Diethyl (5-Bromopentyl)malonate

Base Information

• Chemical Name: Diethyl (5-Bromopentyl)malonate
• CAS No.: 1906-95-2
• Molecular Formula: C12H21 Br O4
• Molecular Weight: 309.2
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID00402863
• Nikkaji Number: J2.485.270I
• Wikidata: Q82206378
• Mol file: 1906-95-2.mol

Synonyms:1906-95-2;(5-Bromopentyl)malonic Acid Diethyl Ester;Diethyl (5-Bromopentyl)malonate;diethyl 2-(5-bromopentyl)malonate;Diethyl 2-(5-bromopentyl)propanedioate;1,3-diethyl 2-(5-bromopentyl)propanedioate;Diethyl (5-bromopentyl)propanedioate;SCHEMBL4089564;diethyl2-(5-bromopentyl)malonate;DTXSID00402863;Propanedioic acid, 2-(5-bromopentyl)-, 1,3-diethyl ester;JZCAZGWJCVMTTQ-UHFFFAOYSA-N;BAA90695;MFCD00048565;AKOS025294804;AS-70128;diethyl 2-(5-bromanylpentyl)propanedioate;(5-Bromophentyl)malonic acid diethyl ester;2-(5-bromopentyl)malonic acid diethyl ester;B2083;CS-0213407;FT-0633903;D88891;2-(5-bromopentyl)propanedioic acid diethyl ester;A813429

Chemical Property of Diethyl (5-Bromopentyl)malonate

Chemical Property:

• Vapor Pressure: 0.000322mmHg at 25°C
• Refractive Index: 1.469
• Boiling Point: 161°C 3mm
• PKA: 12.88±0.59(Predicted)
• Flash Point: 147.5°C
• PSA: 52.60000
• Density: 1,46 g/cm3
• LogP: 2.68410
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 308.06232
• Heavy Atom Count: 17
• Complexity: 213

Purity/Quality:

97% ^*data from raw suppliers

Diethyl (5-Bromopentyl)malonate ^*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: CCOC(=O)C(CCCCCBr)C(=O)OCC

Technology Process of Diethyl (5-Bromopentyl)malonate

There total 3 articles about Diethyl (5-Bromopentyl)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: 41.0%

1,5-dibromo-pentane (111-24-0) + sodium diethylmalonate (996-82-7,34727-00-9,73177-21-6) → 5-bromopentylmalonic acid diethyl ester (1906-95-2)

Guidance literature:

In diethyl ether; ethanol; at -2 ℃; for 72h;

Reference yield: 21.0%

1,5-dibromo-pentane (111-24-0) + diethyl malonate (105-53-3) → 5-bromopentylmalonic acid diethyl ester (1906-95-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In water; toluene; for 20h; Reflux;

DOI:10.1007/s00706-011-0586-3

Reference yield:

1,5-dibromo-pentane (111-24-0) + diethyl malonate (105-53-3) → 5-bromopentylmalonic acid diethyl ester (1906-95-2) + tetraethyl heptane-1,1,7,7-tetracarboxylate (217961-07-4)

Guidance literature:

With ethanol; sodium ethanolate;

upstream raw materials:

1,5-dibromo-pentane

diethyl malonate

sodium diethylmalonate

Downstream raw materials:

diethyl cyclohexane-1,1-dicarboxylate

7-bromoheptanoic acid

2-pentylpropane-1,3-diol

(bromo-5 pentyl)-2 propanediol-1,3