4-Phenoxybutan-2-one

Base Information

• Chemical Name: 4-Phenoxybutan-2-one
• CAS No.: 22409-85-4
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• DSSTox Substance ID: DTXSID40471614
• Nikkaji Number: J622.005C
• Wikidata: Q82300190
• Mol file: 22409-85-4.mol

Synonyms:4-phenoxybutan-2-one;2-Butanone, 4-phenoxy-;22409-85-4;methyl beta-phenoxyethyl ketone;SCHEMBL8278956;DTXSID40471614;ALFPDALHWCBVGH-UHFFFAOYSA-N;CS-0276065;EN300-102112

Chemical Property of 4-Phenoxybutan-2-one

Chemical Property:

• PSA: 26.30000
• LogP: 2.04450
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCOC1=CC=CC=C1

Technology Process of 4-Phenoxybutan-2-one

There total 15 articles about 4-Phenoxybutan-2-one 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: 97.0%

3-methylallyloxy benzene (14503-58-3) → 4-phenoxybutan-2-one (22409-85-4)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; tert.-butylnitrite; oxygen; tert-butyl alcohol; at 25 ℃; for 24h; under 760.051 Torr; Reagent/catalyst; regioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.9b04503

Reference yield: 88.0%

4-phenoxy-1-butene (2653-89-6) → 4-phenoxybutan-2-one (22409-85-4) + 4-phenoxybutyraldehyde (19790-62-6)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; copper(II) choride dihydrate; oxygen; sodium nitrite; In nitromethane; tert-butyl alcohol; at 20 - 25 ℃; for 4h; under 760.051 Torr;

DOI:10.1021/ja411749k

Reference yield: 59.0%

methyl vinyl ketone (78-94-4,25038-87-3) + phenol (108-95-2,27073-41-2) → 4-phenoxybutan-2-one (22409-85-4)

Guidance literature:

With trimethylphosphane; In acetonitrile; at 45 ℃; for 16h;

DOI:10.1021/ja035232n

upstream raw materials:

(E)-4-phenoxybut-3-en-2-one

methyl vinyl ketone

phenol

3-buten-1-yne

Downstream raw materials:

4-ethoxy-butan-2-one

4-methylchroman

4-(4-hydroxyphenyl)-2-oxobutane

4-phenoxy-2-butanol