15174-69-3

Basic information

• Product Name: 4-Hydroxy-3-methylbenzaldehyde
• Synonyms: Benzaldehyde, 4-hydroxy-3-methyl-;4-HYDROXY-3-METHYLBENZALDEHYDE;4-Hydroxy-3-Methylbenzaldehyde, 97%+;4-Hydroxy-3-methylbenzaldehyde 97%;3-methyl-4-hydroxybenzaldehyde
• CAS NO: 15174-69-3
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C8;Carbonyl Compounds
• Mol File: 15174-69-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 118-120 °C(lit.)
• Boiling Point: 250.6°C (estimate)
• Flash Point: 105.1 °C
• Appearance: Off-white, tan to brown/Crystalline Powder
• Density: 1.1150 (rough estimate)
• Vapor Pressure: 0.0136mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly, Heated), Methanol (Slightly)
• PKA: 8.12±0.18(Predicted)
• CAS DataBase Reference: 4-Hydroxy-3-methylbenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-3-methylbenzaldehyde(15174-69-3)
• EPA Substance Registry System: 4-Hydroxy-3-methylbenzaldehyde(15174-69-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: PG3
• WGK Germany: 3
• Hazardous Substances Data: 15174-69-3(Hazardous Substances Data)

Usage

Uses

4-Hydroxy-3-methylbenzaldehyde was used in the preparation of a new series of benzothiazole schiff bases which display antitumor activity against cervical cancer. Also used in the synthesis of novel pyrimidine derivatives which possess antibacterial properties against gram-positive and gram-negative bacteria.

InChI:InChI=1/C8H8O2/c1-6-4-7(5-9)2-3-8(6)10/h2-5,10H,1H3

Upstream product

• 61594-83-0 4-Amino-3-methylbenzaldehyde 
• 50-00-0 formaldehyd 
• 95-48-7 ortho-cresol 
• 105-67-9 2,4-Xylenol 
• 67-66-3 chloroform 
• 201230-82-2 carbon monoxide 
• 60577-30-2 4-iodo-2-methyl-phenol 
• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 74-90-8 hydrogen cyanide 
• 71-43-2 benzene 
• 75-25-2 Bromoform 
• 15777-70-5 4-hydroxy-3-methylbenzonitrile 
• 95-53-4 o-toluidine 

Downstream Products

• 93533-24-5 4-hydroxy-3-methoxy-5-(phenyldiazenyl)benzaldehyde 
• 860742-62-7 (4-hydroxy-5-isopropyl-2-methyl-phenyl)-(4-hydroxy-3-methyl-phenyl)-acetonitrile 
• 7733-52-0 4t-(4-hydroxy-3-methyl-phenyl)-but-3-en-2-one 
• 64403-38-9 2-[4-(4-hydroxy-3-methyl-benzylideneamino)-phenyl]-naphtho[1,2-d]oxazole-5-sulfonic acid 
• 3223-21-0 4,4'-Dihydroxy-3,3',5'-trimethyl-chalkon 
• 4992-60-3 4,4'-Dihydroxy-3,3'-dimethyl-chalkon 
• 124956-01-0 4-(2-Methoxy-ethoxymethoxy)-3-methyl-benzaldehyde 
• 499-76-3 4-hydroxy-3-methylbenzoic acid 
• 81490-80-4 4-Hydroxy-3-methyl-5-piperidin-1-ylmethyl-benzaldehyde; hydrochloride 
• 81490-81-5 4-Hydroxy-3-(3-hydroxy-piperidin-1-ylmethyl)-5-methyl-benzaldehyde; hydrochloride 
• 158771-31-4 3-methyl-4-[(phenylmethyl)oxy]benzaldehyde 
• 716344-13-7 trifluoromethanesulfonic acid 4-formyl-2-methylphenyl ester 
• 415704-24-4 2-methyl-4-[(E)-2-nitrovinyl]phenol 
• 115063-04-2 3-(2-Methyl-4-piperidin-1-ylmethyl-phenoxy)-propylamine 

Relevant articles and documents

Ruthenium(VIII)-Catalyzed ipso-Dearomative Spiro-Etherification and Spiro-Amidation of Phenols

An open air ruthenium(VIII)-catalyzed oxidative spiro-etherification as well as spiro-amidation of phenols has been performed. The transformation works satisfactorily with both phenols and naphthols and thus exhibits a wide range of flexibility. The catalysis is performed in open air at room temperature with a yield of ≤95%.

Highly practical and cost-efficient synthesis of telmisartan: An antihypertensive drug

A novel and cost-efficient strategy for synthesis of an antihypertensive drug telmisartan, a substituted bis-benzimidazole derivative, is described. The key strategy is the construction of bis-benzimidazole 4 by reductive cyclization of o-nitroanilines 11 with butyl aldehyde and cyclocondensation of aromatic aldehydes 9 with o-phenylenediamine, then N-alkylation is allowed to give the target compound telmisartan after hydrolysis. The simple operation and workup procedure, along with the low production costs, make it suitable for industrial production and will benefits those with cardiovascular disease.

Electrosynthesis of aromatic aldehydes by palladium-catalyzed carbonylation of aryl iodides in the presence of formic acid

The palladium-catalyzed electrocarbonylation of aryl halides performed in the presence of formic acid under one atmosphere of carbon monoxide affords aromatic aldehydes in good to high yields.