1(3H)-Isobenzofuranone, 3,3-diethyl-

Base Information

• Chemical Name: 1(3H)-Isobenzofuranone, 3,3-diethyl-
• CAS No.: 4770-31-4
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• DSSTox Substance ID: DTXSID40453410
• Nikkaji Number: J1.586.010C
• Wikidata: Q82274545
• Mol file: 4770-31-4.mol

Synonyms:1(3H)-Isobenzofuranone, 3,3-diethyl-;4770-31-4;3,3-diethylphthalide;3,3-diethyl-2-benzofuran-1-one;3,3-diethyl-2-benzofuran-1(3H)-one;SCHEMBL6739516;DTXSID40453410;AE-641/02416029

Chemical Property of 1(3H)-Isobenzofuranone, 3,3-diethyl-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C2=CC=CC=C2C(=O)O1)CC

Technology Process of 1(3H)-Isobenzofuranone, 3,3-diethyl-

There total 2 articles about 1(3H)-Isobenzofuranone, 3,3-diethyl- 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: 63.0%

phthalic anhydride (85-44-9) + ethylmagnesium bromide (925-90-6) → 3,3-diethyl-phthalide (4770-31-4)

Guidance literature:

phthalic anhydride; ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

With hydrogenchloride;

Reference yield:

ethylmagnesium bromide (925-90-6) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) → 3,3-diethyl-phthalide (4770-31-4) + 2-propanoylbenzoic acid (2360-45-4)

Guidance literature:

With diethyl ether; Zersetzen des Reaktionsprodukts mit Eis und verd. Salzsaeure;

Reference yield: 70.0%

3,3-diethyl-phthalide (4770-31-4) → α,α-diethyl-o-xylene-α,α'-diol (51293-49-3)

Guidance literature:

With phenylsilane; potassium hydroxide; In tetrahydrofuran; for 4h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.cclet.2018.11.025

upstream raw materials:

ethylmagnesium bromide

benzene-1,2-dicarboxylic acid

phthalic anhydride

Downstream raw materials:

2-(pent-2-en-3-yl)benzoic acid

pentan-3-one

benzoic acid

α,α-diethyl-o-xylene-α,α'-diol

Refernces

• 1、 Nagao, Yoshimitsu,Jeong, Ill-Yun,Lee, Woo Song,Sano, Shigeki. "A new ring enlargement reaction of γ-lactones to seven-membered cyclic ethers via intramolecular endo-mode cyclisation of the ω-hydroxy allenyl ketone intermediates in situ". . p. 19 - 20. Retrieved 2007/10/03.