Dimethyl butylmalonate

Base Information

• Chemical Name: Dimethyl butylmalonate
• CAS No.: 39520-22-4
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• Hs Code.: 2917190090
• European Community (EC) Number: 254-489-2
• NSC Number: 71209
• DSSTox Substance ID: DTXSID10960141
• Nikkaji Number: J26.289G
• Wikidata: Q72469591
• Mol file: 39520-22-4.mol

Synonyms:Dimethyl butylmalonate;39520-22-4;dimethyl 2-butylpropanedioate;EINECS 254-489-2;NSC 71209;Dimethyl 2-butylmalonate;Dimethyl butylpropanedioate;Dimethyl 2-butylmalonate #;SCHEMBL3626129;Butylmalonic acid dimethyl ester;DTXSID10960141;1,3-dimethyl 2-butylpropanedioate;NSC71209;NSC-71209;AKOS006294819;Propanedioic acid, butyl-, dimethyl ester;FT-0694961;Ehyl 8-methoxy-4-(o-tolylamino)quinoline-3-carboxylate

Chemical Property of Dimethyl butylmalonate

Chemical Property:

• Vapor Pressure: 0.118mmHg at 25°C
• Refractive Index: 1.425
• Boiling Point: 219.6 °C at 760 mmHg
• PKA: 13.43±0.46(Predicted)
• Flash Point: 97.3 °C
• PSA: 52.60000
• Density: 1.02 g/cm³
• LogP: 1.13880
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

DIMETHYL BUTYL MALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Dimethyl butylmalonate

There total 11 articles about Dimethyl butylmalonate 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: 80.0%

methanol (67-56-1) + dimethyl 2-butylidenemalonate (18795-83-0) → dimethyl 2-butylmalonate (39520-22-4) + dimethyl 2-ethyl-3,3-dimethoxy-propane-1,1-dicarboxylate (87061-85-6) + 3,4-dipropyl-cyclobutane-1,1,2,2-tetracarboxylic acid tetramethyl ester

Guidance literature:

With sodium iodide; at 60 ℃; 2.2 F/mol of the electricity;

DOI:10.1016/S0040-4020(98)00912-0

Reference yield: 75.0%

1-iodo-butane (542-69-8) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-butylmalonate (39520-22-4)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h; Inert atmosphere;

1-iodo-butane; In N,N-dimethyl-formamide; mineral oil; at 0 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.3762/bjoc.17.135

Reference yield: 75.0%

1-bromo-butane (109-65-9) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-butylmalonate (39520-22-4)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

1-bromo-butane; In tetrahydrofuran; N,N-dimethyl-formamide; Heating;

upstream raw materials:

1-bromo-butane

malonic acid dimethyl ester

methanol

dimethyl 2-butylidenemalonate

Downstream raw materials:

mofebutazone

3-n-Butyl-2,4-dihydroxy-6-methyl-pyridin

methyl hexanoate

n-butylmalonic acid

Refernces

• 1、 O'Mahony, Rosella M.,Lynch, Denis,Hayes, Hannah L. D.,Ní Thuama, Eilís,Donnellan, Philip,Jones, Roderick C.,Glennon, Brian,Collins, Stuart G.,Maguire, Anita R.. "Exploiting the Continuous in situ Generation of Mesyl Azide for Use in a Telescoped Process". . p. 6533 - 6539. Retrieved 2017/10/24.
• 2、 Neimert-Andersson, Kristina,Blomberg, Eva,Somfai, Peter. "Stereoselective synthesis of polyhydroxyl surfactants. Stereochemical influence on Langmuir monolayers". . p. 3746 - 3752. Retrieved 2007/10/03.