2-Hydroxy-3-methylbenzaldehyde

Base Information

• Chemical Name: 2-Hydroxy-3-methylbenzaldehyde
• CAS No.: 824-42-0
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29124990
• European Community (EC) Number: 628-580-6
• DSSTox Substance ID: DTXSID40335060
• Nikkaji Number: J526.376J
• Wikidata: Q27103078
• Metabolomics Workbench ID: 51280
• Mol file: 824-42-0.mol

Synonyms:2-Hydroxy-3-methylbenzaldehyde;3-Methylsalicylaldehyde;824-42-0;2,3-Cresotaldehyde;2-hydroxy-3-methyl-benzaldehyde;3-methylsalicylic aldehyde;3-methyl-2-hydroxybenzaldehyde;Benzaldehyde, hydroxy-3-methyl-;2-Formyl-6-methylphenol;bmse000843;SCHEMBL172956;2-hydroxyl-3-methylbenzaldehyde;2-Hydroxy-3-methyl benzaldehyde;CHEBI:20110;DTXSID40335060;MFCD00040798;STL185648;2-Hydroxy-3-methylbenzaldehyde, 98%;AKOS000111532;CS-W007934;AS-18817;AM20041207;FT-0632991;M2270;EN300-53663;Q-102839;Q27103078;Z406682006;2,3-Cresotaldehyde, 2-Hydroxy-3-methylbenzaldehyde, 3-Methylsalicylaldehyde

Chemical Property of 2-Hydroxy-3-methylbenzaldehyde

Chemical Property:

• Appearance/Colour: COLORLESS TO YELLOW LIQUID
• Vapor Pressure: 0.152mmHg at 25°C
• Melting Point: 17°C(lit.)
• Refractive Index: n20/D 1.564(lit.)
• Boiling Point: 207.9 °C at 760 mmHg
• PKA: 8.52±0.10(Predicted)
• Flash Point: 82.3 °C
• PSA: 37.30000
• Density: 1.175 g/cm³
• LogP: 1.51310
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-Hydroxy-3-methylbenzaldehyde ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C=O)O
• Uses: 2-Hydroxy-3-methylbenzaldehyde could be a useful antitumor and antiproliferative agent.

Technology Process of 2-Hydroxy-3-methylbenzaldehyde

There total 28 articles about 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: 99.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + ortho-cresol (95-48-7,77504-84-8) → 2-methoxy-3-methylbenzaldehyde (824-42-0)

Guidance literature:

formaldehyd; With triethylamine; magnesium chloride; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

ortho-cresol; In tetrahydrofuran; at 75 ℃; regioselective reaction; Inert atmosphere;

DOI:10.15227/orgsyn.082.0064

Reference yield: 92.0%

2-(Methoxymethoxy)-3-methylbenzaldehyde (55359-67-6) → 2-methoxy-3-methylbenzaldehyde (824-42-0)

Guidance literature:

With niobium pentachloride; In acetonitrile; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.03.171

Reference yield: 78.0%

2-(1-hydroxy-3-phenylprop-2-yn-1-yl)-6-methylphenol → 2-methoxy-3-methylbenzaldehyde (824-42-0) + 1,4-diphenyl-1,3-butadiyne (886-66-8)

Guidance literature:

With copper(II) acetate monohydrate; In acetonitrile; for 3.5h; Reflux;

DOI:10.3184/174751913X13739011239995

upstream raw materials:

carvacrol

hexamethylenetetramine

ortho-cresol

3-methylsalicylic acid

Downstream raw materials:

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

1,2-bis-[2-(2-hydroxy-3-methyl-benzylidenamino)-ethoxy]-ethane

7-methyl-2-phenylbenzofuran

2.6-dimethylphenol

Refernces

• 1、 -. "METHODS OF PRODUCING PYRAZOLE COMPOUNDS". Page/Page column 67; 68. . Retrieved 2020/04/25.
• 2、 Shi, Wangyu,Zhou, Leijie,Mao, Biming,Wang, Qijun,Wang, Chang,Zhang, Cheng,Li, Xuefeng,Xiao, Yumei,Guo, Hongchao. "Phosphine-Catalyzed [3+2] Annulation of β-Sulfonamido-Substituted Enones with Sulfamate-Derived Cyclic Imines". supporting information. p. 679 - 685. Retrieved 2019/01/24.