Diethyl (1-methylbutyl)malonate

Base Information

• Chemical Name: Diethyl (1-methylbutyl)malonate
• CAS No.: 117-47-5
• Molecular Formula: C12H22 O4
• Molecular Weight: 230.304
• Hs Code.: 2917190090
• European Community (EC) Number: 204-193-4
• NSC Number: 62700,10820
• DSSTox Substance ID: DTXSID201267910
• Nikkaji Number: J148.055C
• Mol file: 117-47-5.mol

Synonyms:117-47-5;Diethyl (2-pentyl)malonate;Diethyl (1-methylbutyl)malonate;diethyl 2-pentan-2-ylpropanedioate;Diethyl 2-(pentan-2-yl)malonate;Diethyl 1-Methylbutylmalonate;Diethyl sec-amyl malonate;1-Methylbutyl malonic ester;Diethyl methyl butyl malonate;1-(Methylbutyl)malonic acid diethyl ester;EINECS 204-193-4;Diethyl (1-methylbutal)malonate;(1-methylbutyl)-malonic acid diethyl ester;Diethyl(2-pentyl)malonate;SCHEMBL4416129;Diethyl=(1-methylbutyl)malonate;Diethyl2-(pentan-2-yl)malonate;DTXSID201267910;Diethyl (2-pentyl)malonate, 94%;Diethyl-2-(1-methylbutyl)malonate;NSC10820;NSC62700;MFCD00051558;NSC 10820;NSC 62700;NSC-10820;NSC-62700;Diethyl 2-(1-methylbutyl)malonate #;1,3-diethyl 2-(pentan-2-yl)propanedioate;1,3-Diethyl 2-(1-methylbutyl)propanedioate;2-pentan-2-ylpropanedioic acid diethyl ester;FT-0631670;Malonic acid, (1-methylbutyl)-, diethyl ester;A803776;Propanedioic acid, (1-methylbutyl)-, diethyl ester

Chemical Property of Diethyl (1-methylbutyl)malonate

Chemical Property:

• Vapor Pressure: 0.0192mmHg at 25°C
• Refractive Index: 1.4270
• Boiling Point: 252.6°Cat760mmHg
• PKA: 12.69±0.59(Predicted)
• Flash Point: 109.8°C
• PSA: 52.60000
• Density: 0.982g/cm³
• LogP: 2.16500
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

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

Diethyl1-Methylbutylmalonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)C(C(=O)OCC)C(=O)OCC
• Uses: Diethyl 1-Methylbutylmalonate is used in the in vitro reaction of barbiturates with formaldehyde to evaluate forensic toxicology on the cause of death.

Technology Process of Diethyl (1-methylbutyl)malonate

There total 20 articles about Diethyl (1-methylbutyl)malonate 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%

(+/-)-2-pentanol (6032-29-7,13403-73-1) + diethyl ethylidenemalonate (1462-12-0) → diethyl (1-methylbutyl)malonate (117-47-5)

Guidance literature:

With cerium(III) bromide; tetrabutylammomium bromide; In acetonitrile; for 24h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/jacs.9b05932 DOI:10.1021/jacs.9b05932

Reference yield: 51.0%

2-pentyl tosylate (3813-69-2) + diethyl malonate (105-53-3) → diethyl (1-methylbutyl)malonate (117-47-5)

Guidance literature:

With potassium ethoxide; In ethanol; for 10h; Reflux;

DOI:10.1007/s11172-021-3171-x

Reference yield: 30.0%

diethyl ethylidenemalonate (1462-12-0) + butan-1-ol (71-36-3) → diethyl (1-methylbutyl)malonate (117-47-5) + diethyl 2-(6-hydroxyhexan-2-yl)malonate

Guidance literature:

With cerium(III) bromide; tetrabutylammomium bromide; In acetonitrile; for 24h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/jacs.9b05932 DOI:10.1021/jacs.9b05932

upstream raw materials:

diethyl isopropylmalonate

sodium ethanolate

2-bromopentane

sodium diethylmalonate

Downstream raw materials:

5-(1-methylbutyl)barbituric acid

diethyl ethyl(1-methyl-butyl)malonate

(1-methyl-butyl)-vinyl-malonic acid diethyl ester

2,3-dimethylhexanoic acid

Refernces

• 1、 Kozlova et al.. "". . . Retrieved 1973.
• 2、 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.