Dimethyl adipate

Base Information

• Chemical Name: Dimethyl adipate
• CAS No.: 627-93-0
• Deprecated CAS: 111366-61-1
• Molecular Formula: C8H14O4
• Molecular Weight: 174.197
• Hs Code.: 29171290
• European Community (EC) Number: 211-020-6
• NSC Number: 11213
• UNII: BY71RX0R62
• DSSTox Substance ID: DTXSID8025096
• Nikkaji Number: J518E
• Wikipedia: Dimethyl_adipate
• Wikidata: Q21994864
• RXCUI: 2393526
• Metabolomics Workbench ID: 49443
• ChEMBL ID: CHEMBL1566491
• Mol file: 627-93-0.mol

Synonyms:adipic acid dimethyl ester;dimethyladipate

Chemical Property of Dimethyl adipate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.2 mm Hg ( 20 °C)
• Melting Point: 8 °C(lit.)
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 228.7 °C at 760 mmHg
• Flash Point: 107.2 °C
• PSA: 52.60000
• Density: 1.039 g/cm³
• LogP: 0.89280
• Storage Temp.: Store below +30°C.
• Solubility.: <1g/l
• Water Solubility.: Miscible with alcohols and ether. Immiscible with water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl Adipate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: COC(=O)CCCCC(=O)OC
• Description: Dimethyl adipate (DMA) is a colourless and flammable liquid. It is soluble in alcohol and ether but sparingly soluble in water. DMA is incompatible with strong oxidising agents, and on decomposition, it emits carbon monoxide, irritating and toxic fumes and gases, and carbon dioxide. DMA reacts with acids, alkalis, and strong oxidants. DMA is synthesised by the esterification of adipic acid. DMA is part of a dibasic ester (DBE) blend used as a major ingredient in several paint strippers, and the DBE blends used in paint stripping formulations contain a major portion (about 90%) of DMA. DMA is used as a chemical intermediate (polymers, agrochemicals), cellulose resins, a speciality solvent (inks, coatings, adhesives), and an emollient and can also be utilised as a paint remover and plasticiser.
• Uses: Dimethyl adipate is used in cosmetics (in emollients and skin conditioning).It is used as a plasticizer for cellulose-type resins and a finish remover.It is also used in agrochemicals and dye as well as a precursor for the preparation of active pharmaceutical ingredients. Further, it serves as a polymer intermediate. In addition to this, it is employed as a solvent for paint stripping and resins. Dimethyl adipate is used in cosmetics (in emollients and skin conditioning). It acts as a cosmetic plasticizer. It is also used in agrochemicals and dye as well as a precursor for the preparation of active pharmaceutical ingredients. Further, it serves as a polymer intermediate. In addition to this, it is employed as a solvent for paint stripping and resins.

Technology Process of Dimethyl adipate

There total 189 articles about Dimethyl 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: 35.0%

methanol (67-56-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cycloxexanone dimethyl ketal (933-40-4) + hexanedioic acid dimethyl ester (627-93-0) + 2-methoxycyclohex-2-en-1-one (23740-37-6)

Guidance literature:

With cerium(IV) sulphate; oxygen; at 50 ℃; for 8h;

DOI:10.1246/bcsj.72.2515

Reference yield: 27.05%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Methyl linoleate (112-63-0) → Dimethyl oxalate (553-90-2) + hexanedioic acid dimethyl ester (627-93-0) + Dimethyl azelate (1732-10-1) + Dimethyl glutarate (1119-40-0) + dimethyl subarate (1732-09-8) + Dimethyl succinate (106-65-0)

Guidance literature:

With sodium hydroxide; 0 deg C; water; dihydrogen peroxide; ozone; Product distribution; further conditions;

DOI:10.1007/BF00811471

Reference yield:

methanol (67-56-1) + crotonic acid methyl ester (623-43-8) → hexanedioic acid dimethyl ester (627-93-0) + methyl 2-methylsuccinate (21307-96-0,22644-27-5,63163-08-6,1604-11-1) + dimethyl ethylmalonate (26717-67-9)

Guidance literature:

(4,5-bis((diphenylphosphino)methyl)-2,2-dimethyl-1,3-dioxolane)palladium(II)Cl₂; In benzene; at 120 ℃; for 19h; under 152000 Torr; Title compound not separated from byproducts;

DOI:10.1002/hlca.19910740210

upstream raw materials:

pyridine

methanol

methyl hydrogen succinate

glutaric acid monobenzyl ester

Downstream raw materials:

adipic acid monomethyl ester

6-oxo-7-phenyl-heptanoic acid

ethyl methyl malonate

diethyl adipate

Refernces

• 1、 Cope et al.. "". . p. 6370. Retrieved 1960.
• 2、 Chen, Zhe,Han, Sheng,Lu, Deli,Xu, Yumeng. "Biomass-derived dibasic acids to diesters with inorganic ligand-supported catalyst: synthesis, optimization, characterization". . . Retrieved 2021/08/23.
• 3、 Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye. "Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass". supporting information. p. 4712 - 4719. Retrieved 2021/01/20.