2-Naphthyl isopropyl ketone

Base Information

• Chemical Name: 2-Naphthyl isopropyl ketone
• CAS No.: 107574-57-2
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• DSSTox Substance ID: DTXSID40450060
• Nikkaji Number: J404.092I
• Wikidata: Q82269630
• ChEMBL ID: CHEMBL480859
• Mol file: 107574-57-2.mol

Synonyms:2-naphthyl isopropyl ketone;107574-57-2;2-Isobutyrylnaphthalene;2-methyl-1-naphthalen-2-yl-propan-1-one;SCHEMBL759389;CHEMBL480859;DTXSID40450060;OCZYIFMCWNRVOW-UHFFFAOYSA-N;AKOS009164475

Chemical Property of 2-Naphthyl isopropyl ketone

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.104465066
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=O)C1=CC2=CC=CC=C2C=C1

Technology Process of 2-Naphthyl isopropyl ketone

There total 3 articles about 2-Naphthyl isopropyl ketone 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: 58.0%

carbon monoxide (201230-82-2) + 2-naphthyl triflate (3857-83-8) + isopropylmagnesium chloride (1068-55-9) → 2-Isopropylnaphthalene (2027-17-0) + 2-methyl-1-(naphthalen-2-yl)propan-1-one (107574-57-2)

Guidance literature:

isopropylmagnesium chloride; With indium(III) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

carbon monoxide; 2-naphthyl triflate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 60 ℃; for 2h;

DOI:10.1021/jo0495790

Reference yield:

sodium amide + methyl 2-naphthyl ketone (93-08-3) → 2-methyl-1-(naphthalen-2-yl)propan-1-one (107574-57-2) + 1-(2-naphthyl)-1-propanone (6315-96-4)

Guidance literature:

nachfolgend Behandlung der entstandenen Natriumverbindung mit Methyljodid;

Reference yield:

methanol (67-56-1) + 2-(2-naphthyl)ethanol (7228-47-9) → 2-methyl-1-(naphthalen-2-yl)propan-1-ol (76636-01-6) + 2-methyl-1-(naphthalen-2-yl)propan-1-one (107574-57-2)

Guidance literature:

With caesium carbonate; at 150 ℃; for 24h; Overall yield = 87 %;

DOI:10.1039/c6cc09279a

upstream raw materials:

methyl 2-naphthyl ketone

carbon monoxide

2-naphthyl triflate

isopropylmagnesium chloride

Downstream raw materials:

N-[β-naptholoyl]-S-methyl-S-phenylsulfoximine

C₂₂H₁₈O

2-methyl-1-(naphthalen-2-yl)propan-1-ol

naphthalene-2-carboxylate

Refernces

• 1、 Lee, Sung Wook,Lee, Kooyeon,Seomoon, Dong,Kim, Sundae,Kim, Hyunseok,Kim, Hyun,Shim, Eunkyong,Lee, Miae,Lee, Seokju,Kim, Misook,Lee, Phil Ho. "Highly efficient Pd-catalyzed carbonylative cross-coupling reactions with tetraorganoindates". . p. 4852 - 4855. Retrieved 2007/10/03.