3,3-Dimethyl-2-benzofuran-1(3H)-one

Base Information

• Chemical Name: 3,3-Dimethyl-2-benzofuran-1(3H)-one
• CAS No.: 1689-09-4
• Molecular Formula: C10H10 O2
• Molecular Weight: 162.188
• Hs Code.: 2932209090
• European Community (EC) Number: 216-878-5
• NSC Number: 5114
• UNII: E325Q29EJM
• DSSTox Substance ID: DTXSID40168618
• Nikkaji Number: J7.757G
• Wikidata: Q83038234
• Mol file: 1689-09-4.mol

Synonyms:1689-09-4;3,3-Dimethyl-2-benzofuran-1(3H)-one;3,3-Dimethylphthalide;1(3H)-Isobenzofuranone, 3,3-dimethyl-;3,3-dimethyl-2-benzofuran-1-one;3,3-dimethylisobenzofuran-1(3H)-one;3,3-DIMETHYL-1,3-DIHYDRO-2-BENZOFURAN-1-ONE;NSC-5114;EINECS 216-878-5;3,3-DIMETHYL-1(3H)-ISOBENZOFURANONE;NSC5114;Phthalide, 3,3-dimethyl-;SCHEMBL361852;E325Q29EJM;DTXSID40168618;BAA68909;NSC 5114;MFCD00222552;STL227651;AKOS004907317;AB04969;TS-02162;1,3-2H-Isobenzofuranone, 3,3-dimethyl-;3,3-Dimethyl-2-benzofuran-1(3H)-one #;A3733;FT-0728540;EN300-117121;Z1255415853

Chemical Property of 3,3-Dimethyl-2-benzofuran-1(3H)-one

Chemical Property:

• Vapor Pressure: 0.00199mmHg at 25°C
• Melting Point: 69-70℃
• Boiling Point: 291.1°Cat760mmHg
• Flash Point: 117.8°C
• PSA: 26.30000
• Density: 1.122g/cm³
• LogP: 2.09210
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

99.9% ^*data from raw suppliers

3,3-DIMETHYL-2-BENZOFURAN-1(3H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2C(=O)O1)C

Technology Process of 3,3-Dimethyl-2-benzofuran-1(3H)-one

There total 52 articles about 3,3-Dimethyl-2-benzofuran-1(3H)-one 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: 90.0%

3-tert-Butoxy-1,1-dimethyl-1,3-dihydro-isobenzofuran → 3,3-Dimethyl-3H-isobenzofuran-1-one (1689-09-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jo00124a033

Reference yield: 84.0%

2-isopropylbenzoic acid (2438-04-2) → 3,3-Dimethyl-3H-isobenzofuran-1-one (1689-09-4)

Guidance literature:

With Iron(III) nitrate nonahydrate; sodium bromate; In acetonitrile; at 20 ℃; for 18h; Reagent/catalyst; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/acs.orglett.1c01984

Reference yield: 79.0%

carbon monoxide (201230-82-2) + 2-(2-iodophenyl)propan-2-ol (69352-05-2) → 3,3-Dimethyl-3H-isobenzofuran-1-one (1689-09-4)

Guidance literature:

With triethylamine; In acetonitrile; at 250 ℃; for 16h; under 49403.3 Torr; Autoclave;

DOI:10.1055/s-0037-1609964

upstream raw materials:

phthalic anhydride

methyl magnesium iodide

diethyl ether

dimethylcadmium

Downstream raw materials:

1,3,3-Trimethyl-1,3-dihydro-1-isobenzofuranol

2-(1-hydroxy-1-methyl-ethyl)-benzophenone cyclohemiacetal

1-methoxy-3,3-dimethyl-1-p-tolylethynyl-1,3-dihydro-isobenzofuran

1-methoxy-1-(4-methoxyphenyl)-3,3-dimethyl-1,3-dihydroisobenzofuran

Refernces

• 1、 Jones,Congdon. "-". . p. 4291,4293. Retrieved 1959.
• 2、 de Benneville. "-". . p. 462,464. Retrieved 1941.
• 3、 Southwell. "-". . p. 1885,1886. Retrieved 1975.
• 4、 Zhou, Likai,Jia, Kuiyong,Liu, Xigong,Liu, Lei. "Enantioselective Transfer Hydrogenation of Oxocarbenium Ions Enables Asymmetric Access to α-Substituted 1,3-Dihydroisobenzofurans". supporting information. p. 421 - 428. Retrieved 2021/10/01.
• 5、 Chen, Xiaohan,Zhao, Ran,Liu, Ziqiang,Sun, Shutao,Ma, Yingang,Liu, Qingyun,Sun, Xia,Liu, Lei. "Redox deracemization of α-substituted 1,3-dihydroisobenzofurans". supporting information. p. 2305 - 2308. Retrieved 2021/03/08.