3-(Hydroxymethyl)-5-methylsalicylaldehyde

Base Information

• Chemical Name: 3-(Hydroxymethyl)-5-methylsalicylaldehyde
• CAS No.: 65448-72-8
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 2912499000
• European Community (EC) Number: 265-781-4
• DSSTox Substance ID: DTXSID90984067
• Nikkaji Number: J307.416A
• Wikidata: Q82971139
• Mol file: 65448-72-8.mol

Synonyms:65448-72-8;3-(Hydroxymethyl)-5-methylsalicylaldehyde;EINECS 265-781-4;2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde;SCHEMBL11650048;DTXSID90984067;AKOS004909810;3-hydroxylmethyl-5-methyl-salicylaldehyde

Chemical Property of 3-(Hydroxymethyl)-5-methylsalicylaldehyde

Chemical Property:

• Vapor Pressure: 0.000456mmHg at 25°C
• Boiling Point: 305.4°C at 760 mmHg
• Flash Point: 152.7°C
• PSA: 57.53000
• Density: 1.281g/cm³
• LogP: 1.00540
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Hydroxymethyl)-5-methylsalicylaldehyde

There total 5 articles about 3-(Hydroxymethyl)-5-methylsalicylaldehyde 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: 86.0%

2,6-bis(hydroxymethyl)-4-methylphenol (91-04-3) → 2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde (65448-72-8)

Guidance literature:

With manganese(IV) oxide; In chloroform; acetone; for 8h; Ambient temperature;

DOI:10.1080/00397919408012625

Reference yield: 86.0%

6-formyl-4-methylsalicyl alcohol isopropylidene acetal (140875-59-8) → 2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde (65448-72-8)

Guidance literature:

With hydrogenchloride; In water; acetonitrile; Reflux;

DOI:10.1021/jm800853p

Reference yield:

p-cresol (106-44-5) → 2-hydroxy-3-(hydroxymethyl)-5-methylbenzaldehyde (65448-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / 1 h / 49.84 °C

1.2: pH 3

2.1: manganese(IV) oxide / chloroform / Reflux

With manganese(IV) oxide; sodium hydroxide; In chloroform;

DOI:10.1039/c3ra45931d

upstream raw materials:

3-chloromethyl-5-methylsalicylaldehyde

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

2-hydroxy-5-methylbenzaldehyde

6-formyl-4-methylsalicyl alcohol isopropylidene acetal

Downstream raw materials:

2,6-dicarboxylic acid-4-methylphenol

2-(N-isopropyl-N-(2-pyridylmethyl)amino-methyl-6-hydroxymethyl)-4-methylphenol

C₁₃H₁₆N₄O₂

2-(N,N-bis(2-pyridinylmethyl)aminomethyl)-6-(hydroxymethyl)-4-methylphenol

Refernces

• 1、 Chandrasekhar, Vadapalli,Das, Sourav,Dey, Atanu,Hossain, Sakiat,Lloret, Francesc,Pardo, Emilio. "Synthesis, structure, and magnetic properties of a family of heterometallic pentanuclear [Co4Ln] (Ln = GdIII, DyIII, TbIII, and HoIII) assemblies". . p. 4506 - 4514. Retrieved 2013.
• 2、 Guo, Dan,Dong, Zhengping,Luo, Chao,Zan, Wenyan,Yan, Shiqiang,Yao, Xiaojun. "A rhodamine B-based "turn-on" fluorescent sensor for detecting Cu2+ and sulfur anions in aqueous media". . p. 5718 - 5725. Retrieved 2014.
• 3、 -. "Preparation method and application of fluorescent probe for ultrafast detection of biological mercaptan". Paragraph 0036-0040. . Retrieved 2021/05/29.
• 4、 Giurg, Miros?aw,Maniak, Halina,Matyja, Konrad,Talma, Micha?,Trusek, Anna. "Synthesis and structure-activity relationship studies of hydrazide-hydrazones as inhibitors of laccase from trametes versicolor". supporting information. . Retrieved 2020/03/23.