Skip to Content
Merck
CN

37281

2,3-Dihydrobenzofuran

purum, ≥97.0% (GC)

Synonym(s):

Coumaran

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H8O
CAS Number:
496-16-2
Molecular Weight:
120.15
EC Number:
207-817-3
UNSPSC Code:
12352100
PubChem Substance ID:
329755634
Beilstein/REAXYS Number:
111928
MDL number:
MFCD00005855

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

grade

purum

assay

≥97.0% (GC)

refractive index

n20/D 1.549

bp

188-189 °C (lit.)

solubility

alcohols: soluble(lit.), carbon disulfide: soluble(lit.), chloroform: soluble(lit.), diethyl ether: soluble(lit.)

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)

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 hydrodeoxygenations (HDOs) of benzofuran. Reaction of o-bromophenyl allyl ether and N-allyl o-bromoacetanilide with tributyltin hydride in the presence of activated olefin compounds is reported to yield 2, 3-dihydrobenzofuran derivatives. 2,3-Dihydrobenzofuran is reported to participate in the HDO network of benzofuran over alumina-supported Ni-Mo sulfided and reduced catalysts.

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

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Double carbon-carbon bond formations via both intramolecular and intermolecular radical reactions with tributyltin hydride to give 2, 3-dihydrobenzofuran and 2, 3-dihydroindole derivatives.
Togo H and Kikuchi O.
Tetrahedron Letters, 29(33), 4133-4134 (1988)
Investigation of the Reaction Network of Benzofuran Hydrodeoxygenation over Sulfided and Reduced Ni-Mo/Al2O3 Catalysts.
Bunch AY and Ozkan US.
J. Catal., 206(2), 177-187 (2002)
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.
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service