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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/REAXYS Number:
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

10 - Combustible liquids

wgk_germany

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

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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2,3-Dihydrofuran

Leticia Jiménez-González et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(34), 8762-8769 (2006-09-06)
2,3-Dihydrobenzofurans can be diastereoselectively prepared by condensation of aromatic aldehydes with 2,3-dihydrobenzoxasilepines under the catalysis of Ag(I) complexes, and in the presence of a source of fluoride ion. The application of this strategy by using chiral catalysts leads to a
S Ohkawa et al.
Journal of medicinal chemistry, 40(4), 559-573 (1997-02-14)
A series of 2,3-dihydro-5-benzofuranamines (5-aminocoumarans) were developed for the treatment of traumatic and ischemic central nervous system (CNS) injury. Compounds within this class were extremely effective inhibitors of lipid peroxidation in vitro and antagonized excitatory behavior coupled with peroxidative injury
S Antus et al.
Chirality, 13(8), 493-506 (2001-07-24)
The correlation between the helicity (absolute conformation) of the O-heterocyclic ring of chiral 2,3-dihydrobenzo[b]furan (1) and chromane (2) derivatives and their (1)L(b) band CD was investigated. The same helicity rule was found for both unsubstituted chromophores: P/M helicity of the
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
Prashant P Deshpande et al.
Journal of industrial microbiology & biotechnology, 35(8), 901-906 (2008-05-23)
Microbial hydroxylation of o-bromophenylacetic acid provided 2-bromo-5-hydroxyphenylacetic acid. This enabled a route to the key intermediate 4-bromo-2,3-dihydrobenzofuran for synthesizing a melatonin receptor agonist and sodium hydrogen exchange compounds. Pd-mediated coupling reactions of 4-bromo-2,3-dihydrobenzofuran provided easy access to the 4-substituted-2,3-dihydrobenzofurans.
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