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Merck

428469

Sigma-Aldrich

2,3-Dimethylfuran

99%

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About This Item

Empirical Formula (Hill Notation):
C6H8O
CAS Number:
Molecular Weight:
96.13
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.443 (lit.)

bp

42 °C/115 mmHg (lit.)

density

0.91 g/mL at 25 °C (lit.)

SMILES string

Cc1ccoc1C

InChI

1S/C6H8O/c1-5-3-4-7-6(5)2/h3-4H,1-2H3

InChI key

FJSKXQVRKZTKSI-UHFFFAOYSA-N

General description

2,3-Dimethylfuran is a methyl substituted furan. The gas-phase rate constant determined by the relative rate method for the reaction of 2,3-dimethylfuran with NO3 radical was found to be (5.83 ± 0.46)×10-11[1] and with OH radical was (12.6 ± 0.4)×10-11 (in units of cm3 molecule-1 s-1).[2] It is reported to be formed by the cyclization of (Z)-3-methylpent-2-en-4-yn-1-ol by various methods.[3][4][5][6]

Application

2,3-Dimethylfuran may be used in the synthesis of 2,9-dioxabicyclo[3.3.1]nonane.[7]

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

30.2 °F - closed cup

Flash Point(C)

-1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Preparation of 2, 9-dioxabicyclo [3.3.1] nonanes. A model for tirandamycin.
DeShong P, et al.
Tetrahedron Letters, 23(22), 2243-2246 (1982)
Synthesis and reactivity studies of palladium (ii) complexes containing the N-phosphorylated iminophosphorane-phosphine ligands Ph2PCH2P{=NP (=O)(OR)2} Ph2 (R= Et, Ph): application to the catalytic synthesis of 2, 3-dimethylfuran.
Cadierno V, et al.
Dalton Transactions, 47, 5593-5604 (2006)
Synthesis of a water-soluble carbene complex and its use as catalyst for the synthesis of 2,3-dimethylfuran.
Ozdemir I, et al.
Journal of Organometallic Chemistry, 633(1), 27-32 (2001)
Benzimidazole, Benzothiazole and Benzoxazole Ruthenium (II) Complexes; Catalytic Synthesis of 2,3-Dimethylfuran.
Cetinkaya B, et al.
European Journal of Organic Chemistry, 2000(1), 29-32 (2000)
Gas-phase rate constants for the reaction of NO3 radicals with furan and methyl-substituted furans.
Kind I, et al.
Chemical Physics Letters, 256(6), 679-683 (1996)

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