Diethyl bis(hydroxymethyl)malonate

Base Information

• Chemical Name: Diethyl bis(hydroxymethyl)malonate
• CAS No.: 20605-01-0
• Molecular Formula: C9H16O6
• Molecular Weight: 220.222
• Hs Code.: 29181998
• Mol file: 20605-01-0.mol

Synonyms:Malonicacid, bis(hydroxymethyl)-, diethyl ester (6CI,7CI,8CI);Propanedioic acid,bis(hydroxymethyl)-, diethyl ester (9CI);Bis(hydroxymethyl)propanedioic aciddiethyl ester;Diethyl 2,2-bis(hydroxymethyl)malonate;Diethylbis(hydroxymethyl)malonate;Diethyl a,a-bis(hydroxymethyl)malonate;NSC 218327;

Chemical Property of Diethyl bis(hydroxymethyl)malonate

Chemical Property:

• Appearance/Colour: white to almost white crystalline solid
• Vapor Pressure: 2.45E-06mmHg at 25°C
• Melting Point: 49-51 °C(lit.)
• Refractive Index: 1.473
• Boiling Point: 351.3 °C at 760 mmHg
• PKA: 12.59±0.10(Predicted)
• Flash Point: 134.5 °C
• PSA: 93.06000
• Density: 1.229 g/cm³
• LogP: -0.91640
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 220.09468823
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Diethyl bis(hydroxymethyl)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CO)OC(=O)CC(=O)OC(C)CO
• Uses: Diethyl bis(hydroxymethyl)malonate is used as a reagent for preparing 1,3-dioxanes from acetals, aldehydes and ketones. It is also used as an intermediate for the preparation of substituted malonic, acrylic and isobutyric esters, for conversion to the useful dienophiles, ?-bromomethylacrylic acid and its ethyl ester and to bis(bromomethyl)acetic acid and its methyl ester.

Technology Process of Diethyl bis(hydroxymethyl)malonate

There total 5 articles about Diethyl bis(hydroxymethyl)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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethyl malonate (105-53-3) → diethyl bis(hydroxymethyl)malonate (20605-01-0)

Guidance literature:

With potassium carbonate; In water; at 20 ℃;

DOI:10.1016/j.ejmech.2016.10.036

Reference yield:

2,2-Dimethyl-1,3-dioxacyclohexane-5,5-dicarboxylic acid,diethyl ester (51335-75-2) → diethyl bis(hydroxymethyl)malonate (20605-01-0)

Guidance literature:

Reference yield:

tetrachloromethane (56-23-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethyl malonate (105-53-3) → diethyl bis(hydroxymethyl)malonate (20605-01-0)

Guidance literature:

DOI:10.1021/jo01216a016

upstream raw materials:

tetrachloromethane

formaldehyd

diethyl malonate

2,2-Dimethyl-1,3-dioxacyclohexane-5,5-dicarboxylic acid,diethyl ester

Downstream raw materials:

2-(bromomethyl)acrylic acid

diethyl bis(p-tolylsulfonyloxymethyl)malonate

diethyl 2-hydroxymethyl-2-(4,4'-dimethoxytrityloxymethyl)malonate

Diethyl 2-[(4,4',4-trimethoxytrityl)oxymethyl]-2-hydroxymethylmalonate

Refernces

• 1、 -. "ISOXAZOLE CARBOXAMIDE COMPOUNDS AND USES THEREOF". Page/Page column 55-56. . Retrieved 2020/04/25.
• 2、 van Greunen, Divan G.,Cordier, Werner,Nell, Margo,van der Westhuyzen, Chris,Steenkamp, Vanessa,Panayides, Jenny-Lee,Riley, Darren L.. "Targeting Alzheimer's disease by investigating previously unexplored chemical space surrounding the cholinesterase inhibitor donepezil". . p. 671 - 690. Retrieved 2017/02/10.