6-p-Tolylheptan-2-one

Base Information

• Chemical Name: 6-p-Tolylheptan-2-one
• CAS No.: 75207-34-0
• Molecular Formula: C14H20O
• Molecular Weight: 204.312
• DSSTox Substance ID: DTXSID20423898
• Mol file: 75207-34-0.mol

Synonyms:6-p-Tolylheptan-2-one;75207-34-0;DTXSID20423898;URMNPIAGMIVNMU-UHFFFAOYSA-N

Chemical Property of 6-p-Tolylheptan-2-one

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 204.151415257
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C)CCCC(=O)C

Technology Process of 6-p-Tolylheptan-2-one

There total 16 articles about 6-p-Tolylheptan-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: 89.1%

2-p-tolylhept-2-en-6-one (75207-32-8) → 6-(4-methylphenyl)-2-heptanone (75207-34-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 2h; Ambient temperature;

Reference yield: 82.0%

(3E,5E)-3.5-heptadien-2-one (18402-90-9) + tri(4-tolyl)boroxine (5084-80-0) → 4,6-di-p-tolyl-heptan-2-one + 6-(4-methylphenyl)-2-heptanone (75207-34-0)

Guidance literature:

(3E,5E)-3.5-heptadien-2-one; tri(4-tolyl)boroxine; With water; [(1,5-cyclooctadiene)(OH)iridium(I)]2; In toluene; at 80 ℃; for 3h;

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 3h; under 760 Torr;

DOI:10.1002/anie.200601719

Reference yield:

2-methylfuran (534-22-5) → 6-(4-methylphenyl)-2-heptanone (75207-34-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) n-butyl-lithium / 1.) ether, 4 h, -15 deg C, 2.) 2 h, -15 deg C

2: 69.3 percent / glacial acetic acid, 20percent H₂SO₄ / H₂O / 2 h / 120 °C

3: 82.3 percent / boron trifluoride etherate / CH₂Cl₂ / 2 h / Ambient temperature

4: 1.) sodium hydride / 1,2-dimethoxy-ethane / 1.) 0.5 h, 70 deg, 2.) 1 h, reflux

5: 79.5 percent / sodium borohydride / methanol / 1 h / Ambient temperature

6: 44.3 percent / pyridine / 8 h / Ambient temperature

7: 33.6 percent / lithium bromide / dimethylformamide / 5 h / 80 °C

8: 78.7 percent / methyl iodide / H₂O; acetone / 5 h / Heating

9: 89.1 percent / hydrogen / platinum oxide / methanol / 2 h / Ambient temperature

With sodium tetrahydroborate; n-butyllithium; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium hydride; acetic acid; lithium bromide; methyl iodide; platinum(IV) oxide; In pyridine; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone;

upstream raw materials:

(+/-)-2-p-Tolyl-hepten-⁽²⁾-ol-⁽⁶⁾

2-p-tolylhept-2-en-6-one

5-(p-Tolyl)-2-acetyl-hexansaeure-aethylester

(3E,5E)-3.5-heptadien-2-one

Downstream raw materials:

opt.-inakt. 2-p-Tolyl-heptanol-⁽⁶⁾

6-methyl-6-(4-tolyl)hept-1-ene