5-Tert-butyl-2-hydroxy-3-methylbenzaldehyde

Base Information

• Chemical Name: 5-Tert-butyl-2-hydroxy-3-methylbenzaldehyde
• CAS No.: 1666-01-9
• Molecular Formula: C12H16 O2
• Molecular Weight: 192.258
• NSC Number: 48675
• DSSTox Substance ID: DTXSID30287024
• Nikkaji Number: J1.921.068E
• Wikidata: Q82022919
• Mol file: 1666-01-9.mol

Synonyms:1666-01-9;5-tert-butyl-2-hydroxy-3-methylbenzaldehyde;NSC 48675;Benzaldehyde, 5-(1,1-dimethylethyl)-2-hydroxy-3-methyl-;NSC48675;3-methyl-5-tert-butyl-2-hydroxybenzaldehyde;SCHEMBL2477063;DTXSID30287024;NSC-48675;AKOS000112551;CS-0350000;5-(tert-Butyl)-2-hydroxy-3-methylbenzaldehyde;EN300-200844

Chemical Property of 5-Tert-butyl-2-hydroxy-3-methylbenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0068mmHg at 25°C
• Boiling Point: 262.2°Cat760mmHg
• Flash Point: 108.8°C
• Density: 1.053g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C=O)C(C)(C)C

Technology Process of 5-Tert-butyl-2-hydroxy-3-methylbenzaldehyde

There total 9 articles about 5-Tert-butyl-2-hydroxy-3-methylbenzaldehyde 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: 85.0%

2-hydroxy-3-methyl-5-tert-butylbenzyl alcohol (13464-23-8) → 3-methyl-5-tert-butyl-2-hydroxybenzaldehyde (1666-01-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; for 20h;

DOI:10.1021/jo01297a010

Reference yield: 71.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-Methyl-4-t-butylphenol (98-27-1) → 3-methyl-5-tert-butyl-2-hydroxybenzaldehyde (1666-01-9)

Guidance literature:

2-Methyl-4-t-butylphenol; With methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 22 ℃; for 0.5h; Inert atmosphere;

formaldehyd; With triethylamine; In tetrahydrofuran; diethyl ether; at 70 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jacs.9b05570

Reference yield: 64.0%

2-Methyl-4-t-butylphenol (98-27-1) + hexamethylenetetramine (100-97-0) → 3-methyl-5-tert-butyl-2-hydroxybenzaldehyde (1666-01-9)

Guidance literature:

2-Methyl-4-t-butylphenol; hexamethylenetetramine; With acetic acid; at 130 ℃; for 3h; Inert atmosphere;

With sulfuric acid; at 70 - 100 ℃; for 1h; Inert atmosphere;

upstream raw materials:

4-tert-butyl-2,5-bis(hydroxymethyl)phenol

2-hydroxy-3-methyl-5-tert-butylbenzyl alcohol

2-Methyl-4-t-butylphenol

hexamethylenetetramine

Downstream raw materials:

C₁₃H₁₉N₃OS

4-tert-butyl-6methyl-2-[(cyclohexylamino)methyl]phenol

C₃₀H₃₆N₂O₂