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Key Documents

440639

Sigma-Aldrich

4,5-Dimethyl-2-furaldehyde

97%

Synonym(s):

4,5-Dimethylfurfural

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About This Item

Empirical Formula (Hill Notation):
C7H8O2
CAS Number:
Molecular Weight:
124.14
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.529 (lit.)

bp

98-100 °C/12 mmHg (lit.)

density

1.016 g/mL at 25 °C (lit.)

SMILES string

Cc1cc(C=O)oc1C

InChI

1S/C7H8O2/c1-5-3-7(4-8)9-6(5)2/h3-4H,1-2H3

InChI key

JPTPEPVCVXGNJM-UHFFFAOYSA-N

General description

2,6-Dimethyl-4-pyrrone has been reported to undergo photochemical rearrangement to afford 4,5-dimethyl-2-furaldehyde. Mechanism of this photorearrangement has been described.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

150.8 °F - closed cup

Flash Point(C)

66 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The photochemical rearrangement of 3, 4-diphenyl-4, 5-epoxy-2-cyclopentene-1-one.
Padwa A.
Tetrahedron Letters, 5(15), 813-813 (1964)
Photochemical Transformations of Small Ring Carbonyl Compounds. VIII. Photorearrangements in the Cyclopentenone Oxide Series1, 2.
Padwa A and Hartman R.
Journal of the American Chemical Society, 88(7), 1518-1524 (1966)
Cédric Peyrot et al.
Molecules (Basel, Switzerland), 25(9) (2020-05-10)
Faced with the ban of some organic UV filters such as octinoxate or avobenzone, especially in Hawaii, it became essential to offer new alternatives that are both renewable and safe for humans and the environment. In this context, a class
Xinyi Zhang et al.
Journal of agricultural and food chemistry, 67(12), 3502-3510 (2019-02-28)
This work outlines a rapid novel methodology for the direct quantitation of 12 volatile aldehyde compounds related to oxidative off-flavors in wine, by measuring the combined free and hydrogen-sulfite-bound forms of each aldehyde compound, consisting of four general aldehydes, four

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