Benzylideneacetone

Benzylideneacetone
Names
	Preferred IUPAC name (3E)-4-Phenylbut-3-en-2-one
	Other names Benzalacetone; Benzylideneacetone; Methyl styryl ketone; Benzylidene acetone
Identifiers
CAS Number	racemic: 122-57-6; Z (cis): 937-53-1; E (trans): 1896-62-4;
3D model (JSmol)	racemic: Interactive image;
ChEBI	racemic: CHEBI:217301 ;
ChEMBL	racemic: ChEMBL73639 ;
ChemSpider	racemic: 21106584 ;
ECHA InfoCard	100.015.989
EC Number	racemic: 204-555-1; E (trans): 217-587-6;
PubChem CID	Z (cis): 11147801; E (trans): 637759;
RTECS number	racemic: EN0330000;
UNII	racemic: 3M64PY48B9; Z (cis): B03X40BMT5 ;
CompTox Dashboard (EPA)	racemic: DTXSID1031626 ;
	InChI InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+ Key: BWHOZHOGCMHOBV-BQYQJAHWSA-N ; racemic: InChI=1/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+ Key: BWHOZHOGCMHOBV-BQYQJAHWBQ;
	SMILES racemic: CC(=O)/C=C/c1ccccc1;
Properties
Chemical formula	C10H10O
Molar mass	146.19 g/mol
Appearance	pale yellow solid
Density	1.008 g/cm3
Melting point	39 to 42 °C (102 to 108 °F; 312 to 315 K)
Boiling point	260 to 262 °C (500 to 504 °F; 533 to 535 K)
Solubility in water	1.3 g/L
Solubility in other solvents	nonpolar solvents
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	irritant
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335
Precautionary statements	P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501
Flash point	116 °C (241 °F; 389 K)
Related compounds
Related compounds	Dibenzylideneacetone; cinnamaldehyde
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Benzylideneacetone is the organic compound described by the formula C₆H₅CH=CHC(O)CH₃. Although both cis- and trans-isomers are possible for the α,β-unsaturated ketone, only the trans isomer is observed. Its original preparation demonstrated the scope of condensation reactions to construct new, complex organic compounds. Benzylideneacetone is used as a flavouring ingredient in food and perfumes.

Names


Preferred IUPAC name (3E)-4-Phenylbut-3-en-2-one
Other names Benzalacetone Benzylideneacetone Methyl styryl ketone Benzylidene acetone
Identifiers
CAS Number	racemic: 122-57-6 Z (cis): 937-53-1 E (trans): 1896-62-4
3D model (JSmol)	racemic: Interactive image
ChEBI	racemic: CHEBI:217301^Y
ChEMBL	racemic: ChEMBL73639^Y
ChemSpider	racemic: 21106584^Y
ECHA InfoCard	100.015.989
EC Number	racemic: 204-555-1 E (trans): 217-587-6
PubChem CID	Z (cis): 11147801 E (trans): 637759
RTECS number	racemic: EN0330000
UNII	racemic: 3M64PY48B9 Z (cis): B03X40BMT5^Y
CompTox Dashboard (EPA)	racemic: DTXSID1031626
InChI InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+^Y Key: BWHOZHOGCMHOBV-BQYQJAHWSA-N^Y racemic: InChI=1/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+ Key: BWHOZHOGCMHOBV-BQYQJAHWBQ
SMILES racemic: CC(=O)/C=C/c1ccccc1
Properties
Chemical formula	C₁₀H₁₀O
Molar mass	146.19 g/mol
Appearance	pale yellow solid
Density	1.008 g/cm³
Melting point	39 to 42 °C (102 to 108 °F; 312 to 315 K)
Boiling point	260 to 262 °C (500 to 504 °F; 533 to 535 K)
Solubility in water	1.3 g/L
Solubility in other solvents	nonpolar solvents
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	irritant
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335
Precautionary statements	P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501
Flash point	116 °C (241 °F; 389 K)
Related compounds
Related compounds	Dibenzylideneacetone cinnamaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references