S1 Supporting Information Harvesting the benefits of inherent reactive functionalities in fully bio-sourced isomeric benzoxazines Nagarjuna Amarnath, Swapnil Shukla and Bimlesh Lochab* Materials Chemistry Laboratory, Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Gautam Buddha Nagar, Uttar Pradesh 201314, India. *bimlesh.lochab@snu.edu.in Total 14, Figures 12, Table 2 Experimental section-----S3-S6 Figure S1. Structures of naturally occurring phenols: eugenol (E) and isoeugenol (IE).-----S6 Figure S2. Effect of normality of aqueous NaOH on phenols a) Eugenol (E) b) Isoeugenol (IE). Unlike E, white precipitate is observed in isoeugenol which increases with increase in strength of the base. A clear solution in base treated E is indication of formation of soluble phenoxide ion. In case of IE, in addition to phenoxide formation, reaction of base at the double bond is suspected. -----S6 Figure S3. FTIR spectra of E-fa and IE-fa compared to respective phenols i.e. eugenol and isoeugenol.-----S7 Figure S4. Mass spectra: a) E-fa, and b) IE-fa. -----S7 Table S1: Crystal data for compound IE-fa. (CCDC-1841312 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre (CCDC) via www.ccdc.cam.ac.uk/data_request/cif) -----S8 Figure S5. Purification of E-fa monomer by flash chromatography. ELSD and UV trace of monomer, the eluted fraction is highlighted which is the purest form of monomer. ----- S9