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183962

2,3-Dihydrobenzofuran

Name: 2,3-Dihydrobenzofuran
Brand: ALDRICH

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

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24851085

EC Number:

207-817-3

Beilstein/REAXYS Number:

111928

MDL number:

MFCD00005855

Assay:

99%

Form:

liquid

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Properties

Quality Level

100

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)

Description

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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

152.6 °F - closed cup

flash_point_c

67 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints.

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.

Bifunctional phosphine-catalyzed domino reaction: highly stereoselective synthesis of cis-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allenes.

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

Catalytic hydrodeoxygenation of benzofuran and o-ethylphenol.

Lee C-L and Ollis DF.

J. Catal., 87(2), 325-331 (1984)

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