Synthesis of benzylideneacetone

Preparation of benzylideneacetone

Alternative Names: Benzalacetone; Benzylideneacetone; Methyl styryl ketone; Acetocinnamone; 4-PHENYL-3-BUTEN-2-ONE; 4-Phenylbut-3-en-2-one;

Preparation of benzylideneacetone

Preparation of benzylideneacetone

2 g of benzaldehyde 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. 42° C; b.p. 262° C.

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

IUPAC Name

(E)-4-phenylbut-3-en-2-one

InChI

InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+

InChI Key

BWHOZHOGCMHOBV-BQYQJAHWSA-N

Canonical SMILES

CC(=O)C=CC1=CC=CC=C1

Isomeric SMILES

CC(=O)/C=C/C1=CC=CC=C1

MeSH Synonyms

4-phenyl-3-buten-2-one, 4-phenylbutenone, benzalacetone, benzylideneacetone, benzylideneacetone, (E)-isomer, benzylideneacetone, (Z)-isomer, t-PBO, trans-4-phenyl-3-buten-2-one

Depositor-Supplied Synonyms

Benzalacetone, Benzylideneacetone, Methyl styryl ketone, Acetocinnamone, 4-PHENYL-3-BUTEN-2-ONE, 4-Phenylbut-3-en-2-one, 122-57-6, trans-Benzalacetone, (E)-4-phenylbut-3-en-2-one, Benzalaceton, Benzylidene acetone, 1896-62-4, Styryl methyl ketone, trans-4-Phenyl-3-buten-2-one, 4-Phenylbutenone, Methyl trans-styryl ketone, trans-Benzylideneacetone, 3-Buten-2-one, 4-phenyl-, Benzilideneacetone, 2-Phenylvinyl methyl ketone, Methyl 2-phenylvinyl ketone, (E)-4-Phenyl-3-buten-2-one, trans-4-Phenyl-3-butene-2-one, Benzilidene acetone, Methyl beta-styryl ketone, (3E)-4-phenylbut-3-en-2-one, TPBO, Ketone, methyl styryl, trans-Benzylidenacetone, 4-Phenyl-3-butene-2-one, BENZ, Benzalaceton [German], (3E)-4-Phenyl-3-buten-2-one, 3-BUTEN-2-ONE, 4-PHENYL-, (E)-, NSC 5605, Methyl .beta.-styryl ketone, Benzylidene acetone (natural), FEMA No. 2881, CCRIS 5319, trans-4-Phenylbut-3-en-2-one, CHEBI:78399, CHEBI:217301, BWHOZHOGCMHOBV-BQYQJAHWSA-N, (E)-4-Phenyl-but-3-en-2-one, EINECS 204-555-1, EINECS 217-587-6, BRN 0742046, BRN 0742047, AI3-00944, AI3-52291, BWHOZHOGCMHOBV-UHFFFAOYSA-N, (E)-Benzalacetone, Methyl styryl acetone, AC1LCUWK, (E)-Benzylideneacetone, (E)-Methyl Styryl Ketone, Epitope ID:120383, 1-Buten-3-one-1-phenyl, 1-Phenyl-1-buten-3-one, DSSTox_CID_11626, DSSTox_RID_78888, UNII-B03X40BMT5, DSSTox_GSID_31626, SCHEMBL76632, 4-PHENYL-2-BUTENONE, ghl.PD_Mitscher_leg0.147, E-4-phenyl-3-buten-2-one, MLS002454416, CHEMBL73639, SCHEMBL312972, W288101_ALDRICH, WLN: 1V1U1R, 147885_ALDRICH, 241091_ALDRICH, B03X40BMT5, trans-Phenylvinyl Methyl Ketone, Jsp003898, trans-1-Phenylbut-1-en-3-one, NSC5605, MolPort-001-779-702, MolPort-004-288-302, (E)-1-Buten-3-one, 1-phenyl, HMS2268K18, Methyl (E)-2-Phenylethenyl Ketone, NSC-5605, Tox21_301598, BBL012455, LS-666, LS-958, STK803195, ZINC19230125, AKOS000119902, MP-2122, RL01029, RP21073, RTC-069523, 3-Buten-2-one, 4-phenyl-, (3E)-, NCGC00091356-01, NCGC00091356-02, NCGC00255323-01, AJ-72632, AK107621, AK116927, AN-22878, AN-50066, CJ-16027, OR012032, OR108848, SMR001252234, CAS-1896-62-4, AB1011458, DB-003136, ST2411593, TC-069523, TC-172858, FT-0083233, FT-0633900, P0163, ST51052045, 2-07-00-00287 (Beilstein Handbook Reference), 4-07-00-01003 (Beilstein Handbook Reference), A804921, A813340, I01-5963, T5396015, W-107746, W-109036, Benzalacetone; Benzylideneacetone; Methyl styryl ketone, I01-10159, 3-BUTEN,2-ONE,4-PHENYL (TRANS) BENZALACETONE, 3B1-002593, 3B3-020125, METHYL STYRYL KETONE (SEE ALSO METHYL STYRYL KETONE (1896-62-4)), InChI=1/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7, METHYL TRANS-STYRYL KETONE (SEE ALSO METHYL STYRYL KETONE (122-57-6))

Removed Synonyms

Butenone, t-PBO, benzylideneacetone, (E)-isomer, benzylideneacetone, (Z)-isomer, CID637759, CB10061, C025383

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