IUPAC Naming

IUPAC names1,2,3,4 can be generated for drawn structures in the sketcher. The name is generated in large font above the sketcher as you doodle. Please give it a try and let us know if you encounter any issues. A comparison table for IUPAC naming against two of our competitors is provided below. You can click on any of the images of the molecules to load them into the sketcher for further evaluation.

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IUPAC naming is now in ChemDoodle desktop with over 30 options!:

  • Control over “Method A” for functional groups
  • Forcing functional groups as substitutents
  • Disabling functional group base nuclei
  • Toggling “per” nomenclature
  • Display of implied locants
  • Locant positioning
  • Disabling trivial names
  • Various trivial naming options
  • Toggling ortho/meta/para
  • Control over the choice of base nucleus
  • Control over the Hantzsch-Widman system
  • Toggling stereochemistry
  • Toggling “bis” nomenclature
  • Text formatting
  • and more…!

ChemDoodle® ChemDraw® MarvinSketch
Bis(2-naphthyl)methane dinaphthalen-2-ylmethane 2-(naphthalen-2-ylmethyl)naphthalene
2(10),3-Pinadiene 6,6-dimethyl-4-methylenebicyclo[3.1.1]hept-2-ene 6,6-dimethyl-4-methylidenebicyclo[3.1.1]hept-2-ene
2,4-Dihydro-1,3-benzodithiin 4H-benzo[d][1,3]dithiine 2,4-dihydro-1,3-benzodithiine
3.6.8-Trioxabicyclo[3.2.2]nonane 3,6,8-trioxabicyclo[3.2.2]nonane 3,6,8-trioxabicyclo[3.2.2]nonane
2,3-Xylenol 2,3-dimethylphenol 2,3-dimethylphenol
1-[p-(3-Hydroxypropyl)phenyl]-1,2-ethanediol 1-(4-(3-hydroxypropyl)phenyl)ethane-1,2-diol 1-[4-(3-hydroxypropyl)phenyl]ethane-1,2-diol
Perfluoro(1-methylperhydronaphthalene) 1,1,2,2,3,3,4,4,4a,5,5,6,6,7,7,8,8a-heptadecafluoro-8-(trifluoromethyl)decahydronaphthalene 1,1,2,2,3,3,4,4,4a,5,5,6,6,7,7,8,8a-heptadecafluoro-8-(trifluoromethyl)naphthalene
4-(Isopropylidenehydrazono)-2,5-cyclohexadiene-1-carboxylic acid 4-(propan-2-ylidenehydrazono)cyclohexa-2,5-dienecarboxylic acid 4-[2-(propan-2-ylidene)hydrazin-1-
ylidene]cyclohexa-2,5-diene-1-carboxylic acid
1-Ethylidene-5-(2-naphthyl)carbonohydrazide Unable to name. 3-(ethylideneamino)-1-(naphthalen-2-ylamino)urea
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxyacetylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Pentacyclo[,8.018,20.113,28]triacontane Unable to name. pentacyclo[³,⁸.0¹⁸,²⁰.1¹³,²⁸]triacontane
6-Thiatrispiro[]tetradecane Unable to name. 5λ⁶‐thiatrispiro[⁷.1⁵.2⁵.2³]tetradecane
Trispiro[cyclopentane-1,5'-[1λ4,4]dithiane-2′,2”-indan-1′,1”’-thiophene] Unable to name. 1”,3”‐dihydro‐1′λ⁴‐trispiro[cyclopentane‐1,5'‐[1,4]dithiane‐2′,2”‐indene‐1′,1”’‐thiophene]

  1. Nomenclature of Organic Chemistry: Sections A, B, C, 3rd ed.; Butterworths: London, 1971.
  2. Rigaudy, J.; Klesney, S. P. Nomenclature of Organic Chemistry: Sections A, B, C, D, E, F and H, 4th ed.; Pergamon Press: Oxford, 1979.
  3. Moss, G. P. Revision of the Extended Hantzsch-Widman System of Nomenclature for Heteromonocycles (Recommendations 1982). Pure Appl. Chem. 1983, 55, 409-416.
  4. Powell, W. H. Treatment of Variable Valence in Organic Nomenclature (Lambda Convention) (Recommendations 1983). Pure Appl. Chem. 1984, 56, 769-778.
  5. Panico, R.; Powell, W. H.; Richer, J. Nomenclature of Organic Chemistry: Recommendatios 1993; Blackwell Scientific Publications: Oxford, 1993.
  6. Moss, G. P. Nomenclature of Fused and Bridged Fused Ring Systems (IUPAC Recommendations 1998). Pure Appl. Chem. 1998, 70, 143-216.
  7. Favre, H. A.; Hellwich, K.; Moss, G. P.; Powell, W. H.; Traynham, J. G. Corrections to A Guide to IUPAC Nomenclature of Organic Compounds (IUPAC Recommendations 1993). Pure Appl. Chem. 1999, 71, 1327-1330.
  8. Moss, G. P. Extension and Revision of the von Baeyer System for Naming Polycyclic Compounds (Including Bicyclic Compounds) (IUPAC Recommendations 1999). Pure Appl. Chem. 1999, 71, 513-529.
  9. Moss, G. P. Extension and Revision of the Nomenclature for Spiro Compounds (Including Bicyclic Compounds) (IUPAC Recommendations 1999). Pure Appl. Chem. 1999, 71, 531-558.
  10. Preferred names in the nomenclature of organic compounds: Draft 7 October 2004; IUPAC, 2004.
  11. Connelly, N. G.; Damhus, T.; Hartshorn, R. M.; Hutton, A. T. Nomenclature of Inorganic Chemistry: IUPAC Recommendations 2005; RSC Publishing: Norfolk, UK, 2005.
  12. Favre, H. A.; Powell, W. H. Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013; Royal Society of Chemistry: Cambridge, 2014.

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**Output in the comparison tables were created with ChemDraw version 11.0.1 and MarvinSketch 5.10.0.