mono-Benzyl malonate

Base Information

• Chemical Name: mono-Benzyl malonate
• CAS No.: 40204-26-0
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2918990090
• European Community (EC) Number: 806-000-4
• UNII: KK5W8RT3GG
• DSSTox Substance ID: DTXSID30960628
• Nikkaji Number: J1.066.730E
• Wikidata: Q27157471
• Metabolomics Workbench ID: 49746
• Mol file: 40204-26-0.mol

Synonyms:mono-Benzyl malonate;40204-26-0;3-(benzyloxy)-3-oxopropanoic acid;monobenzyl malonate;benzyl hemimalonate;malonic acid monobenzyl ester;benzyl hydrogen malonate;MONOBENZYLMALONATE;3-oxo-3-phenylmethoxypropanoic acid;MFCD00138132;KK5W8RT3GG;3-Benzyloxy-3-oxo-propanoic acid;BENZYL MALONATE;3-(Benzyl-Oxy)-3-Oxopropanoic Acid;UNII-KK5W8RT3GG;benzyloxycarbonyl-acetic acid;Malonic acid 1-benzyl ester;mono-Benzyl malonate, 95%;2-benzyloxycarbonylacetic acid;SCHEMBL338280;CHEBI:84093;DTXSID30960628;GEO-01982;AKOS015889348;AS-40146;SY259398;CS-0091017;FT-0639622;J-505253;W-200351;3-OXIDANYLIDENE-3-PHENYLMETHOXY-PROPANOIC ACID;Q27157471

Chemical Property of mono-Benzyl malonate

Chemical Property:

• Vapor Pressure: 1.43E-05mmHg at 25°C
• Melting Point: 47-51 °C(lit.)
• Refractive Index: 1.543
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 2.82±0.32(Predicted)
• Flash Point: 141.3 °C
• PSA: 63.60000
• Density: 1.266 g/cm³
• LogP: 1.20450
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

97% ^*data from raw suppliers

Monobenzyl Malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)CC(=O)O
• Uses: Monobenzyl Malonate is a useful synthetic intermediate. It was used to synthesize constrained cyclic agonists of the cholecystokinin CCK-B receptor. It was also used to prepare aspartate transcarbamoylase inhibitors.

Technology Process of mono-Benzyl malonate

There total 10 articles about mono-Benzyl 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: 100.0%

1-benzyl 3-(tert-butyl) malonate (72594-86-6) → malonic acid monobenzyl ester (40204-26-0)

Guidance literature:

With phosphoric acid; In toluene; at 20 ℃; for 6h;

DOI:10.1021/jo061377b

Reference yield: 100.0%

malonic acid (141-82-2) + benzyl bromide (100-39-0) → malonic acid monobenzyl ester (40204-26-0)

Guidance literature:

With triethylamine; In acetonitrile; Inert atmosphere; Reflux;

DOI:10.1055/s-0029-1218738

Reference yield: 99.0%

cycl-isopropylidene malonate (2033-24-1) + benzyl alcohol (100-51-6,185532-71-2) → malonic acid monobenzyl ester (40204-26-0)

Guidance literature:

at 120 ℃; for 3h;

DOI:10.1002/1522-2675(200201)85:1<288::AID-HLCA288>3.0.CO;2-I

upstream raw materials:

malonic acid

benzyl alcohol

cycl-isopropylidene malonate

C₁₃H₁₈O₄Si

Downstream raw materials:

Benzyl 2-(trimethylsilyl)ethyl malonate

Benzyl ester of N-methyl-N-(benzyloxy)malonamide

2-benzyloxycarbonylacetyl-7,12,18-triethyl-3,8,13,17-tetramethylporphyrin

12-(2-benzyloxycarbonylacetyl)-2,7,18-tri(2-methoxycarbonylethyl)-3,8,13,17-tetramethylporphyrin