alpha,alpha-Dimethyl-gamma-butyrolactone

Base Information

• Chemical Name: alpha,alpha-Dimethyl-gamma-butyrolactone
• CAS No.: 3709-08-8
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2932209090
• European Community (EC) Number: 680-001-6
• NSC Number: 1094
• UNII: 6MQY4D3RG7
• DSSTox Substance ID: DTXSID30190584
• Nikkaji Number: J377.659J
• Wikidata: Q83062977
• ChEMBL ID: CHEMBL33962
• Mol file: 3709-08-8.mol

Synonyms:2,2-dimethyl-4-butyrolactone;alpha, alpha-dimethyl-gamma-butyrolactone;alpha-DMGBL

Chemical Property of alpha,alpha-Dimethyl-gamma-butyrolactone

Chemical Property:

• Vapor Pressure: 0.513mmHg at 25°C
• Melting Point: 6 °C
• Refractive Index: 1.428
• Boiling Point: 191.5 °C at 760 mmHg
• Flash Point: 66.9 °C
• PSA: 26.30000
• Density: 0.995 g/cm³
• LogP: 0.95950
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

alpha,alpha-Dimethyl-gamma-butyrolactone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCOC1=O)C

Technology Process of alpha,alpha-Dimethyl-gamma-butyrolactone

There total 3 articles about alpha,alpha-Dimethyl-gamma-butyrolactone 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:

2,2-dimethylglutaric acid (681-57-2) → dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) + 3,3'-dimethylbutyrolactone (3709-08-8) + 4-Methylpentanoic acid (646-07-1)

Guidance literature:

With sodium persulfate; silver nitrate; In water; at 60 ℃; for 3h; Product distribution; other reagent;

DOI:10.1007/BF00955294

Reference yield:

2,2-dimethylbutane-1,4-diol (32812-23-0) → Pantoyllacton (13861-97-7) + 3,3'-dimethylbutyrolactone (3709-08-8)

Guidance literature:

With nickel dibromide; dibenzoyl peroxide; In acetonitrile; at 60 ℃; Yield given. Yields of byproduct given; oxidation with trityl tetrafluoroborate less yield;

Reference yield:

2,2-dimethylsuccinic anhydride (17347-61-4) → Pantoyllacton (13861-97-7) + 3,3'-dimethylbutyrolactone (3709-08-8)

Guidance literature:

With dimethylsulfide borane complex; Yield given. Multistep reaction. Yields of byproduct given; 1.) lipase Amano P, i-Pr₂O, 25 deg C;

DOI:10.1016/S0040-4039(00)99517-0

upstream raw materials:

2,2-dimethylsuccinic anhydride

2,2-dimethylbutane-1,4-diol

2,2-dimethylglutaric acid

Downstream raw materials:

2,2-dimethylglutaric acid

1,3,3-trimethyl-2-pyrrolidinone

4-bromo-2,2-dimethyl-butyric acid

ethyl 2,2-dimethyl-4-chlorobutanoate

Refernces

• 1、 Ishii, Youichi,Osakada, Kohtaro,Ikariya, Takao,Saburi, Masahiko,Yoshikawa, Sadao. "Ruthenium Complex Catalyzed Regioselective Dehydrogenation of Unsymmetrical α,ω-Diols". . p. 2034 - 2039. Retrieved 2007/10/02.
• 2、 Ikariya, Takao,Osakada, Kohtaro,Ishii, Youichi,Osawa, Shoichi,Saburi, Masahiko,Yoshikawa, Sadao. "Regioselective Hydrogenation of Unsymmetrically Substituted Cyclic Anhydrides Catalyzed by Ruthenium Complexes with Phosphine Ligands". . p. 897 - 898. Retrieved 2007/10/02.