Diethyl sec-butylmalonate

Base Information

• Chemical Name: Diethyl sec-butylmalonate
• CAS No.: 83-27-2
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 29171900
• European Community (EC) Number: 201-463-3
• NSC Number: 127865,41157,30679
• DSSTox Substance ID: DTXSID201263613
• Nikkaji Number: J134.653I
• Mol file: 83-27-2.mol

Synonyms:83-27-2;Diethyl sec-butylmalonate;Diethyl 2-(sec-butyl)malonate;sec-Butylmalonic acid diethyl ester;diethyl 2-butan-2-ylpropanedioate;Diethyl (1-methylpropyl)malonate;Diethyl 1-methylpropylmalonate;EINECS 201-463-3;sec-Butylmalonic acid, diethyl ester;1,3-diethyl 2-(butan-2-yl)propanedioate;Propanedioic acid, (1-methylpropyl)-, diethyl ester;Diethyl 2-sec-butylmalonate;Diethyl s-butylmalonate;Diethyl=sec-butylmalonate;diethyl sec-butyl-malonate;Diethyl 2-sec-butylmalonate #;SCHEMBL4191467;diethyl-(1-methylpropyl)malonat;MIIZSUOEOUHAIZ-UHFFFAOYSA-;DTXSID201263613;AMY31986;NSC30679;NSC41157;MFCD00015194;NSC 30679;NSC 41157;NSC-30679;NSC-41157;NSC127865;2-s-butyl-malonic acid diethyl ester;AKOS015838711;CS-W014844;NSC 127865;NSC-127865;Malonic acid, sec-butyl-, diethyl ester;AS-59732;B0384;FT-0624805;1,3-Diethyl 2-(1-methylpropyl)propanedioate;D70303;EN300-189045;A840551;2-(1-methyl-propyl)-propanedioic acid diethyl ester

Chemical Property of Diethyl sec-butylmalonate

Chemical Property:

• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: 1.431
• Boiling Point: 247.5 °C at 760 mmHg
• PKA: 13.13±0.46(Predicted)
• Flash Point: 103.1 °C
• PSA: 52.60000
• Density: 0.992 g/cm³
• LogP: 1.77490
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

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

sec-ButylmalonicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OCC)C(=O)OCC

Technology Process of Diethyl sec-butylmalonate

There total 13 articles about Diethyl sec-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: 100.0%

diethyl ethylidenemalonate (1462-12-0) + diethylzinc (557-20-0) → sec-butyl-malonic acid diethyl ester (83-27-2)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine); In hexane; toluene; at 0 ℃; for 3h;

DOI:10.1016/S0957-4166(01)00196-3

Reference yield: 88.0%

diethyl ethylidenemalonate (1462-12-0) + diethylaluminium chloride (96-10-6) → sec-butyl-malonic acid diethyl ester (83-27-2)

Guidance literature:

In hexane; toluene; at -40 ℃; for 14h;

DOI:10.1055/s-1999-3589

Reference yield: 79.0%

diethyl propylidenemalonate (17085-88-0) + dimethylaluminum chloride (1184-58-3) → sec-butyl-malonic acid diethyl ester (83-27-2)

Guidance literature:

In hexane; toluene; at -40 ℃; for 16h;

DOI:10.1055/s-1999-3589

upstream raw materials:

sodium diethylmalonate

2-butyl iodide

diethyl ethylidenemalonate

ethylmagnesium bromide

Downstream raw materials:

ethyl-sec-butyl-malonic acid diethyl ester

3-Methyl-2-hydroxymethyl-pentanol-(1)

2,3-dimethylbutanol

3-methylvaleric acid

Refernces

• 1、 Zhang, Kaining,Chang, Liang,An, Qing,Wang, Xin,Zuo, Zhiwei. "Dehydroxymethylation of Alcohols Enabled by Cerium Photocatalysis". supporting information. p. 10556 - 10564. Retrieved 2019/08/28.
• 2、 Maas, Steffen,Kunz, Horst. "Mixed Dialkylaluminum Chlorides and Mixed Trimethylorganoaluminates in Chemoselective 1,4 Addition Reactions to Alkylidene Malonic Acid Diethyl Ester". . p. 396 - 403. Retrieved 2007/10/03.