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The first one was in a colorless granular crystalline form (Catalogue No. 43,150-8), which dissolved in DMF to form a clear solution. The second one came as yellowish flakes (Catalogue No. 24,352-3), which dissolved in DMF to form a slightly turbid solution. Incomplete nitro-reduction was observed with the first tin (II) chloride preparation, even after a prolonged reaction time (2 M of SnCl2\u00b72H2O in DMF, room temperature, overnight to 3 days). In contrast, complete nitro-reduction was observed after incubation with the second tin (II) chloride preparation for 4 h under the same conditions. However, item 24,352-3 purchased after early 2002 has the same physical appearance as item 43,150-8. Since then, we have encountered difficulty with nitro-reduction. We have communicated with scientists at Aldrich about our experience with the two crystalline forms of tin (II) chloride dihydrate, but we were unable to obtain a satisfactory explanation. After looking at different commercial sources of tin (II) chloride, we switched to another Aldrich product, anhydrous tin (II) chloride (Catalogue No. 20,825-6, off-white flakes). With a 2 M solution of this product in DMF, the reduction of nitro groups was complete after 6 h at room temperature in the presence of 4 M H2O. However, it was discovered that the addition of water was not necessary if the solvent was not anhydrous."},{"key":"cc049955ub00026\/cc049955ub00026_1","first-page":"448","volume":"97","author":"Lam K. S.","year":"1997","journal-title":"Chem. Rev."},{"key":"cc049955ub00027\/cc049955ub00027_1","first-page":"66","volume":"16","author":"Gust D.","year":"1991","journal-title":"Adv. Photochem."},{"key":"cc049955ub00028\/cc049955ub00028_1","doi-asserted-by":"crossref","first-page":"1523","DOI":"10.1002\/jhet.5570280608","volume":"28","author":"Besson T.","year":"1991","journal-title":"J. Heterocycl. 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