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W316318

Sigma-Aldrich

2-Furyl methyl ketone

≥99%, FG

Synonym(s):

2-Acetylfuran

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About This Item

Empirical Formula (Hill Notation):
C6H6O2
CAS Number:
1192-62-7
Molecular Weight:
110.11
FEMA Number:
3163
Beilstein:
107909
EC Number:
214-757-1
Council of Europe no.:
4113
MDL number:
MFCD00003242
UNSPSC Code:
12164502
PubChem Substance ID:
24901503
Flavis number:
13.054
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 & 178/2002

Assay

≥99%

color

light yellow to orange, darkens over time

refractive index

n20/D 1.5070 (lit.)

bp

67 °C/10 mmHg (lit.)

mp

26-28 °C (lit.)

density

1.098 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

almond; caramel; cocoa; nutty; brown

storage temp.

2-8°C

SMILES string

CC(=O)c1ccco1

InChI

1S/C6H6O2/c1-5(7)6-3-2-4-8-6/h2-4H,1H3

InChI key

IEMMBWWQXVXBEU-UHFFFAOYSA-N

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General description

2-Furyl methyl ketone is a heterocyclic flavor compound that is reported to be formed by Maillard reaction between glucose and amino acids in foods.

Biochem/physiol Actions

Taste at 10 ppm

Other Notes

Natural occurrence: Burley tobacco, chestnuts, cocoa, coffee, cooked beef and pork, raisins, roasted almonds and peanuts. tamarind, tea, yogurt and wheat bread.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amino acid-dependent formation pathways of 2-acetylfuran and 2, 5-dimethyl-4-hydroxy-3 [2H]-furanone in the Maillard reaction
Wang Y, et al.
Food Chemistry, 115(1), 233-237 (2009)
T Kawai et al.
International archives of occupational and environmental health, 63(3), 213-219 (1991-01-01)
The apparent amount of 2,5-hexanedione, a biomarker of n-hexane expsoure in occupational health, in the urine of both exposed and non-exposed subjects varied not only as a function of the pH at which the urine sample was hydrolyzed but also
[Acute hepatitis in subjects exposed to 2-acetylfuran and hydrazine].
G Corsi et al.
La Medicina del lavoro, 74(4), 284-290 (1983-07-01)
Yu Wang et al.
Journal of agricultural and food chemistry, 56(24), 11997-12001 (2008-12-19)
Sugar type is a major factor regulating the reaction rates and pathways in Maillard reaction. Ribose and glucose were used to compare their reactivities and pathways of 2-acetylfuran formation. A stable isotope labeling method was used to study their reactivity.
T R Bailey et al.
Journal of medicinal chemistry, 37(24), 4177-4184 (1994-11-25)
As a probe of the 3-methylisoxazole portion of our broad-spectrum antipicornaviral series, a panel of 2-acetylfuran analogues was prepared as replacements for the 3-methylisoxazole ring. Comparison of the two series showed remarkable similarity in potency, spectrum of activity, logP, and
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