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Properties of substance:

(E)-1-benzylidene-2-phenylhydrazine

Synonyms:

benzaldehyde phenylhydrazone

Group of substances:

organic

Physical appearance:

needles crystals

Empirical formula (Hill's system for organic substances):

C13H12N2

Structural formula as text:

C6H5NHN=CHC6H5

Melting point (°C):

157

Solubility (g/100 g of solvent):

acetone: soluble [Ref.]
ammonia liquid : soluble [Ref.]
benzene: soluble [Ref.]
diethyl ether: sparingly soluble [Ref.]
ethanol: sparingly soluble [Ref.]

Synthesis 1:

Reference: Bordwell, F. G., Pitt, B. M. The Formation of α-Chloro Sulfides from Sulfides and from Sulfoxides / Journal of the American Chemical Society. - 1955. - Vol. 77, No. 3 pp. 575 [doi: 10.1021/ja01608a016]


C6H5CHClSCH3 + C6H5NHNH2 → C6H5CH=NNHC6H5 + CH3SH + HCl

A 2.0-g. portion of α-chlorobenzyl methyl sulfide was added to 1.5 ml. of a 40% acetic acid water solution containing 1.5 g. of phenylhydrazine; immediate crystallization took place. After recrystallization from alcohol the yield of benzaldehyde phenylhydrazone was 1.2 g. (53%)

References:

  1. CRC Handbook of Chemistry and Physics. - 95ed. - CRC Press, 2014. - pp. 3-34

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    © Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru