Monomethyl adipate

Base Information

• Chemical Name: Monomethyl adipate
• CAS No.: 627-91-8
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 2917.12
• European Community (EC) Number: 211-019-0
• NSC Number: 55113,9389
• UNII: 62S39VHD01
• DSSTox Substance ID: DTXSID9044451
• Nikkaji Number: J21.775A
• Wikidata: Q27139148
• Metabolomics Workbench ID: 49747
• ChEMBL ID: CHEMBL3183809
• Mol file: 627-91-8.mol

Synonyms:Monomethyl adipate;627-91-8;6-Methoxy-6-oxohexanoic acid;Adipic acid monomethyl ester;Methyl hydrogen adipate;Methyl adipate;mono-Methyl adipate;Methyl hemiadipate;Adipic acid, monomethyl ester;5-Carbomethoxypentanoic acid;Hexanedioic acid, monomethyl ester;Monomethyl 1,6-hexanedioate;Methyl 5-carboxypentanoate;Hexanedioic acid, 1-methyl ester;mono-methyl-adipate;NSC 9389;MFCD00004418;NSC 55113;UNII-62S39VHD01;1-methyl ester Hexanedioic acid;DTXSID9044451;CHEBI:70855;Hexanedioic Acid Monomethyl Ester;62S39VHD01;NSC-9389;EINECS 211-019-0;NSC-55113;Adipic acid, monomethyl ester (8CI);Monomethyladipate;AI3-01772;Methyl hexanedioate;Adipic acid 1-methyl;Monomethyl Hexanedioate;Adipicacidmonomethylester;mono-Methyl adipate, 99%;SCHEMBL194401;CHEMBL3183809;DTXCID7024451;ADIPIC ACID, METHYL ESTER;NSC9389;NSC55113;Tox21_302020;AKOS015892845;CS-W017938;GS-3372;NCGC00255865-01;CAS-627-91-8;SY020964;AM20100535;FT-0621924;EN300-123789;O11605;W-104959;Q27139148;Z1255485264

Chemical Property of Monomethyl adipate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.000479mmHg at 25°C
• Melting Point: 7-9 °C(lit.)
• Refractive Index: 1.440
• Boiling Point: 291.6 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 107.9 °C
• PSA: 63.60000
• Density: 1.126 g/cm³
• LogP: 0.80440
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Monomethyl adipate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: COC(=O)CCCCC(=O)O
• Uses: Methyl hydrogen adipate is a useful synthetic intermediate. It can be used to prepare 1,3,4-thiadiazole hydroxamic acid derivatives as novel histone deacetylase inhibitors which show potential antitumor activities. It can be also used to synthesize mannose-linked biphenylylacetic acid derivatives as novel inhibitors of selectin-mediated cell adhesion.

Technology Process of Monomethyl adipate

There total 47 articles about Monomethyl adipate 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%

2-Carboxy-hexanedioic acid 6-methyl ester (81158-34-1) → adipic acid monomethyl ester (627-91-8)

Guidance literature:

at 160 - 165 ℃;

DOI:10.1021/jo00132a008

Reference yield: 96.0%

hexanedioic acid dimethyl ester (627-93-0) → adipic acid monomethyl ester (627-91-8)

Guidance literature:

With porcine liver esterase; sodium hydroxide; phosphate buffer; for 6h;

Reference yield: 95.0%

methanol (67-56-1) + Adipic acid (124-04-9) → adipic acid monomethyl ester (627-91-8)

Guidance literature:

With sulfonated poly-divinylbenzene-co-triallylamine; at 24.84 ℃; for 10h;

DOI:10.1016/j.molcata.2015.10.016

upstream raw materials:

methanol

Adipic acid

hexanedioic acid dimethyl ester

diazomethane

Downstream raw materials:

dimethyl sebacate

N-(6-amino-hexyl)-adipamic acid

Brassidic acid

(13R,14S)-13,14-Dihydroxy-docosanoic acid

Refernces

• 1、 Dyker, Gerald. "Silica-Mediated Monohydrolysis of Dicarboxylic Esters". supporting information. p. 6773 - 6776. Retrieved 2021/12/31.
• 2、 Nakajima, Ryota,Oono, Hiroyuki,Kumazawa, Keiko,Ida, Tomohide,Hirata, Jun,White, Ryan D.,Min, Xiaoshan,Guzman-Perez, Angel,Wang, Zhulun,Symons, Antony,Singh, Sanjay K.,Mothe, Srinivasa Reddy,Belyakov, Sergei,Chakrabarti, Anjan,Shuto, Satoshi. "Discovery of 6-Oxo-4-phenyl-hexanoic acid derivatives as RORγt inverse agonists showing favorable ADME profile". . . Retrieved 2021/02/09.