4-tert-Butylbenzoic anhydride

Base Information

• Chemical Name: 4-tert-Butylbenzoic anhydride
• CAS No.: 22201-45-2
• Molecular Formula: C22H26 O3
• Molecular Weight: 338.447
• Hs Code.: 2916399090
• European Community (EC) Number: 681-825-9
• DSSTox Substance ID: DTXSID70566143
• Nikkaji Number: J1.505.004G
• Wikidata: Q82451613
• Mol file: 22201-45-2.mol

Synonyms:4-tert-Butylbenzoic anhydride;22201-45-2;(4-Tert-butylbenzoyl) 4-tert-butylbenzoate;Benzoic acid,4-(1,1-dimethylethyl)-, anhydride with 4-(1,1-dimethylethyl)benzoic acid;SCHEMBL446399;DTXSID70566143;MFCD09757530;AKOS025396844;AS-74127;(4-Tert-butylbenzoyl)4-tert-butylbenzoate;4-TERT-BUTYLBENZOYL 4-TERT-BUTYLBENZOATE

Chemical Property of 4-tert-Butylbenzoic anhydride

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 75-81℃
• Refractive Index: 1.536
• Boiling Point: 455.326°C at 760 mmHg
• Flash Point: 209.023°C
• PSA: 43.37000
• Density: 1.057g/cm³
• LogP: 5.27880
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 338.18819469
• Heavy Atom Count: 25
• Complexity: 421

Purity/Quality:

95% ^*data from raw suppliers

4-TERT-BUTYLBENZOIC ANHYDRIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)C(=O)OC(=O)C2=CC=C(C=C2)C(C)(C)C

Technology Process of 4-tert-Butylbenzoic anhydride

There total 9 articles about 4-tert-Butylbenzoic anhydride 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%

4-(1,1-dimethylethyl)benzoic acid (98-73-7) → p-t-butyl benzoic acid anhydride (22201-45-2)

Guidance literature:

With 2,6-dimethylpyridine; tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide; N,N-dimethyl-formamide; at 25 - 30 ℃; for 12h; Inert atmosphere; Photolysis;

DOI:10.1039/c2ob25463h

Reference yield: 56.0%

carbon monoxide (201230-82-2) + 1-tert-butyl-4-iodobenzene (35779-04-5) → p-t-butyl benzoic acid anhydride (22201-45-2)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; water; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 20 - 115 ℃; for 6h; under 760.051 Torr; Inert atmosphere; Autoclave;

DOI:10.1039/c2cc16611a

Reference yield: 51.0%

4-(1,1-dimethylethyl)benzoic acid (98-73-7) + p-tert-butyl benzoyl chloride (1710-98-1) → p-t-butyl benzoic acid anhydride (22201-45-2)

Guidance literature:

cobalt(II) chloride; In dichloromethane; acetonitrile; at 40 ℃;

DOI:10.1016/S0040-4039(00)92318-9

upstream raw materials:

acetic anhydride

4-(1,1-dimethylethyl)benzoic acid

p-tert-butyl benzoyl chloride

2-bromoaniline

Downstream raw materials:

(4-(tert-butyl)phenyl)(1-tosylpiperidin-4-yl)methanone

(4-(tert-butyl)phenyl)(cyclohexyl)methanone

(4-(tert-butyl)phenyl)(cyclopentyl)methanone

1-(4-tert-butylphenyl)-2-(trimethylsilyl)ethanone

Refernces

• 1、 Gaspa, Silvia,Porcheddu, Andrea,De Luca, Lidia. "Metal-free oxidative self-coupling of aldehydes or alcohols to symmetric carboxylic anhydrides". . p. 2533 - 2536. Retrieved 2017/06/13.
• 2、 Mccallum, Terry,Barriault, Louis. "Light-enabled synthesis of anhydrides and amides". . p. 2874 - 2878. Retrieved 2015/03/30.