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183962

Sigma-Aldrich

2,3-Dihydrobenzofuran

99%

Synonym(s):

Coumaran

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About This Item

Empirical Formula (Hill Notation):
C8H8O
CAS Number:
496-16-2
Molecular Weight:
120.15
Beilstein:
111928
EC Number:
207-817-3
MDL number:
MFCD00005855
UNSPSC Code:
12352100
PubChem Substance ID:
24851085
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.549 (lit.)

bp

188-189 °C (lit.)

solubility

alcohol: soluble
carbon disulfide: soluble
chloroform: soluble
diethyl ether: soluble

density

1.065 g/mL at 25 °C (lit.)

SMILES string

C1Cc2ccccc2O1

InChI

1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2

InChI key

HBEDSQVIWPRPAY-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

Biotransformation of 2,3-dihydrobenzofuran using intact cells of Pseudomonas putida UV4 has been investigated. 2,3-Dihydrobenzofuran is the intermediate formed during catalytic hydrodeoxygenation of benzofuran.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

152.6 °F - closed cup

Flash Point(C)

67 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Catalytic hydrodeoxygenation of benzofuran and o-ethylphenol.
Lee C-L and Ollis DF.
J. Catal., 87(2), 325-331 (1984)
Guo-Hua Chu et al.
Bioorganic & medicinal chemistry letters, 15(23), 5114-5119 (2005-10-06)
Two novel chemical classes of kappa opioid receptor agonists, chroman-2-carboxamide derivatives and 2,3-dihydrobenzofuran-2-carboxamide derivatives, were synthesized. These agents exhibited high and selective affinity for the kappa opioid receptor.
Xiangtai Meng et al.
Organic letters, 11(1), 137-140 (2008-12-05)
A new bifunctional phosphine catalyst, (2'-hydroxy-biphenyl-2-yl)-diethylphosphane (LBBA-1), was developed for the highly stereoselective synthesis of cis-2,3-dihydrobenzofurans via an aza-Morita-Baylis-Hillman/umpolung addition domino reaction of salicyl N-thiophosphinyl imines with electron-deficient allenes. Dual activation of both nucleophile and electrophile by the bifunctional catalyst
Structures and stereochemical assignments of some novel chiral synthons derived from the biotransformation of 2, 3-dihydrobenzofuran and benzofuran by Pseudomonas putida.
Boyd DR, et al.
Tetrahedron Asymmetry, 4(6), 1307-1324 (1993)
H S Heine et al.
Chemico-biological interactions, 59(2), 219-230 (1986-09-01)
The effects of dietary administration of equimolar doses (5 mmol/kg body wt per day) of trimethylene oxide, trimethylene sulfide, coumaran, benzofuran, indole, and indole-3-carbinol on the activities of microsomal epoxide hydrolase and several other xenobiotic metabolizing enzymes were measured in
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