPX Irgalite scarlet RB Isol fast red HB Isol Fast Red RN2B Isol Fast Red RN2G Isol fast red RNB Isol fast red RNG Isol toluidine red HB Isol Toluidine Red RN2B Isol Toluidine Red RN2G Isol toluidine red RNB Isol toluidine red RNG Kromon helio fast red Kromon helio fast red YS lake red 4R Lake Red 4RII Lithol fast scarlet RN lutetia f ast red 3R Lutetia Fast Red 3R Lutetia fast scarlet RF Lutetia fast scarlet RJN Monolite fast scarlet ca Monolite fast scarlet gsa Monolite fast scarlet RB Monolite fast scarlet rba Monolite fast scarlet RN Monolite fast scarlet rna Monolite fast scarlet RNV Monolite fast scarlet RT no. 2 forthfast scarlet O-toluidine oralith red P4R permanent red 4R pigment red 3 Pigment red RL Pigment ruby Pigment scarlet Pigment scarlet [russian] Pigment scarlet b Pigment scarlet n Pigment scarlet r Polymo red FGN Recolite fast red BL Recolite fast red RBL Recolite fast red RL Recolite fast red RYL Sanyo scarlet Sanyo scarlet pure Sanyo Scarlet Pure No. 1000 Scarlet pigment RN Segnale Light Red 2B Segnale light red b Segnale light red BR Segnale Light Red C4R Segnale light red RL siegle red 1 Siegle red b Siegle red BB Silogomma red RLL Silosol red RBN Silosol red RN Siloton red BRLL Siloton red RLL symuler fast scarlet 4R Syton fast scarlet RB Syton fast scarlet RD Syton fast scarlet RN Tertropigment red hab Tertropigment scarlet LRN Toluidine red Toluidine Red 3B Toluidine Red 4R Toluidine red BFB Toluidine red BFGG Toluidine Red D 28-3930 Toluidine red light Toluidine Red M 20-3785 Toluidine red r Toluidine Red RT-115 Toluidine red toner Toluidine Red XL 20-3050 Toluidine toner Toluidine Toner L 20-3300 Vers al scarlet PRNL Versal scarlet PRNL Vulcafor scarlet a C17H13N3O3 307.3034 307.095691297 (1Z)-1-[2-(4-methyl-2-nitrophenyl)hydrazin-1-ylidene]-1,2-dihydronaphthalen-2-one (1Z)-1-[2-(4-methyl-2-nitrophenyl)hydrazin-1-ylidene]naphthalen-2-one 95-53-4 CC1=CC(=C(N\N=C2/C(=O)C=CC3=CC=CC=C23)C=C1)[N+]([O-])=O InChI=1S/C17H13N3O3/c1-11-6-8-14(15(10-11)20(22)23)18-19-17-13-5-3-2-4-12(13)7-9-16(17)21/h2-10,18H,1H3/b19-17- ATXLALDFCMZNHY-ZPHPHTNESA-N belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Naphthalenes Organic compounds Benzenoids Naphthalenes Aromatic homopolycyclic compounds Cyclic ketones Hydrazones Hydrocarbon derivatives Nitroaromatic compounds Nitrobenzenes Nitrotoluenes Organic oxides Organic oxoazanium compounds Organic zwitterions Organopnictogen compounds Phenylhydrazines Propargyl-type 1,3-dipolar organic compounds Allyl-type 1,3-dipolar organic compound Aromatic homopolycyclic compound C-nitro compound Carbonyl group Cyclic ketone Hydrazone Hydrocarbon derivative Ketone Monocyclic benzene moiety Naphthalene Nitroaromatic compound Nitrobenzene Nitrotoluene Organic 1,3-dipolar compound Organic nitro compound Organic nitrogen compound Organic oxide Organic oxoazanium Organic oxygen compound Organic zwitterion Organonitrogen compound Organooxygen compound Organopnictogen compound Phenylhydrazine Propargyl-type 1,3-dipolar organic compound Toluene logp 3.87 ALOGPS logs -4.90 ALOGPS solubility 3.91e-03 g/l ALOGPS logp 5.42 ChemAxon pka_strongest_acidic 11.24 ChemAxon pka_strongest_basic 1.76 ChemAxon iupac (1Z)-1-[2-(4-methyl-2-nitrophenyl)hydrazin-1-ylidene]-1,2-dihydronaphthalen-2-one ChemAxon average_mass 307.3034 ChemAxon mono_mass 307.095691297 ChemAxon smiles CC1=CC(=C(N\N=C2/C(=O)C=CC3=CC=CC=C23)C=C1)[N+]([O-])=O ChemAxon formula C17H13N3O3 ChemAxon inchi InChI=1S/C17H13N3O3/c1-11-6-8-14(15(10-11)20(22)23)18-19-17-13-5-3-2-4-12(13)7-9-16(17)21/h2-10,18H,1H3/b19-17- ChemAxon inchikey ATXLALDFCMZNHY-ZPHPHTNESA-N ChemAxon polar_surface_area 87.28 ChemAxon refractivity 90.27 ChemAxon polarizability 31.22 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 64824 Specdb::MsMs 64825 Specdb::MsMs 64826 Specdb::MsMs 122091 Specdb::MsMs 122092 Specdb::MsMs 122093 Wild celery Type 1 specific Apium graveolens 4045