alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid

Base Information

• Chemical Name: alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid
• CAS No.: 819050-88-9
• Molecular Formula: C16H22O4
• Molecular Weight: 278.348
• European Community (EC) Number: 690-582-8
• DSSTox Substance ID: DTXSID70458599
• Nikkaji Number: J2.123.310B
• Wikidata: Q82282025
• ChEMBL ID: CHEMBL1899631
• Mol file: 819050-88-9.mol

Synonyms:819050-88-9;alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid;3-[3-(2-CARBOXY-2,2-DIMETHYLETHYL)PHENYL]-2,2-DIMETHYLPROPANOIC ACID;3-[3-(2-carboxy-2-methylpropyl)phenyl]-2,2-dimethylpropanoic acid;3,3'-(1,3-Phenylene)bis(2,2-dimethylpropanoic Acid);SMR000639419;MLS001075233;MLS001075368;MLS001075426;MLS001075446;CHEMBL1899631;SCHEMBL14740848;DTXSID70458599;HMS2203O21;HMS3343N05;MFCD08276874;AKOS037643140;AM-1001;T3420;T72967;EN300-6477015;3,3'-(m-Phenylene)bis(2,2-dimethylpropanoic acid);Z4884310340;alpha,alpha,alpha',alpha'-tetramethyl-m-benzenedipropionic acid;alpha , alpha , alpha ', alpha '-Tetramethyl-1,3-benzenedipropionic acid;alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid, 97%

Chemical Property of alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid

Chemical Property:

• Melting Point: 132-136 °C
• Boiling Point: 437.0±25.0 °C(Predicted)
• PKA: 4.45±0.13(Predicted)
• PSA: 74.60000
• Density: 1.143±0.06 g/cm3(Predicted)
• LogP: 2.99320
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 337

Purity/Quality:

98%,99%, ^*data from raw suppliers

α,α,α',α'-Tetramethyl-1,3-benzenedipropionic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic acid

There total 6 articles about alpha,alpha,alpha',alpha'-Tetramethyl-1,3-benzenedipropionic 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: 95.0%

3,3'-(1,3-phenylenebis(methylene))bis(3-methylpentane-2,4-dione) → α,α,α′,α′-tetramethyl-1,3 benzenedipropionic acid (819050-88-9)

Guidance literature:

3,3'-(1,3-phenylenebis(methylene))bis(3-methylpentane-2,4-dione); With dihydrogen peroxide; In methanol; water; at 0 - 20 ℃; for 4h;

With sodium hydroxide; In methanol; water; at 20 ℃; for 16h; pH=9 - 10; Temperature;

Reference yield: 93.9%

α,α,α’,α’-tetramethyl-1,3-benzenedipropionitrile (69774-36-3) → α,α,α′,α′-tetramethyl-1,3 benzenedipropionic acid (819050-88-9)

Guidance literature:

With potassium hydroxide; In 1,2-dimethoxyethane; at 180 ℃; for 9h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8dt03030h

Reference yield:

3-(chloromethyl)benzyl chloride (626-16-4) → α,α,α′,α′-tetramethyl-1,3 benzenedipropionic acid (819050-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 1.5 h / 0 °C

1.2: 75 percent / tetrahydrofuran; hexane / 10 h / 23 °C

2.1: 68 percent / KOH / ethane-1,2-diol / 6 h / 180 °C

With potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane; ethylene glycol;

DOI:10.1021/ja0446294

upstream raw materials:

α,α,α’,α’-tetramethyl-1,3-benzenedipropionitrile

3-(chloromethyl)benzyl chloride

1,3-bis-(bromomethyl)benzene

Downstream raw materials:

bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}

Refernces

• 1、 -. "PROCESSES FOR PREPARING COMPLEXES COMPRISING RHODIUM(II) AND CARBOXYLATE LIGANDS". . . Retrieved 2019/02/15.
• 2、 Das, Anuvab,Maher, Andrew G.,Telser, Joshua,Powers, David C.. "Observation of a Photogenerated Rh2 Nitrenoid Intermediate in C-H Amination". supporting information. p. 10412 - 10415. Retrieved 2018/08/28.