3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE

Base Information

• Chemical Name: 3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE
• CAS No.: 14035-33-7
• Molecular Formula: C16H24 O2
• Molecular Weight: 248.365
• Hs Code.: 2914501900
• Mol file: 14035-33-7.mol

Synonyms:Acetophenone, 3',5'-di-tert-butyl-4'-hydroxy-(6CI,7CI,8CI); 2,6-Di-tert-butyl-4-acetylphenol; 3,5-Di-tert-butyl-4-hydroxyphenylmethyl ketone;3',5'-Di-tert-butyl-4'-hydroxyacetophenone; 4-Acetyl-2,6-di-tert-butylphenol;4'-Hydroxy-3',5'-di-tert-butylacetophenone

Chemical Property of 3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE

Chemical Property:

• Vapor Pressure: 0.000379mmHg at 25°C
• Melting Point: 146-147°C
• Boiling Point: 308.2 °C at 760 mmHg
• PKA: 8.76±0.40(Predicted)
• Flash Point: 130.3 °C
• PSA: 37.30000
• Density: 0.982 g/cm³
• LogP: 4.18980
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

1-(3,5-Di-tert-butyl-4-hydroxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE

There total 14 articles about 3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE 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%

2,6-di-tert-butylphenol (128-39-2) + acetyl chloride (75-36-5) → 1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone (14035-33-7)

Guidance literature:

AlCl₃; In tetrachloromethane;

Reference yield: 95.0%

2,6-di-tert-butylphenol (128-39-2) + acetic anhydride (108-24-7) → 1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone (14035-33-7)

Guidance literature:

With perchloric acid; Ambient temperature;

Reference yield: 87.0%

2,6-di-tert-butylphenol (128-39-2) + acetic acid (64-19-7,77671-22-8) → 1-(3,5-di-tert-butyl-4-hydroxyphenyl)ethanone (14035-33-7)

Guidance literature:

With trifluoroacetic anhydride; for 3h; Ambient temperature;

DOI:10.1021/jo00133a009

upstream raw materials:

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

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

2,6-di-tert-butyl-4-isopropylidene-cyclohexa-2,5-dienone

2,6-Di-tert-butyl-4-(1-hydroxyethyl)phenol

Downstream raw materials:

(E)-1-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-(2-thienyl)-2-propen-1-one

(E)-1-(3,5-di-tert-butyl-4-hydroxyphenyl)-3-(3-thienyl)-2-propen-1-one

5-[1-[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethylidene]-2-thioxo-4-thiazolidinone

2,6-Di-tert-butyl-1,4-benzoquinone

Refernces

LEUCKART REACTION OF CARBONYL DERIVATIVES OF 2,6-DI-TERT-BUTYLPHENOL

10.1007/BF00956104

The research investigates the Leuckart reaction for synthesizing sterically hindered aminophenols from carbonyl derivatives of 2,6-di-tert-butylphenol. The key chemicals involved include 3,5-di-tert-butyl-4-hydroxybenzaldehyde, 3,5-di-tert-butyl-4-hydroxyacetophenone, and 3,5-di-tert-butyl-4-hydroxypropiophenone as starting materials. Formamide or ammonium formate is used as the reaction medium, and hydrochloric acid is employed in the acid hydrolysis step to obtain the final amines. Additionally, methylenequinone reacts with ammonia to produce aminophenol derivatives. The study demonstrates that these aminophenols and their analogs can be prepared in high yields through the Leuckart reaction, highlighting the efficiency and potential applications of this synthetic approach.

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