METHYL 3-(DIMETHYLAMINO)PROPIONATE

Base Information

• Chemical Name: METHYL 3-(DIMETHYLAMINO)PROPIONATE
• CAS No.: 3853-06-3
• Molecular Formula: C6H13 N O2
• Molecular Weight: 131.175
• Hs Code.: 2922499990
• European Community (EC) Number: 628-916-1
• DSSTox Substance ID: DTXSID90191855
• Nikkaji Number: J236.657F
• Wikidata: Q83064445
• Mol file: 3853-06-3.mol

Synonyms:Methyl3-(dimethylamino)propanoate; Methyl 3-(dimethylamino)propionate; MethylN,N-dimethyl-b-alanine;Methyl N,N-dimethyl-b-aminopropionate; Methyl b-(dimethylamino)propionate

Chemical Property of METHYL 3-(DIMETHYLAMINO)PROPIONATE

Chemical Property:

• Vapor Pressure: 4.09mmHg at 25°C
• Melting Point: 120.5-121.0 °C
• Refractive Index: n20/D 1.418(lit.)
• Boiling Point: 149.1°Cat760mmHg
• PKA: 8.25±0.28(Predicted)
• Flash Point: 51.1°C
• PSA: 29.54000
• Density: 0.948g/cm³
• LogP: 0.11110
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 91.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 3-(dimethylamino)propionate 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)CCC(=O)OC
• Uses: Methyl 3-(dimethylamino)propionate was used in the synthesis of lithium enolate via reaction with lithium diisopropylamide.

Technology Process of METHYL 3-(DIMETHYLAMINO)PROPIONATE

There total 2 articles about METHYL 3-(DIMETHYLAMINO)PROPIONATE 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: 48.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(dimethylamino)propionate (3853-06-3) + (Z)-3-Dimethylamino-2-(dimethylaminomethyl)acrylsaeure-methylester (62217-66-7) + methyl (2E)-3-(dimethylamino)prop-2-enoate (999-59-7,20664-47-5)

Guidance literature:

at 100 ℃; for 2h;

Reference yield: 39.0%

tetrakis(dimethylamino)titanium (3275-24-9) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(dimethylamino)propionate (3853-06-3) + 3-(N,N-dimethylamino)-N',N'-dimethylpropionamide (17268-47-2)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)79926-6

Reference yield: 95.0%

methyl 3-(dimethylamino)propionate (3853-06-3) + benzaldehyde (100-52-7) → methyl 3-(dimethylamino)-2-(α-hydroxybenzyl)propanoate

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.75h;

upstream raw materials:

tetrakis(dimethylamino)titanium

acrylic acid methyl ester

Downstream raw materials:

3-ethyl-1-dimethylamino-pentan-3-ol

N,N-dimethylaminopentan-3-one

5-(2-dimethylamino-ethyl)-2,8-dimethyl-nonan-5-ol

1-(dimethylamino)-6-methyl-3-heptanone

Refernces

• 1、 Daub, Joerg,Hasenhuendl, Adelheid,Krenkler, Karl P.,Schmetzer, Johannes. "Group Transfer Reactions. - Tetracarbonylferrates from Orthoformic Acid Derivatives and Pentacarbonyliron". . p. 997 - 1015. Retrieved 2007/10/02.