3,5-Bis-tert-butylsalicylic acid

Base Information

• Chemical Name: 3,5-Bis-tert-butylsalicylic acid
• CAS No.: 19715-19-6
• Molecular Formula: C15H22O3
• Molecular Weight: 250.338
• Hs Code.: 29182900
• European Community (EC) Number: 243-246-6
• DSSTox Substance ID: DTXSID2066519
• Nikkaji Number: J71.708H
• Mol file: 19715-19-6.mol

Synonyms:3,5-di-tert-butylsalicylic acid;3,5-di-tert-butylsalicylic acid, potassium salt;3,5-di-tert-butylsalicylic acid, sodium salt;3,5-DTBSA

Chemical Property of 3,5-Bis-tert-butylsalicylic acid

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Vapor Pressure: 4.19E-08mmHg at 25°C
• Melting Point: 157-162 °C(lit.)
• Refractive Index: 1.547
• Boiling Point: 335.6 °C at 760 mmHg
• PKA: 3.34±0.14(Predicted)
• Flash Point: 171 °C
• PSA: 57.53000
• Density: 1.07 g/cm³
• LogP: 3.68540
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

3,5-Di-tert-butylsalicylic Acid >95.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C(=O)O
• Uses: 3,5-Di-tert-butylsalicylic acid was used to study long wavelength fluorescence emission of 3,5-Di-tert-butylsalicylic acid in a variety of organic solvents. It was also used to catalyze the reaction between aldehydes and silyl ketene acetals.

Technology Process of 3,5-Bis-tert-butylsalicylic acid

There total 9 articles about 3,5-Bis-tert-butylsalicylic 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: 98.1%

carbon dioxide (124-38-9,18923-20-1) + 2,4-di-tert-Butylphenol (96-76-4) → 3,5-ditertbutyl salicylic acid (19715-19-6)

Guidance literature:

2,4-di-tert-Butylphenol; With 1,3-dimethyl-2-imidazolidinone; sodium hydroxide; In water; xylene; Heating / reflux;

carbon dioxide;

Reference yield: 97.0%

3,5-di-tert-butylacetylsalicylic aldehyde (173030-55-2) → 3,5-ditertbutyl salicylic acid (19715-19-6)

Guidance literature:

With sodium acetate; at 170 - 180 ℃; for 2.5h;

DOI:10.1134/S1070428007100132

Reference yield: 92.0%

methyl 3,5‐di‐tert-butyl‐2‐hydroxybenzoate (15018-03-8) → 3,5-ditertbutyl salicylic acid (19715-19-6)

Guidance literature:

With water; potassium hydroxide; In methanol; for 1h; Reflux;

upstream raw materials:

carbon dioxide

potassium 2,4-di-tert-butylphenolate

methyl 3,5‐di‐tert-butyl‐2‐hydroxybenzoate

methyl salicylate

Downstream raw materials:

2,4-di-tert-butyl-6-acetylphenol

1,2-bis-(3,5-di-tert-butyl-2-hydroxybenzamido)benzene

diaquabis(3,5-di-t-butylsalicylato)zinc

[(n)BuSn(O)(3,5-di-tert-butylsalicylic acid(-1H))]6

Refernces

• 1、 -. "Metal complex-(3,5-di-tert-butyl salicylic acid) method for the preparation of". Paragraph 0067; 0068. . Retrieved 2017/02/28.
• 2、 Jimenez, Claudio A.,Belmar, Julio B.. "Convenient and efficient method for the obtainment of ketones from highly hindered aromatic N,N-dimethyl-amides". . p. 2391 - 2397. Retrieved 2008/02/10.