2,4,6-Triisopropylbenzoyl chloride

Base Information

• Chemical Name: 2,4,6-Triisopropylbenzoyl chloride
• CAS No.: 57199-00-5
• Molecular Formula: C16H23 Cl O
• Molecular Weight: 266.811
• Hs Code.: 2916399090
• European Community (EC) Number: 260-614-1
• DSSTox Substance ID: DTXSID40205830
• Nikkaji Number: J349.107B
• Wikidata: Q83079521
• Mol file: 57199-00-5.mol

Synonyms:2,4,6-Triisopropylbenzoyl chloride;57199-00-5;2,4,6-tri(propan-2-yl)benzoyl chloride;benzoyl chloride, 2,4,6-tris(1-methylethyl)-;2,4,6-Triisopropylbenzoylchloride;EINECS 260-614-1;2,4,6-Tris(isopropyl)benzoyl chloride;C16H23ClO;SCHEMBL7484474;C16-H23-Cl-O;DTXSID40205830;2,4,6-triiso-propylbenzoyl chloride;MFCD00015030;AKOS025295482;PS-10710;FT-0609830;2,4,6-Tris(1-methylethyl)benzoic acid chloride;A905560

Chemical Property of 2,4,6-Triisopropylbenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.00018mmHg at 25°C
• Melting Point: 79-81°C
• Boiling Point: 329.3°Cat760mmHg
• Flash Point: 153.9°C
• PSA: 17.07000
• Density: 1.002g/cm³
• LogP: 5.43580
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 266.1437430
• Heavy Atom Count: 18
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Tris(isopropyl)benzoyl chloride ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-34-36/37
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)C(=O)Cl)C(C)C
• Uses: 2,4,6-Triisopropylbenzoyl chloride is used as pharmaceuticcal intermediates.

Technology Process of 2,4,6-Triisopropylbenzoyl chloride

There total 4 articles about 2,4,6-Triisopropylbenzoyl chloride 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:

2,4,6-triisopropylbenzoic acid (49623-71-4) → 2,4,6-triisopropylbenzoyl chloride (57199-00-5)

Guidance literature:

With thionyl chloride;

DOI:10.1021/ja01868a020

Reference yield:

2,4,6-triisopropyl-1-bromobenzene (21524-34-5) → 2,4,6-triisopropylbenzoyl chloride (57199-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) t-BuLi / 1.) THF, pentane, -78 deg C, 30 min, 2.) 15 min

2: thionyl chloride / 16 h / Heating

With thionyl chloride; tert.-butyl lithium;

DOI:10.1021/jo00324a030

Reference yield:

1,3,5-triisopropyl benzene (717-74-8) → 2,4,6-triisopropylbenzoyl chloride (57199-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrachloromethane; iron; bromine / 0 °C / Lichtausschluss

2: magnesium; diethyl ether / Behandeln der Reaktionsloesung mit festem Kohlendioxid

3: thionyl chloride

With tetrachloromethane; thionyl chloride; diethyl ether; bromine; iron; magnesium;

DOI:10.1021/ja01868a020

upstream raw materials:

2,4,6-triisopropylbenzoic acid

2,4,6-triisopropyl-1-bromobenzene

1,3,5-triisopropyl benzene

Downstream raw materials:

ethyl 2,4,6-tri-isopropylbenzoate

2'-octyl 2,4,6-triisopropylthiobenzoate

2-(bromomethyl)-1,3,5-triisopropylbenzene

naphthalen-2-yl 2,4,6-triisopropylbenzoate

Refernces

• 1、 Mal, Sourjya,Uttry, Alexander,Van Gemmeren, Manuel. "Late-Stage β-C(sp3)-H Deuteration of Carboxylic Acids". supporting information. p. 10895 - 10901. Retrieved 2021/08/03.
• 2、 Zhang, Jian,Yang, Nianfa,Yang, Liwen. "Observation of 1,3-diketones formation in the reaction of bulky acyl chlorides with methyllithium". body text. p. 6415 - 6423. Retrieved 2012/09/08.