2,3-Dihydro-2-methylbenzofuran

Base Information

• Chemical Name: 2,3-Dihydro-2-methylbenzofuran
• CAS No.: 1746-11-8
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2932999099
• European Community (EC) Number: 217-124-8
• NSC Number: 403556
• DSSTox Substance ID: DTXSID60870908
• Nikkaji Number: J13.059A
• Mol file: 1746-11-8.mol

Synonyms:2,3-Dihydro-2-methylbenzofuran;1746-11-8;2-Methyl-2,3-dihydrobenzofuran;2-Methyl-2,3-dihydro-1-benzofuran;2-Methylcoumaran;Benzofuran, 2,3-dihydro-2-methyl-;EINECS 217-124-8;AI3-18884;2,3-dihydro-2-methylbenzo[b]furan;Benzofuran,2,3-dihydro-2-methyl-;NSC403556;CC1Cc2ccccc2O1;SCHEMBL765957;Benzofuran,3-dihydro-2-methyl-;2-methyl-2,3-dihydro-benzofuran;DTXSID60870908;HMS1741N08;BAA74611;MFCD00023003;AKOS000447041;AKOS016340176;CF-0246;NSC 403556;NSC-403556;2-Methyl-2,3-dihydro-1-benzofuran #;racemic 2-methyl-2,3-dihydrobenzofuran;LS-35066;D1537;FT-0633817;D89877;A811673;Z104378304

Chemical Property of 2,3-Dihydro-2-methylbenzofuran

Chemical Property:

• Refractive Index: 1.5290-1.5330
• Boiling Point: 197.4 °C at 760 mmHg
• Flash Point: 65.2 °C
• PSA: 9.23000
• Density: 1.035 g/cm³
• LogP: 2.01000
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

2-Methylcoumaran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzofuran Derivatives
• Canonical SMILES: CC1CC2=CC=CC=C2O1
• Uses: 2-Methylcoumaran is an impurity formed during the synthesis of metabolites of Diclofenac (D436450), a nonsteroidal anti-inflammatory compound an decycloxygenase (COX) inhibitor.

Technology Process of 2,3-Dihydro-2-methylbenzofuran

There total 52 articles about 2,3-Dihydro-2-methylbenzofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

o-Allylphenol (1745-81-9) → 2-methyl-2,3-dihydro-1-benzofuran (1746-11-8)

Guidance literature:

With zeolite BEA/37.5; at 39.84 ℃; for 1h; Reagent/catalyst; Time; Temperature; Catalytic behavior;

DOI:10.1002/cssc.201300173

Reference yield: 95.0%

2,3-dihydro-2-<(phenyltelluro)methyl>benzofuran (122823-57-8) → 2-methyl-2,3-dihydro-1-benzofuran (1746-11-8)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1021/jo00279a030

Reference yield: 92.0%

C16H16Cl2O2Te (115022-82-7) → 2-methyl-2,3-dihydro-1-benzofuran (1746-11-8)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; for 6h; Heating;

DOI:10.1016/S0040-4039(00)72717-1

upstream raw materials:

tetrachloromethane

2-allylphenyl acetate

2-allylanisole

ascaridole

Downstream raw materials:

2-(prop-1-enyl)phenol

5-propylphenol

2-methyl-2,3-dihydrobenzo[b]furan-7-carboxylic acid

(2-propyl-phenoxy)-acetic acid

Refernces

• 1、 Entel et al.. "-". . p. 2365. Retrieved 1951.
• 2、 Hori, Kazushige,Kitagawa, Hideki,Miyoshi, Akio,Ohta, Tetsuo,Furukawa, Isao. "Transition metal-catalyzed cyclization of 2-allylphenol to 2,3-dihydro-2-methylbenzofuran without β-elimination". . p. 1083 - 1084. Retrieved 1998.
• 3、 Grant, Virginia H.,Liu, Bing. "Iridium(III)-catalyzed tandem Claisen rearrangement-intramolecular hydroaryloxylation of aryl allyl ethers to form dihydrobenzofurans". . p. 1237 - 1239. Retrieved 2005.
• 4、 Capozzi, Giuseppe,Lucchini, Vittorio,Marcuzzi, Franco,Modena, Giorgio. "Intramolecular Cyclization using Methyl(bismethylthio)sulphonium Salts. Part 1. 2,3-Dihydrobenzofurans". . p. 3106 - 3110. Retrieved 1981.
• 5、 Sheng, Shouri,Hu, Minggang,Wu, Dan,Cai, Mingzhong,Huang, Xian. "Solid-phase synthesis of 2-iodomethyl-2, 3-dihydrobenzofurans using recyclable polymer-supported selenium bromide". . p. 345 - 348. Retrieved 2009.
• 6、 Gallagher, Timothy,Glorius, Frank,Hu, Tianjiao,Moock, Daniel,Wagener, Tobias. "Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis". supporting information. p. 13677 - 13681. Retrieved 2021/05/10.
• 7、 Cao, Rui,Lai, Chu-Hui,Li, Gang,Liu, Fengyi,Lu, Huan-Huan,Wang, Chao,Xiao, Jianliang,Xue, Dong,Yang, Liu,Zhang, Wei. "Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex". supporting information. p. 12714 - 12719. Retrieved 2020/06/02.