1) Historically, chemistry relied on a few "trusted sources" for property data like melting points, but technology now allows a more transparent and data-driven approach using multiple sources. 2) An analysis of melting point data for several compounds from various sources found inconsistencies, outliers, and errors that highlighted issues with solely relying on a single source. 3) Making assumptions and data sources open allows for transparency, validation of data, and faster/better scientific progress as evidenced by several examples of collaborative melting point analysis and predictive models.

1. The Impact of Openness on the Quality of Chemistry Data and Implications for Organic Synthesis Drexel Chemistry Mini Symposium Jean-Claude Bradley Associate Professor of Chemistry Drexel University September 29, 2011

3. Merck Index

4. Chemical Vendor Catalogs (e.g. Sigma-Aldrich)

5. Peer-Reviewed JournalsSingle values don’t tend to be contradicted

6. Question Assumptions Using technology, we can begin to replace the “trusted source” model with one based on transparency and provenance

7. The Chemical Information Validation Sheet 567 curated and referenced measurements from Fall 2010 Chemical Information Retrieval course

8. Discovering outliers for melting points (stdev/average)

9. Investigating the m.p. inconsistencies of EGCG

10. Investigating the m.p. inconsistencies of cyclohexanone

11. Most popular data sources

12. Alfa Aesar donates melting points to the public

13. Open Melting Point Explorer (Andrew Lang)

14. Outliers MDPI dataset EPI (donated all data to public also)

15. Outliers for ethanol: Alfa Aesar and Oxford MSDS

16. Inconsistencies and SMILES problems within MDPI dataset

17. MDPI Dataset labeled with High Trust Level

18. Open Melting Point Datasets Currently 27,000 mps for 20,000 compounds

19. What is the melting point of 4-benzyltoluene? American Petroleum Institute5 C PHYSPROP-30 C PHYSPROP 125 C peer reviewed journal (2008)97.5 C government database-30 C government database4.58 C

20. The quest to resolve the melting point of 4-benzyltoluene: liquid at room temp and can be frozen <-30C (Evan Curtin)

21. Open Lab Notebook page measuring the melting point of 4-benzyltoluene

22. Motivation: Faster Science,Better Science

23. Ruling out all melting points above -15C?

24. Oops – 4-benzyltoluene freezes after 16 days at -15C!

25. Measuring the melting point by slowly heating from -15 C gives 5 C

26. There are NO FACTS, only measurements embedded within assumptions Open Notebook Science maintains the integrity of data provenance by making assumptions explicit

27. Open Random Forest modeling of Open Melting Point data using CDK descriptors (Andrew Lang) R2 = 0.78, TPSA and nHdon most important

28. Melting point prediction service

29. Melting point predictions and measurements on iPhone/iPad (Andrew Lang and Alex Clark)

30. Using melting point for temperature dependent solubility prediction

31. Web services for summary data (Andrew Lang)

32. Publication of double+ validated melting point dataset to Nature Precedings and LuLu

35. Reaction Attempts Book

36. Reaction Attempts Book: Reactants listed Alphabetically

38. Google Apps Scripts web services

39. Google Apps Scripts for conveniently exploring melting point data

40. Comparison of model with triple validated measurements Straight chain carboxylic acids from 1 to 10 carbons Straight chain alcohols from 1 to 10 carbons

41. Cyclic primary amines from 3 to 6 carbons (cyclobutylamine flagged for validation – only single source available)

42. Google Apps Scripts for planning reactions and creating schemes

43. Open Melting Points in Supplementary Data Pages of Wikipedia (Martin Walker)

44. All ONS web services

45. Predicting Best Solvent for Imine Formation (Evan Curtin)

46. Predicting Yield of Imine Formation in Ethanol (Evan Curtin)