Reaction roadmap

83 rows · Octet · sample of the first 8 rows

Substitution

Substitution — Reaction roadmap. Every reaction in the library on one sheet, grouped by transformation — substitution, elimination, addition, oxidation, reduction, aromatic, carbonyl, pericyclic, rearrangement and coupling — with the substrate, the reagents that do the work, the product and the stated conditions. The sheet to put beside the problem set.
Reaction	Subtype	Substrate	Reagents	Product	Conditions
SN2 with Hydroxide	SN2	CCBr	NaOH, KOH	CCO	Polar aprotic solvent · DMSO, DMF, or acetone
SN2 with Cyanide	SN2	CCI	NaCN, KCN	CC#N	Polar aprotic solvent · DMSO or DMF
SN1 Solvolysis	SN1	CC(C)(C)Br	H₂O	CC(C)(C)O	Polar protic solvent, heat · Water or aqueous ethanol
SN2 with Tosylate Leaving Group	SN2	CCOS(=O)(=O)c1ccc(C)cc1	NaN₃	CCN=[N+]=[N-]	Polar aprotic solvent
SN2 with Azide	SN2	CCBr	NaN₃	CCN=[N+]=[N-]	Polar aprotic solvent
Alcohol to Alkyl Bromide (PBr₃)^1,2	not defined	CCO	PBr₃	CCBr	not defined
Alcohol to Alkyl Chloride (SOCl₂)^1,2	not defined	CCO	SOCl₂, pyridine (optional)	CCCl	not defined
Gabriel Synthesis^1,2	not defined	O=C1c2ccccc2C(=O)N1	R-X (1° alkyl halide), then N₂H₄ or NaOH/heat	CCN	not defined

Built from the reactions collection. Substrates and products are the source records' own SMILES strings. Reagents are listed as the record gives them, in order.