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W270709

Sigma-Aldrich

6-Methyl-5-hepten-2-one

≥98%, FCC, FG

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Synonym(s):
Methyl heptenone, Sulcatone
Linear Formula:
(CH3)2C=CHCH2CH2COCH3
CAS Number:
110-93-0
Molecular Weight:
126.20
FEMA Number:
2707
Beilstein:
1741705
EC Number:
203-816-7
Council of Europe no.:
149
MDL number:
MFCD00008905
PubChem Substance ID:
24901275
Flavis number:
7.015
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 872/2012
FCC
FDA 21 CFR 172.515

Assay

≥98%

refractive index

n20/D 1.439 (lit.)

bp

73 °C/18 mmHg (lit.)

density

0.858 g/mL at 20 °C
0.855 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

apple; musty; fruity

SMILES string

C\C(C)=C\CCC(C)=O

InChI

1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3

InChI key

UHEPJGULSIKKTP-UHFFFAOYSA-N

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This Item
W270733W320501W376108
6-Methyl-5-hepten-2-one ≥98%, FCC, FG

Sigma-Aldrich

W270709

6-Methyl-5-hepten-2-one

6-Methyl-5-hepten-2-one natural, ≥98%, FCC

Sigma-Aldrich

W270733

6-Methyl-5-hepten-2-one

4-Methyl-5-thiazoleethanol acetate ≥98%, FG

Sigma-Aldrich

W320501

4-Methyl-5-thiazoleethanol acetate

5-Methyl-2-hepten-4-one, predominantly trans 98%, stabilized, FG

Sigma-Aldrich

W376108

5-Methyl-2-hepten-4-one, predominantly trans

grade

FG, Fragrance grade, Halal, Kosher

grade

Fragrance grade, Kosher, natural

grade

FG, Fragrance grade, Halal, Kosher

grade

FG, Halal, Kosher

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

follows IFRA guidelines, meets purity specifications of JECFA

agency

meets purity specifications of JECFA

assay

≥98%

assay

≥98%

assay

≥98%

assay

98%

refractive index

n20/D 1.439 (lit.)

refractive index

n20/D 1.439 (lit.)

refractive index

n20/D 1.51 (lit.)

refractive index

n20/D 1.444 (lit.)

bp

73 °C/18 mmHg (lit.)

bp

73 °C/18 mmHg (lit.)

bp

117-118 °C/6 mmHg (lit.)

bp

170 °C (lit.)

General description

6-Methyl-5-hepten-2-one is one of the main flavor volatile of tomatoes.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

132.8 °F - closed cup

Flash Point(C)

56 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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E Sprecher et al.
Antonie van Leeuwenhoek, 49(4-5), 493-499 (1983-11-01)
The accumulation of volatile metabolites in cultures of 34 strains comprising ten species of the genus Ceratocystis (Ascomycetes) has been investigated under defined culture conditions. The identified compounds include short-chain alcohols and esters, lower terpenes, terpenoids, and 2-phenylethyl acetate. Certain
Yohko Hanzawa et al.
Journal of oleo science, 61(11), 631-640 (2012-11-10)
3-hydroxy acids, 3-hydroxy-3,7-dimethyloct-6-enoic acid (1) and 3-hydroxy-2,2,3,7-tetramethyloct-6-enoic acid (2), were prepared from 6-methyl-5-hepten-2-one, and they were subsequently used to prepare (2,6,6-trimethyltetrahydropyran-2-yl)acetic acid (3) and 2-methyl-2-(2,6,6-trimethyltetrahydropyran-2-yl)propanoic acid (4), respectively, via cyclization with an acidic catalyst such as boron trifluoride diethyl etherate
W Reichardt
Canadian journal of microbiology, 27(1), 144-147 (1981-01-01)
Certain norcarotenoids, which have recently been found as excretion products of freshwater cyanobacteria and algae, are potent inhibitors of different metabolic functions in heterotrophic bacteria. 6-Methylhept-5-en-2-one showed the strongest effects and acted as a noncompetitive inhibitor of both glucose uptake
B D Whitaker et al.
Journal of agricultural and food chemistry, 48(6), 2040-2043 (2000-07-11)
Conjugated triene (CT) oxidation products of alpha-farnesene have long been thought to be involved in development of superficial scald in apple fruit. Early studies found that CT hydroperoxides and the volatile 6-methyl-5-hepten-2-one (MHO) are major in vitro autoxidation products of
Thangavel Rajagopal et al.
Behavioural processes, 85(1), 58-67 (2010-06-16)
In ungulates the process of chemical communication by urinary scent marking has been directly related to reproductive dominance, territorial defense and proximity to resources. The differences in the frequency of urine marking and chemical composition of urine of males Antelope
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