Propanedioic acid, (bromomethyl)methyl-, diethyl ester

Base Information

• Chemical Name: Propanedioic acid, (bromomethyl)methyl-, diethyl ester
• CAS No.: 75511-41-0
• Molecular Formula: C9H15BrO4
• Molecular Weight: 267.12
• DSSTox Substance ID: DTXSID00449778
• Wikidata: Q82269294
• Mol file: 75511-41-0.mol

Synonyms:75511-41-0;Propanedioic acid, (bromomethyl)methyl-, diethyl ester;DTXSID00449778;1-bromo-2,2-bis(ethoxycarbonyl)propane

Chemical Property of Propanedioic acid, (bromomethyl)methyl-, diethyl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 266.01537
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(CBr)C(=O)OCC

Technology Process of Propanedioic acid, (bromomethyl)methyl-, diethyl ester

There total 1 articles about Propanedioic acid, (bromomethyl)methyl-, diethyl ester 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:

→ 2,2-bis(ethoxycarbonyl)-1-bromopropane (75511-41-0) + 2,2-dimethylmalonic acid diethyl ester (1619-62-1)

Guidance literature:

With bromine; In dichloromethane; at 0 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0022-328X(00)87081-3

Reference yield: 94.0%

aquocobalamin chloride (59461-30-2) + 2,2-bis(ethoxycarbonyl)-1-bromopropane (75511-41-0) + toluene-4-sulfonic acid (104-15-4) → 2'-bis(ethoxycarbonyl)propylcobalamin-H(+) tosylate

Guidance literature:

With lithium perchlorate; In methanol; water; Electrolysis; O2-free aquocobalamin cloride reduced (UV/Vis) at mercury electrode (-1.1 V, 0.1 NCE, glove box) in aq./LiClO4; aq. soln. of p-toluene sulfonicacid and 2-bromomethyl-2-methylmalonic acid diethyl ester in methanol added (dark); electrolysis continued; solvents removed at room temp.; residue dissolved in methanol; pptd. with acetone; ppt. washed with acetone; dried;

DOI:10.1002/(SICI)1521-3773(20000117)39:2<393::AID-ANIE393>3.0.CO;2-M

Reference yield: 81.0%

2,2-bis(ethoxycarbonyl)-1-bromopropane (75511-41-0) → 2,2-dimethylmalonic acid diethyl ester (1619-62-1)

Guidance literature:

With Perbenzoic acid; tri-n-butyl-tin hydride; In methanol; dichloromethane; water; at 10 ℃; dark;

DOI:10.1039/P29880001237

Downstream raw materials:

Diethyl 2-methylsuccinate

2,2-dimethylmalonic acid diethyl ester

Refernces