3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE

Base Information

• Chemical Name: 3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE
• CAS No.: 85157-92-2
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Hs Code.: 2914509090
• Mol file: 85157-92-2.mol

Synonyms:3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE;UKRORGSYN-BB BBV-5119039;1-(4-Methoxyphenyl)-3,3-diMethylbutane-1-one

Chemical Property of 3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 307.836°C at 760 mmHg
• Flash Point: 125.998°C
• PSA: 26.30000
• Density: 0.977g/cm³
• LogP: 3.31410

Purity/Quality:

98%Min ^*data from raw suppliers

3,3-Dimethyl-4'-methoxybutyrophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE

There total 9 articles about 3,3-DIMETHYL-4'-METHOXYBUTYROPHENONE 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%

(E)-2-(1-(4-methoxyphenyl)-3,3-dimethylbut-1-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1283231-70-8) → 1-(4-methoxyphenyl)-3,3-dimethylbutan-1-one (85157-92-2)

Guidance literature:

With sodium perborate; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1039/c0cc04496b

Reference yield: 55.0%

t-butyl bromide (507-19-7) + [1-(4-methoxyphenyl)vinyloxy]trimethylsilane (55991-65-6) → 1-(4-methoxyphenyl)-3,3-dimethylbutan-1-one (85157-92-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; at 20 ℃; for 24h; Irradiation;

DOI:10.1021/acscatal.9b04699

Reference yield: 34.0%

1-(3,3-dimethylbut-1-yn-1-yl)-4-methoxybenzene (66582-09-0) → 3,3-dimethyl-1-(4-methoxyphenyl)butan-2-one (65853-51-2) + 1-(4-methoxyphenyl)-3,3-dimethylbutan-1-one (85157-92-2)

Guidance literature:

With [(THD-Dipp)AuCl]; silver trifluoromethanesulfonate; In 1,4-dioxane; water; at 80 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1039/d1cc01837j

upstream raw materials:

1-(3,3-dimethylbut-1-yn-1-yl)-4-methoxybenzene

methyllithium

1-(4-methoxyphenyl)-3,3-bis(methylsulfanyl)propenone

methyl iodide

Downstream raw materials:

2-bromo-3,3-dimethyl-1-(4-triisopropylsilanyloxy-phenyl)-butan-1-one

3,3-dimethyl-1-(4-triisopropylsilanyloxy-phenyl)-butan-1-one

2-(2,5-dihydroxy-phenylsulfanyl)-3,3-dimethyl-1-(4-triisopropylsilanyloxy-phenyl)-butan-1-one

1-(4-Hydroxy-phenyl)-3,3-dimethyl-butan-1-one

Refernces

• 1、 Ageshina, Alexandra A.,Asachenko, Andrey F.,Chesnokov, Gleb A.,Minaeva, Lidiya I.,Nechaev, Mikhail S.,Philippova, Anna N.,Rzhevskiy, Sergey A.,Topchiy, Maxim A.. "Ring size and nothing else matters: unusual regioselectivity of alkyne hydration by NHC gold(i) complexes". supporting information. p. 5686 - 5689. Retrieved 2021/06/16.
• 2、 Ma, Yueyue,Lv, Jufeng,Liu, Chengyu,Yao, Xiantong,Yan, Guoming,Yu, Wei,Ye, Jinxing. "Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives". supporting information. p. 6756 - 6760. Retrieved 2019/04/17.