2,4,6-Triisopropylbenzoic acid

Base Information

• Chemical Name: 2,4,6-Triisopropylbenzoic acid
• CAS No.: 49623-71-4
• Molecular Formula: C16H24O2
• Molecular Weight: 248.365
• Hs Code.: 2916399090
• European Community (EC) Number: 256-400-2
• NSC Number: 60075
• DSSTox Substance ID: DTXSID50197939
• Nikkaji Number: J319.991F
• Wikidata: Q27456668
• Pharos Ligand ID: GT3VGBUD82CL
• ChEMBL ID: CHEMBL3400905
• Mol file: 49623-71-4.mol

Synonyms:2,4,6-Triisopropylbenzoic acid;49623-71-4;2,4,6-tri(propan-2-yl)benzoic acid;2,4,6-Tris(1-methylethyl)benzoic acid;CHEMBL3400905;EINECS 256-400-2;MFCD00015031;2,4,6-Triisopropyl benzoic acid;Benzoic acid, 2,4,6-tris(1-methylethyl)-;NSC60075;Benzoic acid,2,4,6-tris(1-methylethyl)-;SCHEMBL810177;2,4,6-Triisopropylbenzoicacid;DTXSID50197939;(2,4,6-triisopropyl)benzoic acid;STR04838;BDBM50063855;NSC 60075;NSC-60075;AKOS015911526;2,4,6-tris(propan-2-yl)benzoic acid;2,4,6-Triisopropylphenylcarboxylic acid;SY271357;CS-0154293;FT-0609885;A827776;Q27456668;76D

Chemical Property of 2,4,6-Triisopropylbenzoic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.000149mmHg at 25°C
• Melting Point: 184-187°C
• Boiling Point: 318.7 °C at 760 mmHg
• PKA: 3.23±0.10(Predicted)
• Flash Point: 158.6 °C
• PSA: 37.30000
• Density: 0.984 g/cm³
• LogP: 4.75500
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 248.177630004
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Triisopropylbenzoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)C(=O)O)C(C)C
• Uses: 2,4,6-Triisopropylbenzoic acid is a hindered acid intermediate compound in organic synthesis.

Technology Process of 2,4,6-Triisopropylbenzoic acid

There total 13 articles about 2,4,6-Triisopropylbenzoic acid 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: 99.0%

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

Guidance literature:

With water; triethylamine; In acetone; for 18h; Reflux;

DOI:10.1016/j.ejmech.2014.11.020

Reference yield: 90.0%

3'-hydroxy-3'-phenyl-2'-methyl-2'-propyl 2,4,6-triisopropylthiobenzoate (82797-44-2) → 2,4,6-triisopropylbenzoic acid (49623-71-4) + 2,2-dimethyl-3-phenylthiirane (62533-55-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 19h; Ambient temperature;

DOI:10.1021/jo00141a010

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2,4,6-triisopropyl-1-bromobenzene (21524-34-5) → 2,4,6-triisopropylbenzoic acid (49623-71-4)

Guidance literature:

Multistep reaction; (i) tBuLi, THF, hexane, (ii) /BRN= 1900390/;

DOI:10.1002/hlca.19780610144

upstream raw materials:

chloroform

(E)-1,3,5-triisopropyl-2-styrylbenzene

2,4,6-triisopropyl-1-bromobenzene

carbon dioxide

Downstream raw materials:

1'-methylbenzyl 2,4,6-triisopropylbenzoate

(Mn(2,2'-bipyridine)2(H₂O)(2,4,6-triisopropylbenzoate))(ClO₄)

Refernces

• 1、 Cai, Haiyan,Liu, Qiufeng,Gao, Dingding,Wang, Ting,Chen, Tiantian,Yan, Guirui,Chen, Kaixian,Xu, Yechun,Wang, Heyao,Li, Yingxia,Zhu, Weiliang. "Novel fatty acid binding protein 4 (FABP4) inhibitors: Virtual screening, synthesis and crystal structure determination". . p. 241 - 250. Retrieved 2014/12/12.
• 2、 Beak, Peter,Becker, Peter D.. "Dipole-Stabilized Carbanions from Thioesters. Secondary α'-Lithio Carbamates and Tertiary α'-Lithio Thioesters". . p. 3855 - 3861. Retrieved 2007/10/02.