3,5-Dimethyl-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 3,5-Dimethyl-4-hydroxybenzaldehyde
• CAS No.: 2233-18-3
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29124990
• European Community (EC) Number: 218-774-5
• NSC Number: 128405
• UNII: 23PA2PMP9F
• DSSTox Substance ID: DTXSID8062282
• Nikkaji Number: J213.125K
• Wikidata: Q72470575
• Mol file: 2233-18-3.mol

Synonyms:3,5-dimethyl-4-hydroxybenzaldehyde;4-hydroxy-3,5-dimethylbenzaldehyde;DMHB-3,5

Chemical Property of 3,5-Dimethyl-4-hydroxybenzaldehyde

Chemical Property:

• Appearance/Colour: tan to light brown crystalline powder
• Vapor Pressure: 0.00612mmHg at 25°C
• Melting Point: 112-114 °C(lit.)
• Refractive Index: 1.589
• Boiling Point: 263.9 °C at 760 mmHg
• PKA: 8.48±0.23(Predicted)
• Flash Point: 109.7 °C
• PSA: 37.30000
• Density: 1.136 g/cm³
• LogP: 1.82150
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Dimethyl-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)C=O
• Uses: 3,5-Dimethyl-4-hydroxybenzaldehyde is used as a reagent in the synthesis of new diarylaniline analogs which were evaluated as HIV-1 non-nucleoside reverse transcriptase inhibitor agents. Also used in preparation of novel benzimidazole-5-carboxylate and its hydrazone derivatives which show potential for use as anti-inflammatory and antimicrobial agents.

Technology Process of 3,5-Dimethyl-4-hydroxybenzaldehyde

There total 52 articles about 3,5-Dimethyl-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: 100.0%

4-hydroxy-2,4,6-trimethyl-cyclohexa-2,5-dienone (16404-66-3) → quinone dimer + 4-hydroxy-3,5-dimethylbenzaldehyde (2233-18-3)

Guidance literature:

With sodium hypochlorite; In water; ethyl acetate;

Reference yield: 92.0%

2.6-dimethylphenol (576-26-1,25134-01-4) + hexamethylenetetramine (100-97-0) → 4-hydroxy-3,5-dimethylbenzaldehyde (2233-18-3)

Guidance literature:

In trifluoroacetic acid; at 80 ℃; for 12h;

DOI:10.1021/ol202892r

Reference yield: 92.0%

4-(hydroxymethyl)-2,6-dimethylphenol (4397-14-2) → 4-hydroxy-3,5-dimethylbenzaldehyde (2233-18-3)

Guidance literature:

With copper diacetate; ethylene glycol; at 50 ℃; for 8h; regioselective reaction; Green chemistry;

DOI:10.1039/c3gc41946k

upstream raw materials:

2.6-dimethylphenol

hydrogen cyanide

Mesitol

4-(hydroxymethyl)-2,6-dimethylphenol

Downstream raw materials:

(E)-3-(3,5-dimethyl-4-hydroxyphenyl)-1-(2-thienyl)-2-propen-1-one

2,6-Dimethyl-4-[(E)-2-(4-propoxy-phenyl)-vinyl]-phenol

4-[(E)-2-(4-Butoxy-phenyl)-vinyl]-2,6-dimethyl-phenol

2,6-Dimethyl-4-[(E)-2-(5-methyl-thiophen-2-yl)-vinyl]-phenol

Refernces

• 1、 Smith. "". . p. 3972. Retrieved 1972.
• 2、 Booth,Saunders. "-". . p. 940,947. Retrieved 1956.
• 3、 Kon,McNelis. "". . p. 1515. Retrieved 1975.
• 4、 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.
• 5、 del Río, M. Pilar,Abril, Paula,López, José A.,Sodupe, Mariona,Lledós, Agustí,Ciriano, Miguel A.,Tejel, Cristina. "Activating a Peroxo Ligand for C?O Bond Formation". supporting information. p. 3037 - 3041. Retrieved 2019/01/24.