119650-44-1

Basic information

• Product Name: (3-Methoxy-5-methylphenyl)methanol
• Synonyms: 3-methoxy-5-methylBenzenemethanol
• CAS NO: 119650-44-1
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19038
• Mol File: 119650-44-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (3-Methoxy-5-methylphenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3-Methoxy-5-methylphenyl)methanol(119650-44-1)
• EPA Substance Registry System: (3-Methoxy-5-methylphenyl)methanol(119650-44-1)

Safety Data

• Hazardous Substances Data: 119650-44-1(Hazardous Substances Data)

Usage

General Description

(3-Methoxy-5-methylphenyl)methanol, also known as guaiacol, is a colorless or pale yellow liquid with a distinct aromatic odor. It is commonly used as a flavor and fragrance additive in food and beverages due to its smoky, spicy, and phenolic characteristics. Guaiacol also has applications in the pharmaceutical and agrochemical industries, as it is used in the synthesis of various drugs and as an intermediate in the production of fungicides and herbicides. In addition, guaiacol possesses antiseptic and expectorant properties, making it useful in cough syrups and throat lozenges. However, exposure to guaiacol can be harmful, as it is irritant to the eyes, skin, and respiratory system, and may cause nausea, vomiting, and headache if ingested or inhaled in high concentrations.

Upstream product

• 108593-44-8 methyl 3-methoxy-5-methylbenzoate 
• 62089-34-3 3-methoxy-5-methylbenzoic acid 
• 106116-42-1 1-bromomethyl-3-methoxy-5-methyl-benzene 
• 874-63-5 3,5-dimethylmethoxybenzene 
• 110451-90-6 (2-bromo-5-methoxy-3-methylphenyl)methanol 
• 164513-49-9 2-bromo-1-(bromomethyl)-5-methoxy-3-methylbenzene 
• 585-81-9 3-hydroxy-5-methylbenzoic acid 

Downstream Products

• 90674-26-3 3-methoxy-5-methyl-benzaldehyde 
• 1000896-58-1 5-[(3-methoxy-5-methyl-phenyl)methoxy]-2H-pyrazol-3-amine hydrochloride 
• 202195-07-1 3-methoxy-5-methyl-2-(1,4,5-trimethoxynaphthalen-2-yl)benzaldehyde 

Relevant articles and documents

Total synthesis of landomycins Q and R and related core structures for exploration of the cytotoxicity and antibacterial properties

Herein, we report the total synthesis of landomycins Q and R as well as the aglycone core, namely anhydrolandomycinone and a related core analogue. The synthesis features an acetate-assisted arylation method for construction of the hindered B-ring in the

Synthesis of a landomycinone skeleton via Masamune-Bergmann cyclization

In this report, a synthetic study of landomycinone via Masamune-Bergmann cyclization is described. A 10-membered 1,2-dialkynylbenzene derivative was designated as a key intermediate in the formation of an angular tetracyclic core via Masamune-Bergmann cyclization. Cyclization was expected to proceed under mild heating conditions based on a DFT transition state analysis of the 10-membered enediyne. The enediyne was successfully prepared by intramolecular NHK cyclization in good yield and underwent Masamune-Bergman cyclization at 70 °C for 2 h. However, an undesired β-elimination of the secondary alcohol was involved in the cyclization. In addition, iodination at the 12 position did not occur due to the steric hindrance of two methyl groups. This methodology should be widely applicable to the synthesis of various types of highly oxy-functionalized anthraquinone derivatives as well as landomycinone, and should be a useful way to clarify structure-activity relationships. the Partner Organisations 2014.

Roles of the synergistic reductive O-methyltransferase GilM and of O-methyltransferase GilMT in the gilvocarcin biosynthetic pathway

Two enzymes of the gilvocarcin biosynthetic pathway, GilMT and GilM, with unclear functions were investigated by in vitro studies using purified, recombinant enzymes along with synthetically prepared intermediates. The studies revealed GilMT as a typical