2,2-Dimethylsuccinic anhydride

Base Information

• Chemical Name: 2,2-Dimethylsuccinic anhydride
• CAS No.: 17347-61-4
• Molecular Formula: C6H8 O3
• Molecular Weight: 128.128
• Hs Code.: 29159000
• European Community (EC) Number: 241-371-0
• UNII: TL903A7H7V
• DSSTox Substance ID: DTXSID40169620
• Nikkaji Number: J96.536G
• Wikidata: Q27290013
• Mol file: 17347-61-4.mol

Synonyms:2,2-dimethylsuccinic anhydride

Chemical Property of 2,2-Dimethylsuccinic anhydride

Chemical Property:

• Appearance/Colour: white low melting solid
• Vapor Pressure: 0.114mmHg at 25°C
• Melting Point: 26-30 ºC
• Refractive Index: 1.4585 (estimate)
• Boiling Point: 219-220 ºC
• Flash Point: 108 ºC
• PSA: 43.37000
• Density: 1.135
• LogP: 0.48610
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 169

Purity/Quality:

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

2,2-Dimethylsuccinic anhydride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(CC(=O)OC1=O)C

Technology Process of 2,2-Dimethylsuccinic anhydride

There total 7 articles about 2,2-Dimethylsuccinic anhydride 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: 93.0%

2,2-dimethylsuccinic acid (597-43-3) → 2,2-dimethylsuccinic anhydride (17347-61-4)

Guidance literature:

With acetic anhydride; In toluene; at 130 ℃; for 3h;

Reference yield: 58.0%

2-methyl-1,2-epoxypropane (558-30-5) + carbon monoxide (201230-82-2) → 2,2-dimethylsuccinic anhydride (17347-61-4)

Guidance literature:

With [(5,10,15,20-tetramesitylporphyrin)Al(THF)₂][Co(CO)₄]; In neat (no solvent); at 70 - 100 ℃; for 1.5h; under 46027.4 Torr; Reagent/catalyst; Solvent;

Reference yield:

molybdenum hexacarbonyl (13939-06-5,199620-15-0) + Trimethylacetic acid (75-98-9) → 2,2-dimethylsuccinic anhydride (17347-61-4)

Guidance literature:

With N-[2-(phenylsulfanyl)ethyl]acetamide; palladium diacetate; silver nitrate; at 80 ℃; for 24h;

DOI:10.1002/anie.202104645

upstream raw materials:

2,2-dimethylsuccinic acid

α,α-Dimethyl-bernsteinsaeure-mono-(p-brom-phenyl)-ester

potassium cyanide

ethyl 2-cyanoacetate

Downstream raw materials:

2,2-Dimethyl-bersteinsaeure-4-amid

1-Ethoxycarbonyl-4-methoxycarbonyl-4,4-dimethyl-2-oxobutylidenetriphenylphosphorane

o-Hydroxyphenylsaeure-α,α-dimethylsuccinat

bevirimat

Refernces

• 1、 Tolmacheva,Igosheva,Savinova,Boreko,Grishko. "Synthesis and antiviral activity of C-3(C-28)-substituted 2,3-seco-triterpenoids". . p. 1050 - 1058. Retrieved 2014.
• 2、 -. "Succinic anhydrides from epoxides". Page/Page column 35. . Retrieved 2013/07/25.