Synthesis of 4-(4-nitrophenyl)but-3-en-2-one

Preparation of 4-(4-nitrophenyl)but-3-en-2-one

Alternative Names: 3490-37-7; (E)-4-(4-nitrophenyl)but-3-en-2-one; 4-(4-nitrophenyl)but-3-en-2-one; (3E)-4-(4-nitrophenyl)but-3-en-2-one; (Z)-4-(4-Nitrophenyl)-3-buten-2-one; NSC68341;

2.85 g of p-nitrobenzaldehyde and 3.5 g of acetone are heated with 20 ml of 10% sodium hydroxide solution on a water bath for 1 hour. The crystals which separate on cooling are filtered off and recrystallized from a little alcohol. Yield 3 g. Colourless crystals; m.p. 110° C.

Systematic organic chemistry, by W. M. Cumming, 99, 1937.

IUPAC Name

(E)-4-(4-nitrophenyl)but-3-en-2-one

InChI

InChI=1S/C10H9NO3/c1-8(12)2-3-9-4-6-10(7-5-9)11(13)14/h2-7H,1H3/b3-2+

InChI Key

KMCRQJMZUHNLKJ-NSCUHMNNSA-N

Canonical SMILES

CC(=O)C=CC1=CC=C(C=C1)[N+](=O)[O-]

Isomeric SMILES

CC(=O)/C=C/C1=CC=C(C=C1)[N+](=O)[O-]

Depositor-Supplied Synonyms

3490-37-7, (E)-4-(4-nitrophenyl)but-3-en-2-one, 4-(4-nitrophenyl)but-3-en-2-one, (3E)-4-(4-nitrophenyl)but-3-en-2-one, (Z)-4-(4-Nitrophenyl)-3-buten-2-one, NSC68341, 4-nitrobenzalacetone, 4-(4-NITROPHENYL)-3-BUTEN-2-ONE, CHEMBL72829, SCHEMBL279483, SCHEMBL811912, AC1NT215, KMCRQJMZUHNLKJ-NSCUHMNNSA-N, MolPort-001-631-786, MolPort-019-784-235, [(E)-4-Nitrostyryl]methyl ketone, 946-49-6, ZINC1695057, EINECS 213-422-7, 4-(p-Nitrophenyl)-3-butene-2-one, NSC-68341, RW3060, ZINC01695057, AKOS001377365, QC-2423, 3-Buten-2-one 4-[p-nitrophenyl]-cis-, AJ-30265, AK121879, OR047757, OR083616, (3Z)-4-(4-Nitrophenyl)-3-buten-2-one, FT-0696245, ST45113551, Z2776, 3-Buten-2-one, 4-(4-nitrophenyl)-, (Z)-, T5766073

Removed Synonyms

CID5374468, A1725

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