Ethyl 3,5-dimethylphenylacetate

Base Information

• Chemical Name: Ethyl 3,5-dimethylphenylacetate
• CAS No.: 105337-18-6
• Molecular Formula: C12H16 O2
• Molecular Weight: 192.258
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID30427367
• Nikkaji Number: J1.695.172B
• Wikidata: Q82240024
• Mol file: 105337-18-6.mol

Synonyms:Ethyl 3,5-dimethylphenylacetate;105337-18-6;ethyl 2-(3,5-dimethylphenyl)acetate;Benzeneacetic acid, 3,5-dimethyl-, ethyl ester;MFCD00082645;Ethyl (3,5-dimethylphenyl)acetate, AldrichCPR;Ethyl 3,5-dimethylphenyl acetate;3,5-Dimethylphenylacetic acid ethyl ester;SCHEMBL2384365;DTXSID30427367;AKOS007930260;ethyl 2-(3,5-dimethylphenyl)ethanoate;3,5-Dimethylbenzeneacetic acid ethyl ester;CS-0325350;FT-0642587;2-(3,5-dimethylphenyl)acetic acid ethyl ester;D88163;A801198;W-200737

Chemical Property of Ethyl 3,5-dimethylphenylacetate

Chemical Property:

• Vapor Pressure: 0.00928mmHg at 25°C
• Refractive Index: 1.4980
• Boiling Point: 265.2°Cat760mmHg
• Flash Point: 106.6°C
• PSA: 26.30000
• Density: 1.004g/cm³
• LogP: 2.40900
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-(3,5-dimethylphenyl)acetate 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC(=CC(=C1)C)C
• Uses: Ethyl 2-(3,5-Dimethylphenyl)acetate is a useful synthesis intermediate. It acts as a reagent in the selective cross-coupling reaction of halogenated quinolines and in the synthesis of styrene and stilbene compounds.

Technology Process of Ethyl 3,5-dimethylphenylacetate

There total 12 articles about Ethyl 3,5-dimethylphenylacetate 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: 89.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 1,3,5-trimethyl-benzene (108-67-8) → ethyl 2-(3,5-dimethylphenyl)acetate (105337-18-6)

Guidance literature:

With di-tert-butyl peroxide; dichloro[4,5-bis(diphenylphosphino)-9,9’-dimethylxanthene]palladium(II); at 120 ℃; for 16h; under 7600.51 Torr;

Reference yield: 79.0%

5-bromo-1,3-xylene (556-96-7) + diethyl malonate (105-53-3) → ethyl 2-(3,5-dimethylphenyl)acetate (105337-18-6)

Guidance literature:

With C₁₉H₂₃N₃O₂; copper(l) chloride; sodium t-butanolate; In ethanol; at 80 ℃; for 36h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c03688

Reference yield: 78.0%

glycine ethyl ester hydrochloride (623-33-6) + 3,5-dimethylphenyl boronic acid (172975-69-8) → ethyl 2-(3,5-dimethylphenyl)acetate (105337-18-6)

Guidance literature:

With ammonium chloride; sodium nitrite; In water; toluene; at 100 ℃; for 24h; Schlenk technique;

DOI:10.1002/anie.201406765

upstream raw materials:

3,5-dimethylphenylacetonitrile

ethanol

5-bromo-1,3-xylene

3,5-dimethylbenzyl alcohol

Downstream raw materials:

β-(3,5-Dimethylphenyl)ethyl alcohol

1,3-diethyl 2-(3,5-dimethylphenyl)propane-1,3-dioate

1-(3,5-dimethyl-phenyl)-2-methyl-propanol-2-ol

3-oxo-2-(3,5-dimethylphenyl)propionic acid ethyl ester