3,3-dimethoxypropanoic Acid

Base Information

• Chemical Name: 3,3-dimethoxypropanoic Acid
• CAS No.: 6191-98-6
• Molecular Formula: C5H10O4
• Molecular Weight: 134.132
• DSSTox Substance ID: DTXSID50438798
• Wikidata: Q82254626
• Mol file: 6191-98-6.mol

Synonyms:3,3-dimethoxypropanoic Acid;6191-98-6;Propanoic acid, 3,3-dimethoxy-;3,3-dimethoxypropanoicAcid;3,3-dimeth-oxypropionic acid;3,3-dimethoxy-propanoic acid;3,3-dimethoxy-propionic acid;SCHEMBL607414;DTXSID50438798;TYMBNRMIBWOQGH-UHFFFAOYSA-N;MFCD06208060;AKOS006292232;LS-09133;CS-0372688;E85174;InChI=1/C5H10O4/c1-8-5(9-2)3-4(6)7/h5H,3H2,1-2H3,(H,6,7

Chemical Property of 3,3-dimethoxypropanoic Acid

Chemical Property:

• PSA: 55.76000
• LogP: 0.08000
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 134.05790880
• Heavy Atom Count: 9
• Complexity: 87

Purity/Quality:

98%Min ^*data from raw suppliers

3,3-dimethoxypropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CC(=O)O)OC

Technology Process of 3,3-dimethoxypropanoic Acid

There total 1 articles about 3,3-dimethoxypropanoic Acid 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%

methyl 3,3-dimethoxypropionate (7424-91-1) → 3,3-dimethoxypropionic acid (6191-98-6)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2007.04.018

Reference yield: 98.0%

3,3-dimethoxypropionic acid (6191-98-6) + 3-amino-4-benzyloxyphenyl acetate (141498-80-8) → Acetic acid 4-benzyloxy-3-(3,3-dimethoxy-propionylamino)-phenyl ester (141498-81-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 12h; 1.) 0 deg C, 12 h, 2.) reflux, 1.5 h;

DOI:10.1080/00397919208021110

Reference yield: 95.0%

3,3-dimethoxypropionic acid (6191-98-6) + 2,5-dimethoxy-3-nitroaniline (56741-29-8) → N-(2,5-dimethoxy-3-nitrophenyl)-3,3-dimethoxypropanamide (1311160-06-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 14.5h;

DOI:10.1002/ejoc.201100131

upstream raw materials:

methyl 3,3-dimethoxypropionate

Downstream raw materials:

4-methylphenyl 3,3-dimethoxypropanoate

Acetic acid 3-(3,3-dimethoxy-propionylamino)-4-methoxy-phenyl ester

Acetic acid 4-benzyloxy-3-(3,3-dimethoxy-propionylamino)-phenyl ester

4-methoxyphenyl 3,3-dimethoxypropanoate

Refernces

• 1、 Pollack, Scott R.,Dion, Amélie. "Metal-Free Stereoselective Synthesis of (E)- And (Z)-N-Monosubstituted β-Aminoacrylates via Condensation Reactions of Carbamates". . p. 11748 - 11762. Retrieved 2021/09/07.
• 2、 Yin, Zhiping,Liu, Zengjin,Huang, Zhenggang,Chu, Yang,Chu, Zhiwen,Hu, Jia,Gao, Lu,Song, Zhenlei. "Synthesis of functionalized γ-lactone via Sakurai exo -cyclization/rearrangement of 3,3-bis(silyl) enol ester with a tethered acetal". supporting information. p. 1553 - 1556. Retrieved 2015/03/30.