Home Other Building Blocks 2,3-Dihydrobenzofuran

2,3-Dihydrobenzofuran

CAS No.:
496-16-2
Catalog Number:
AG0032XW
Molecular Formula:
C8H8O
Molecular Weight:
120.1485
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
98%
In Stock USA
United States
$13
- +
25g
98%
In Stock USA
United States
$28
- +
100g
98%
In Stock USA
United States
$74
- +
500g
98%
In Stock USA
United States
$257
- +
Product Description
Catalog Number:
AG0032XW
Chemical Name:
2,3-Dihydrobenzofuran
CAS Number:
496-16-2
Molecular Formula:
C8H8O
Molecular Weight:
120.1485
MDL Number:
MFCD05663714
IUPAC Name:
2,3-dihydro-1-benzofuran
InChI:
InChI=1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2
InChI Key:
HBEDSQVIWPRPAY-UHFFFAOYSA-N
SMILES:
c1ccc2c(c1)OCC2
EC Number:
207-817-3
UNII:
99E861415L
Properties
Complexity:
101  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
120.058g/mol
Formal Charge:
0
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
120.151g/mol
Monoisotopic Mass:
120.058g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
9.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1  
Literature
Title Journal
One-pot synthesis of chiral dihydrobenzofuran framework via Rh/Pd catalysis. Organic letters 20121102
Isolation and characterization of degradation products of moxidectin using LC, LTQ FT-MS, H/D exchange and NMR. Analytical and bioanalytical chemistry 20121101
Intramolecular alkoxycyanation and alkoxyacylation reactions: new types of alkene difunctionalizations for the construction of oxygen heterocycles. Angewandte Chemie (International ed. in English) 20121008
Enantioselective total synthesis of (+)-lithospermic acid. Organic letters 20121005
Electrochemically active cross-linking reaction for fluorescent labeling of aliphatic alkenes. Chemistry (Weinheim an der Bergstrasse, Germany) 20120514
Design and synthesis of dihydrobenzofuran amides as orally bioavailable, centrally active γ-secretase modulators. Bioorganic & medicinal chemistry letters 20120415
Identification of fused-ring alkanoic acids with improved pharmacokinetic profiles that act as G protein-coupled receptor 40/free fatty acid receptor 1 agonists. Journal of medicinal chemistry 20120223
Antiradical and antioxidant activities of new bio-antioxidants. Biochimie 20120201
Caffeic acid oligomers with hyaluronidase inhibitory activity from Clinopodium gracile. Chemical & pharmaceutical bulletin 20120101
Combining molecular docking and molecular dynamics to predict the binding modes of flavonoid derivatives with the neuraminidase of the 2009 H1N1 influenza A virus. International journal of molecular sciences 20120101
Taming the Friedel-Crafts reaction: organocatalytic approach to optically active 2,3-dihydrobenzofurans. Angewandte Chemie (International ed. in English) 20111223
Domino reaction for the chemo- and stereoselective synthesis of trans-2,3-dihydrobenzofurans from N-thiophosphinyl imines and sulfur ylides. The Journal of organic chemistry 20111007
Design, synthesis and cytotoxic activities of novel hybrid compounds between dihydrobenzofuran and imidazole. Organic & biomolecular chemistry 20110607
Enantioselective total synthesis of aperidine. Organic letters 20110520
Highly convergent total synthesis of (+)-lithospermic acid via a late-stage intermolecular C-H olefination. Journal of the American Chemical Society 20110420
Thermodynamic analysis of strain in the five-membered oxygen and nitrogen heterocyclic compounds. The journal of physical chemistry. A 20110317
Phosphine-catalyzed domino reaction: highly stereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allylic carbonates. Organic letters 20100903
Quaternary ammonium (hypo)iodite catalysis for enantioselective oxidative cycloetherification. Science (New York, N.Y.) 20100611
2-(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl-oxy)acetic acid monohydrate. Acta crystallographica. Section E, Structure reports online 20100601
The first diastereoselective synthesis of cinerins A-C, PAF-antagonistic macrophyllin-type bicyclo[3.2.1]octane neolignans, using a novel Pd-catalysed oxyarylation. Organic & biomolecular chemistry 20100507
Nonlinear optical switching properties in the furylfulgide aberchrome 540-dihydrobenzofuran derivative pair of photochromic materials. The journal of physical chemistry. A 20100114
2,3-Dihydro-1-benzofuran derivatives as a series of potent selective cannabinoid receptor 2 agonists: design, synthesis, and binding mode prediction through ligand-steered modeling. ChemMedChem 20091001
Toxicities of 31 volatile low molecular weight compounds against Aedes aegypti and Culex quinquefasciatus. Journal of medical entomology 20090301
Bifunctional phosphine-catalyzed domino reaction: highly stereoselective synthesis of cis-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allenes. Organic letters 20090101
Hydrogen transfer from supercritical methanol over a solid base catalyst: a model for lignin depolymerization. ChemSusChem 20090101
Total synthesis of (-)-serotobenine. Journal of the American Chemical Society 20081217
Attenuation of cataract progression by A-3922, a dihydrobenzofuran derivative, in streptozotocin-induced diabetic rats. Biological & pharmaceutical bulletin 20081001
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities. Journal of agricultural and food chemistry 20080910
Microbial hydroxylation of o-bromophenylacetic acid: synthesis of 4-substituted-2,3-dihydrobenzofurans. Journal of industrial microbiology & biotechnology 20080801
A new cytotoxic prenylated dihydrobenzofuran derivative and other chemical constituents from the rhizomes of Atractylodes lancea DC. Archives of pharmacal research 20080801
Benzofuran derivatives from the mangrove endophytic Fungus Xylaria sp. (#2508). Journal of natural products 20080701
Photochemistry of allyloxybenzophenones: a pseudo-Paternò-Büchi rearrangement accompanied by hydrogen transfer induced 1,5-cyclization. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080701
A case of anti carbolithiation of alkynes resulting from intramolecular lithium coordination. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives. Chemistry (Weinheim an der Bergstrasse, Germany) 20080101
Direct stereocontrolled synthesis of polyoxygenated hydrobenzofurans and hydrobenzopyrans from p-peroxy quinols. Organic letters 20071122
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents. Bioorganic & medicinal chemistry 20070915
A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76. Chemical & pharmaceutical bulletin 20070901
Total synthesis of (-)-conocarpan and assignment of the absolute configuration by chemical methods. Chemical communications (Cambridge, England) 20070607
Bioactive compounds from Bauhinia purpurea possessing antimalarial, antimycobacterial, antifungal, anti-inflammatory, and cytotoxic activities. Journal of natural products 20070501
Effect of a dihydrobenzofuran derivative on lipid hydroperoxide-induced rabbit corneal neovascularization. Journal of pharmacological sciences 20070201
Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans. Beilstein journal of organic chemistry 20070101
Treatment of overactive bladder in the aging population: focus on darifenacin. Clinical interventions in aging 20061201
Silver-catalyzed asymmetric synthesis of 2,3-dihydrobenzofurans: a new chiral synthesis of pterocarpans. Chemistry (Weinheim an der Bergstrasse, Germany) 20061124
Chalcone epoxide intermediates in the syntheses of lignin-related phenylcoumarans. Acta crystallographica. Section C, Crystal structure communications 20061001
Ag(I)-catalyzed sequential C-C and C-O bond formations between phenols and dienes with atom economy. The Journal of organic chemistry 20060818
Fluorescence and ultraviolet absorption spectra and structure of coumaran and its ring-puckering potential energy function in the S1(pi,pi*) excited state. The Journal of chemical physics 20060721
Evaluation of volatile low molecular weight insecticides using Drosophila melanogaster as a model. Pest management science 20060701
New dihydrobenzofuran derivative, awajanoran, from marine-derived Acremonium sp. AWA16-1. The Journal of antibiotics 20060701
An intramolecular Diels-Alder approach to the eunicellins: enantioselective total syntheses of ophirin B and astrogorgin. Journal of the American Chemical Society 20060201
The clinical pharmacokinetics of darifenacin. Clinical pharmacokinetics 20060101
Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints. Bioorganic & medicinal chemistry letters 20051201
Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation. Journal of the American Chemical Society 20051005
S0 ring-puckering potential energy function for coumaran. The journal of physical chemistry. A 20050922
Benzodioxole derivatives as negative effectors of plant proteases. Journal of agricultural and food chemistry 20050921
Intramolecular carbolithiation of allyl o-lithioaryl ethers: a new enantioselective synthesis of functionalized 2,3-dihydrobenzofurans. Chemistry (Weinheim an der Bergstrasse, Germany) 20050905
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. Journal of medicinal chemistry 20050602
Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin. Journal of the American Chemical Society 20050316
Characterization of carbofuran photodegradation by-products by liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM 20050101
An intramolecular Diels-Alder approach to the eunicelins: enantioselective total synthesis of ophirin B. Journal of the American Chemical Society 20040825
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers. The Journal of organic chemistry 20040514
Deuterium-labeling studies establishing stereochemistry at the oxypalladation step in Wacker-type oxidative cyclization of an o-allylphenol. Journal of the American Chemical Society 20040317
Total syntheses of furaquinocin A, B, and E. Journal of the American Chemical Society 20031029
Acylation of aromatic ethers over solid acid catalysts: scope of the reaction with more complex acylating agents. Organic & biomolecular chemistry 20030707
Stilbenoids from the lianas of Gnetum pendulum. Journal of Asian natural products research 20030601
Synthesis and activities of oxidative metabolites of the anti-arthritic drug candidate S-2474. Bioorganic & medicinal chemistry 20030529
Efficient [3,3]-sigmatropic rearrangement accelerated by a trifluoroacetyl group: synthesis of benzofurans under mild conditions. Organic & biomolecular chemistry 20030121
[Chiroptical study of O-heterocyclic compounds, secondary mono-alcohols and primary monoamines]. Acta pharmaceutica Hungarica 20030101
An experimental and computational evaluation of the energetics of the isomeric methoxyphenylcarbenes generated in carbon atom reactions. Journal of the American Chemical Society 20020116
Novel transformations of gamma-silyl nitro compounds. Organic letters 20011227
Pyrrolidine-3-carboxylic acids as endothelin antagonists. 5. Highly selective, potent, and orally active ET(A) antagonists. Journal of medicinal chemistry 20011108
Chiroptical properties of 2,3-dihydrobenzo[b]furan and chromane chromophores in naturally occurring O-heterocycles. Chirality 20010801
A biomimetic approach to dihydrobenzofuran synthesis. The Journal of organic chemistry 20010727
The antioxidant profile of 2,3-dihydrobenzo[b]furan-5-ol and its 1-thio, 1-seleno, and 1-telluro analogues. Journal of the American Chemical Society 20010418
Bowdenol, a new 2,3-dihydrobenzofuran constituent from Bowdichia virgilioides. Natural product letters 20010101
Metabolites from fungi 15. New isocoumarins from an endophytic fungus isolated from the Canadian thistle Cirsium arvense. Natural product letters 20010101
THE ADRENERGIC-NEURONE BLOCKING ACTION OF SOME COUMARAN COMPOUNDS. British journal of pharmacology and chemotherapy 19641201
Properties