(2-METHYL-2-PROPEN-1-YL)SUCCINIC ANHYDRIDE

Base Information

• Chemical Name: (2-METHYL-2-PROPEN-1-YL)SUCCINIC ANHYDRIDE
• CAS No.: 18908-20-8
• Molecular Formula: C8H10 O3
• Molecular Weight: 154.166
• Hs Code.: 2917190090
• Mol file: 18908-20-8.mol

Synonyms:2,5-Furandione,dihydro-3-(2-methyl-2-propenyl)- (9CI); Succinic anhydride, (2-methylallyl)-(8CI); 2-Methallylsuccinic anhydride;3-(2-Methyl-2-propenyl)dihydrofuran-2,5-dione; NSC 14678; b-Methallylsuccinic anhydride

Chemical Property of (2-METHYL-2-PROPEN-1-YL)SUCCINIC ANHYDRIDE

Chemical Property:

• Melting Point: 58°C
• Boiling Point: 137°C 9mm
• Flash Point: 120.7°C
• PSA: 43.37000
• Density: 1.115g/cm³
• LogP: 1.04230

Purity/Quality:

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

(2-Methyl-2-propenyl)succinic Anhydride >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2-METHYL-2-PROPEN-1-YL)SUCCINIC ANHYDRIDE

There total 1 articles about (2-METHYL-2-PROPEN-1-YL)SUCCINIC 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: 79.8%

maleic anhydride (108-31-6) + isobutene (115-11-7,15220-85-6) → 2-methyl-2-propen-1-yl succinic anhydride (18908-20-8)

Guidance literature:

With 4-tert-Butylcatechol; In toluene; at 170 ℃; for 9.5h;

DOI:10.1021/jm970494j

Reference yield:

2-methyl-2-propen-1-yl succinic anhydride (18908-20-8) → galardin (142880-36-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 97.6 percent / H₂ / 10percent Pd/C / toluene / 14 h / 60 - 70 °C / 3102.9 Torr

2: 55.9 percent / 192 h / Ambient temperature

3: 64 percent / diethyl ether / 24 h / Ambient temperature

4: 98 percent / 1 N HCl / CHCl₃

5: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

6: KOH, HONH₂*HCl / methanol / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydroxylamine hydrochloride; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In methanol; diethyl ether; chloroform; toluene;

DOI:10.1021/jm970494j

Reference yield:

2-methyl-2-propen-1-yl succinic anhydride (18908-20-8) → (R)-N1-((S)-1-Benzylcarbamoyl-2-naphthalen-2-yl-ethyl)-N4-hydroxy-2-isobutyl-succinamide

Guidance literature:

Multi-step reaction with 6 steps

1: 97.6 percent / H₂ / 10percent Pd/C / toluene / 14 h / 60 - 70 °C / 3102.9 Torr

2: 55.9 percent / 192 h / Ambient temperature

3: 64 percent / diethyl ether / 24 h / Ambient temperature

4: 98 percent / 1 N HCl / CHCl₃

5: 1.) CDI, 2.) Et₃N / 1.) THF, RT, 2 h, 2.) THF, RT

6: 11 percent / KOH, HONH₂*HCl / methanol / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydroxylamine hydrochloride; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In methanol; diethyl ether; chloroform; toluene;

DOI:10.1021/jm970494j

upstream raw materials:

maleic anhydride

isobutene

Downstream raw materials:

3-methyl-5-oxo-3-cyclohexene-1-carboxylic acid

2-carboxymethyl-4-methyl-4-pentanolide

(R)-N⁴-Hydroxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-phenyl-ethyl)-succinamide

(2R)-N₁-[(1S)-2,2-dimethyl-1-[(methylamino)carbonyl]propyl]-N₄-hydroxy-2-(2-methylpropyl)-butanediamide

Refernces

• 1、 Levy, Daniel E.,Lapierre, France,Liang, Weisheng,Ye, Wenqing,Lange, Christopher W.,Li, Xiaoyuan,Grobelny, Damian,Casabonne, Marie,Tyrrell, David,Holme, Kevin,Nadzan, Alex,Galardy, Richard E.. "Matrix metalloproteinase inhibitors: A structure-activity study". . p. 199 - 223. Retrieved 2007/10/03.