Bis(trimethylsilyl) malonate

Base Information

• Chemical Name: Bis(trimethylsilyl) malonate
• CAS No.: 18457-04-0
• Molecular Formula: C9H20O4Si2
• Molecular Weight: 248.426
• Hs Code.: 29319090
• European Community (EC) Number: 242-342-5
• UNII: KP4J43EVW8
• DSSTox Substance ID: DTXSID30171590
• Nikkaji Number: J47.555F
• Wikidata: Q63391921
• Mol file: 18457-04-0.mol

Synonyms:Bis(trimethylsilyl) malonate;18457-04-0;bis(trimethylsilyl) propanedioate;Malonic Acid Bis(trimethylsilyl) Ester;Propanedioic acid, bis(trimethylsilyl) ester;Malonic acid, bis(trimethylsilyl) ester;KP4J43EVW8;EINECS 242-342-5;C9H20O4Si2;Malonic acid diTMS;Malonic acid bis(trimethylsilyl ester);Malonic acid (2TMS);Malonic acid, bis-TMS;Bis(trimethylsilyl)malonat;Malonic acid (bis-TMS);bis-trimethylsilyl malonate;UNII-KP4J43EVW8;Bis(trimethylsilyl)=malonate;SCHEMBL1978172;C9-H20-O4-Si2;DTXSID30171590;Propanedioic acid, 2TMS derivative;Bis(trimethylsilyl) malonate, 98%;BIS(TRIMETHYLSILYL) MALONATE?;malonic acid bis(trimethylsilylester);MFCD00009631;AKOS015839501;Malonic acid, di(trimethylsilyl) ester;BP-21139;BS-42277;B1302;FT-0637701;SILANOL, TRIMETHYL-, MALONATE (2:1);PROPANEDIOIC ACID BIS(TRIMETHYLSILYL) ESTER;J-011825;Q63391921;F0001-0667;PROPANEDIOIC ACID, 1,3-BIS(TRIMETHYLSILYL) ESTER

Chemical Property of Bis(trimethylsilyl) malonate

Chemical Property:

• Appearance/Colour: clear colorless to straw colored liquid
• Vapor Pressure: 0.000118mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 232.6 °C at 760 mmHg
• PKA: 12.18±0.46(Predicted)
• Flash Point: 65.3 °C
• PSA: 52.60000
• Density: 0.974 g/mL at 25 °C(lit.)
• LogP: 2.13270
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 248.09001218
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98% ^*data from raw suppliers

Bis(trimethylsilyl) Malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F
• Statements: 11
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)(C)OC(=O)CC(=O)O[Si](C)(C)C
• Uses: Bis(trimethylsilyl) malonate was used as cyclocondensation agent in cyclocondensation reactions. It was also used in the preparation of β-keto acids and methyl ketones.

Technology Process of Bis(trimethylsilyl) malonate

There total 10 articles about Bis(trimethylsilyl) 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: 95.0%

3-(trimethylsilyl)-2-oxazolidinone (43112-38-5) + malonic acid (141-82-2) → bis(trimethylsilyl) malonate (18457-04-0)

Guidance literature:

In tetrachloromethane; at 77 ℃; for 0.25h;

DOI:10.1055/s-1981-29606

Reference yield: 89.0%

chloro-trimethyl-silane (75-77-4) + disilver(I) malonate (57421-56-4,75225-48-8) → bis(trimethylsilyl) malonate (18457-04-0)

Guidance literature:

In chloroform;

Reference yield: 84.0%

chloro-trimethyl-silane (75-77-4) + malonic acid (141-82-2) → bis(trimethylsilyl) malonate (18457-04-0)

Guidance literature:

malonic acid; With methylamine; In dimethyl sulfoxide; at 20 ℃; for 1h;

chloro-trimethyl-silane; In dimethyl sulfoxide; at 70 ℃; for 8h;

upstream raw materials:

chloro-trimethyl-silane

malonic acid

Trimethylsilanol

carbon suboxide

Downstream raw materials:

3-Oxo-hexanedioic acid 6-benzyl ester

2-Benzyloxycarbonyl-4-oxo-2-(2,2,2-trichloro-ethoxycarbonylamino)-hexanedioic acid 1-benzyl ester

3-oxo-3-phenylpropionic acid

3-(4-nitrophenyl)-3-oxopropanoic acid