3-(Chloromethyl)-2-hydroxy-5-methylbenzaldehyde

Base Information

• Chemical Name: 3-(Chloromethyl)-2-hydroxy-5-methylbenzaldehyde
• CAS No.: 192819-68-4
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID20373061
• Nikkaji Number: J1.049.577F
• Wikidata: Q82161189
• Mol file: 192819-68-4.mol

Synonyms:3-(chloromethyl)-2-hydroxy-5-methylbenzaldehyde;192819-68-4;Benzaldehyde, 3-(chloromethyl)-2-hydroxy-5-methyl- (9CI);Benzaldehyde, 3-(chloromethyl)-2-hydroxy-5-methyl-;SCHEMBL14999517;DTXSID20373061;3-chloromethyl-5-methylsalicylaldehyde;AKOS004909811;CS-0449202;2-Hydroxy-3-(chloromethyl)-5-methylbenzaldehyde

Chemical Property of 3-(Chloromethyl)-2-hydroxy-5-methylbenzaldehyde

Chemical Property:

• PSA: 37.30000
• LogP: 2.25190
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

3-(Chloromethyl)-2-hydroxy-5-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C=O)O)CCl

Technology Process of 3-(Chloromethyl)-2-hydroxy-5-methylbenzaldehyde

There total 6 articles about 3-(Chloromethyl)-2-hydroxy-5-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: 97.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-hydroxy-5-methylbenzaldehyde (613-84-3) → 3-chloromethyl-5-methylsalicylaldehyde (192819-68-4)

Guidance literature:

With hydrogenchloride; sulfuric acid; water; at 70 ℃; for 4h;

DOI:10.1016/j.tetlet.2006.09.149

Reference yield: 90.0%

6-formyl-4-methylsalicyl alcohol isopropylidene acetal (140875-59-8) → 3-chloromethyl-5-methylsalicylaldehyde (192819-68-4)

Guidance literature:

With hydrogenchloride; for 12h;

DOI:10.1021/jo001094y

Reference yield:

2-hydroxy-5-methylbenzaldehyde (613-84-3) → 3-chloromethyl-5-methylsalicylaldehyde (192819-68-4)

Guidance literature:

With hydrogenchloride; sulfuric acid; In water; at 75 ℃; for 6h;

DOI:10.1021/ic400091j

upstream raw materials:

formaldehyd

2-hydroxy-5-methylbenzaldehyde

6-formyl-4-methylsalicyl alcohol isopropylidene acetal

2,6-bis(hydroxymethyl)-4-methylphenol

Downstream raw materials:

2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde

3-((bis(2-hydroxyethyl)-amino)methyl)-2-hydroxy-5-methylbenzaldehyde

2-{[bis(2-pyridinylmethyl)amino]methyl}-4-methyl-6-{[(2-pyridinylmethyl)amino]methyl}phenol

1,8-[N,N'-bis((3-formyl-2-hydroxy-5-methyl)benzyl)]-4,11-dimethyl-1,4,8,11-tetraaza-5,5,7,12,12,14-hexamethylcyclotetradecane

Refernces

• 1、 Akutsu-Suyama, Kazuhiro,Mori, Seiji,Hanashima, Takayasu. "Design and characterization of a 2-(2′-hydroxyphenyl)benzimidazole-based Sr2+-selective fluorescent probe in organic and micellar solution systems". . p. 2531 - 2538. Retrieved 2019.
• 2、 Zhang, Sheng,Mo, Wenjiao,Zhang, Zengqi,Gao, Fei,Wang, Lei,Hu, Dengwei,Chen, Sanping. "Ligand ratio/solvent-influenced syntheses, crystal structures, and magnetic properties of polydentate Schiff base ligand-Dy(iii) compounds with β-diketonate ligands as co-ligands". . p. 12466 - 12481. Retrieved 2019/08/26.