Torquatone

Base Information

• Chemical Name: Torquatone
• CAS No.: 3567-96-2
• Molecular Formula: C16H24O4
• Molecular Weight: 280.3594
• Hs Code.: 2914509090
• NSC Number: 83432
• DSSTox Substance ID: DTXSID80292527
• Nikkaji Number: J13.005B
• Wikidata: Q67880116
• ChEMBL ID: CHEMBL1972146
• Mol file: 3567-96-2.mol

Synonyms:TORQUATONE;3567-96-2;3-methyl-1-(2,4,6-trimethoxy-3,5-dimethylphenyl)butan-1-one;NSC83432;NCIOpen2_004597;CHEMBL1972146;SCHEMBL11422414;DTXSID80292527;PYUCCSKQLHUKCA-UHFFFAOYSA-N;NSC-83432;NCI60_041838;Q67880116

Chemical Property of Torquatone

Chemical Property:

• Vapor Pressure: 1.12E-06mmHg at 25°C
• Boiling Point: 402.1°Cat760mmHg
• Flash Point: 175.5°C
• PSA: 44.76000
• Density: 1.017g/cm³
• LogP: 3.55800
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 280.16745924
• Heavy Atom Count: 20
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C(=C1OC)C(=O)CC(C)C)OC)C)OC

Technology Process of Torquatone

There total 6 articles about Torquatone 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: 50.0%

1-bromo-2,4,6-trimethoxy-3,5-dimethylbenzene (14108-00-0) + isovaleraldehyde (590-86-3) → 2,4,6-trimethoxy-3,5-dimethyl-1-(3-methylbutyroyl)benzene (3567-96-2)

Guidance literature:

1-bromo-2,4,6-trimethoxy-3,5-dimethylbenzene; With tert.-butyl lithium; In tetrahydrofuran; at -78 - -10 ℃; for 0.166667h;

isovaleraldehyde; With Dess-Martin periodane; In tetrahydrofuran; dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1039/c7ob01837a

Reference yield: 28.0%

2-Methylbutyraldehyde (96-17-3,57456-98-1) + 2-bromo-1,3,5-trimethoxy-4-methylbenzene (14107-99-4) → 2,4,6-trimethoxy-3,5-dimethyl-1-(3-methylbutyroyl)benzene (3567-96-2)

Guidance literature:

2-bromo-1,3,5-trimethoxy-4-methylbenzene; With tert.-butyl lithium; In hexane; at -78 - -10 ℃; for 0.166667h;

2-Methylbutyraldehyde; With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In hexane; at -78 ℃; for 0.5h;

DOI:10.1039/c7ob01837a

Reference yield:

1,2,3-trimethoxybenzene (621-23-8) → 2,4,6-trimethoxy-3,5-dimethyl-1-(3-methylbutyroyl)benzene (3567-96-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sec.-butyllithium / tetrahydrofuran / 2 h / 40 °C

1.2: -78 - 20 °C

2.1: N-Bromosuccinimide / tetrahydrofuran / 14 h / 0 - 20 °C

3.1: tert.-butyl lithium / hexane / 0.17 h / -78 - -10 °C

3.2: 0.5 h / -78 °C

With N-Bromosuccinimide; tert.-butyl lithium; sec.-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1039/c7ob01837a

upstream raw materials:

1-bromo-2,4,6-trimethoxy-3,5-dimethylbenzene

isovaleraldehyde

2-Methylbutyraldehyde

2-bromo-1,3,5-trimethoxy-4-methylbenzene