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Merck
CN

W288101

Benzylideneacetone

≥98%, FG

Synonym(s):

Benzalacetone, 4-Phenylbut-3-en-2-one, Benzylideneacetone, Methyl styryl ketone

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About This Item

Linear Formula:
C6H5CH=CHCOCH3
CAS Number:
122-57-6
Molecular Weight:
146.19
FEMA Number:
2881
Council of Europe no.:
158
UNSPSC Code:
12164502
PubChem Substance ID:
24901370
Flavis number:
7.024
EC Number:
204-555-1
NACRES:
NA.21
MDL number:
MFCD00008779
Beilstein/REAXYS Number:
742047
Organoleptic:
anise; cinnamon; jam; balsamic; spicy; floral; sweet
Grade:
FG, Halal, Kosher
Biological source:
synthetic
Agency:
meets purity specifications of JECFA
Food allergen:
no known allergens

Key Documents

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SMILES string

[H]\C(=C(\[H])c1ccccc1)C(C)=O

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

biological source

synthetic

grade

FG, Halal, Kosher

agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 872/2012, FDA 21 CFR 172.515

vapor pressure

0.01 mmHg ( 25 °C)

assay

≥98%

Quality Level

300, 400

bp

260-262 °C (lit.)

mp

39-42 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

anise; cinnamon; jam; balsamic; spicy; floral; sweet

Related Categories

General description

Benzylideneacetone is used in the fragrance industry for its sweet pea-like odor. It is one of the major constituents of Monanthotaxis capea essential oil. Studies suggest that apart from skatole and androstenone, benzylideneacetone may also be one of the volatile compounds, which contributes to the development of boar taint in fat samples.

Biochem/physiol Actions

Taste at 5-10 ppm

Other Notes

Natural occurrence: Soybeans and Virginia tobacco.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H317

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

253.4 °F - closed cup

flash_point_c

123 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5512
SHBS9563
SHBR3597
SHBQ9143
SHBQ6205

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Phenylbutane Derivatives as Main Constituents of Monanthotaxis capea Essential Oil.
Lamaty G, et al.
J. Essent. Oil Res., 4(1), 33-39 (1992)
Jiyong Zhang et al.
The Journal of organic chemistry, 71(7), 2918-2921 (2006-03-25)
The first efficient asymmetric synthesis of obolactone 1 has been accomplished in 11 steps and with a 15% overall yield in which Brown's enantioselective allylation reactions and ring-closing metathesis reaction are key steps.
Bin Cao et al.
Organic & biomolecular chemistry, 10(6), 1239-1245 (2011-12-20)
An efficient and easy procedure to synthesize the pyridinyl analogues of dibenzylideneacetone (pyr-dba) was developed by the condensation of substituted nicotinaldehyde and acetone in the presence of K(2)CO(3) in toluene-EtOH-H(2)O solvent system. Structurally diverse pyr-dba, including quinolinyl dba, can be
Toshiyuki Wakimoto et al.
Methods in enzymology, 515, 337-358 (2012-09-25)
Members of the chalcone synthase superfamily of type III polyketide synthases (PKSs) catalyze iterative condensations of CoA thioesters to produce a variety of polyketide scaffolds with remarkable structural diversity and biological activities. The homodimeric type III PKSs share a common
Ikuro Abe et al.
Organic letters, 4(21), 3623-3626 (2002-10-12)
[reaction: see text] Substrate specificities of plant polyketide synthases (PKSs) were investigated using analogues of malonyl-CoA, the extension unit of the polyketide chain elongation reactions. When incubated with methylmalonyl-CoA and 4-coumaroyl-CoA, plant PKSs (chalcone synthase from Scutellaria baicalensis, stilbene synthase
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