3,5-Di-tert-butyl-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 3,5-Di-tert-butyl-4-hydroxybenzaldehyde
• CAS No.: 1620-98-0
• Molecular Formula: C15H22O2
• Molecular Weight: 234.338
• Hs Code.: 29124990
• European Community (EC) Number: 216-592-0
• NSC Number: 14450
• UNII: 95VTI93VUL
• DSSTox Substance ID: DTXSID7057658
• Nikkaji Number: J148.925I
• Wikidata: Q27271830
• Metabolomics Workbench ID: 127567
• ChEMBL ID: CHEMBL225623
• Mol file: 1620-98-0.mol

Synonyms:3,5-di-tert-butyl-4-hydroxybenzaldehyde;BHT-CHO

Chemical Property of 3,5-Di-tert-butyl-4-hydroxybenzaldehyde

Chemical Property:

• Appearance/Colour: light yellow to yellow-beige crystalline powder
• Vapor Pressure: 0.00128mmHg at 25°C
• Melting Point: 186-190 °C
• Refractive Index: 1.527
• Boiling Point: 289.2 °C at 760 mmHg
• PKA: 8.33±0.40(Predicted)
• Flash Point: 121.6 °C
• PSA: 37.30000
• Density: 1.006 g/cm³
• LogP: 3.79970
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in hot methanol.
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

99.9% ^*data from raw suppliers

3-[5- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-36-25
• Safety Statements: 24/25-45-26-36/37

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C=O
• Uses: 3,5-Di-tert-butyl-4-hydroxybenzaldehyde is employed as an OLED materials. It is also used as a pharmaceutical intermediate. The derivatives of this compound possess equipotent anti-inflammatory activities to indomethacin.

Technology Process of 3,5-Di-tert-butyl-4-hydroxybenzaldehyde

There total 68 articles about 3,5-Di-tert-butyl-4-hydroxybenzaldehyde 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: 50.0%

2,6-di-tert-butyl-4-methoxymethylene-phenol (87-97-8) → 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With methanol; manganese triacetate; at 20 ℃; for 3h; other reagent: potassium dichromate, acetic acid;

DOI:10.1007/BF00954096

Reference yield: 43.2%

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) → 3,5-di-tert-butyl-4-hydroxybenzyl alcohol (88-26-6) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With bromine; In tert-butyl alcohol; at 40 ℃; for 1.5h;

DOI:10.1080/00304948.2015.1025632

Reference yield: 39.0%

(E)-2,6-di-tert-butyl-4-styrylphenol (21449-69-4) → 4,4'-(2,3-diphenylbutane-1,4-diylidene)bis(2,6-di-tert-butylcyclohexa-2,5-dien-1-one) (19594-77-5) + benzaldehyde (100-52-7) + 3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0)

Guidance literature:

With oxygen; CoSMDPT; In 1,2-dichloro-ethane; at 25 ℃; for 5h;

DOI:10.1016/S0040-4039(00)82415-6

upstream raw materials:

2,6-di-tert-butyl-4-methoxymethylene-phenol

2,6-di-tert-butyl-4-methyl-phenol

ethanol

tert-butyl vinyl ether

Downstream raw materials:

malonoben

diethyl 2-(3,5-di-tert-butyl-4-hydroxybenzylidene)malonate

1-<4-Hydroxy-3.5-di-tert.-butyl-phenyl>-2-cyan-2-phenyl-aethylen

4-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-phenyloxazol-5(4H)-one

Refernces

• 1、 D'Acunzo, Francesca,Galli, Carlo,Gentili, Patrizia,Sergi, Federica. "Mechanistic and steric issues in the oxidation of phenolic and non-phenolic compounds by laccase or laccase-mediator systems. the case of bifunctional substrates". . p. 583 - 591. Retrieved 2006.
• 2、 Srivastava,Venkataramani. "Barium manganate oxidation in organic synthesis: Part - V: Oxidation of phenols". . p. 35 - 45. Retrieved 1992.
• 3、 Amitina, Svetlana A.,Artamonov, Ilya A.,Dmitrieva, Natalya A.,Kandalintseva, Natalya V.,Lomanovich, Alyona V.,Markov, Alexander F.,Mazhukin, Dmitrii G.,Ten, Yury A.,Zaytseva, Elena V.. "5-Aryl-2-(3,5-dialkyl-4-hydroxyphenyl)-4,4-dimethyl- 4H-imidazole 3-oxides and their redox species: How antioxidant activity of 1-hydroxy-2,5-dihydro- 1h-imidazoles correlates with the stability of hybrid phenoxyl-nitroxides". . . Retrieved 2020/08/24.
• 4、 Liang, Cheng,Li, Xuefeng,Su, Diefeng,Ma, Qiyi,Mao, Jianyong,Chen, Zhirong,Wang, Yong,Yao, Jia,Li, Haoran. "Magnetic nano-structured cobalt-cobalt oxide/nitrogen-doped carbon material as an efficient catalyst for aerobic oxidation of p-cresols". . p. 121 - 131. Retrieved 2018/05/22.