Dimethyl isobutylmalonate

Base Information

• Chemical Name: Dimethyl isobutylmalonate
• CAS No.: 39520-24-6
• Molecular Formula: C9H16 O4
• Molecular Weight: 188.224
• Hs Code.: 29171900
• European Community (EC) Number: 254-490-8
• UNII: AW4UPK6QMV
• DSSTox Substance ID: DTXSID8068179
• Nikkaji Number: J261.375A
• Wikidata: Q72470718
• Mol file: 39520-24-6.mol

Synonyms:Dimethyl isobutylmalonate;39520-24-6;Dimethyl 2-isobutylmalonate;Propanedioic acid, 2-(2-methylpropyl)-, 1,3-dimethyl ester;dimethyl 2-(2-methylpropyl)propanedioate;Propanedioic acid, (2-methylpropyl)-, dimethyl ester;AW4UPK6QMV;Malonic acid, isobutyl-, dimethyl ester;EINECS 254-490-8;Dimethylisobutylmalonate;Dimethyl2-isobutylmalonate;UNII-AW4UPK6QMV;SCHEMBL1059738;Dimethyl isobutylmalonate, 97%;DTXSID8068179;dimethyl-(2-methylpropyl)malonate;Isobutylmalonic acid dimethyl ester;AMY10209;MFCD00015640;AKOS015850935;CS-W016804;DS-2813;A6613;FT-0639551;1,3-dimethyl 2-(2-methylpropyl)propanedioate;5-Hydroxyanthranilic acid;Perfluoro(4-methyl-3,6-dioxaoct-7-ene)sulfonylfluoride

Chemical Property of Dimethyl isobutylmalonate

Chemical Property:

• Appearance/Colour: colorless to light yellow clear liquid
• Vapor Pressure: 0.231mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 213 ºC
• PKA: 12.96±0.46(Predicted)
• Flash Point: 208 ºF
• PSA: 52.60000
• Density: 1.012
• LogP: 0.99470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl2-Isobutylmalonate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OC)C(=O)OC

Technology Process of Dimethyl isobutylmalonate

There total 7 articles about Dimethyl isobutylmalonate 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: 61.0%

2-isobutylidene malonic acid dimethyl ester (36825-11-3) → Isobutylmalonsaeure-dimethylester (39520-24-6) + (+/-) dimethyl 2-methoxy-3,3-dimethylcyclopropane-1,1-dicarboxylate (63646-57-1) + dimethyl 3-methyl-2-methoxybutane-1,1-dicarboxylate

Guidance literature:

With sodium iodide; In methanol; at 60 ℃; electrochemical conditions;

DOI:10.1016/0040-4020(95)98700-R

Reference yield: 32.0%

Isobutyl bromide (78-77-3) + malonic acid dimethyl ester (108-59-8) → Isobutylmalonsaeure-dimethylester (39520-24-6)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

Isobutyl bromide; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1002/anie.201712775

Reference yield:

Isobutyl iodide (513-38-2) + malonic acid dimethyl ester (108-59-8) → Isobutylmalonsaeure-dimethylester (39520-24-6)

Guidance literature:

With sodium; at 65 ℃; for 2.5h;

upstream raw materials:

methanol

isobutylmalonic Acid

Isobutyl bromide

malonic acid dimethyl ester

Downstream raw materials:

(1-ethoxycarbonylmethyl-6,7-dimethoxy-3,4-dihydro-1H-[2]isoquinolylmethyl)-isobutyl-malonic acid dimethyl ester

N-(3,4-dimethoxy-phenethyl)-2-isobutyl-malonamic acid methyl ester

(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester

(Isobutylimino)malonsaeure-dimethylester

Refernces

• 1、 Brenna, Elisabetta,Cannavale, Flavia,Crotti, Michele,De Vitis, Valerio,Gatti, Francesco G.,Migliazza, Gaia,Molinari, Francesco,Parmeggiani, Fabio,Romano, Diego,Santangelo, Sara. "Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti". . p. 3796 - 3803. Retrieved 2016/12/24.
• 2、 Goldys, Anna M.,Nez, Marta G.,Dixon, Darren J.. "Creation through immobilization: A new family of high performance heterogeneous bifunctional iminophosphorane (BIMP) superbase organocatalysts". supporting information. p. 6294 - 6297. Retrieved 2015/02/05.