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428469

Sigma-Aldrich

2,3-Dimethylfuran

99%

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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 and with OH radical was (12.6 ± 0.4)×10-11 (in units of cm3 molecule-1 s-1). It is reported to be formed by the cyclization of (Z)-3-methylpent-2-en-4-yn-1-ol by various methods.

Application

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

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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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Palladium-catalyzed cycloisomerization of (Z)-enynols into furans using green solvents: glycerol vs. water.
Francos J and Cadierno V.
Green Chemistry, 12(9), 1552-1555 (2010)
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)
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)
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)
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)

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