613-70-7

Basic information

• Product Name: 2-METHOXYPHENYL ACETATE
• Synonyms: O-ACETYLGUAIACOL;2-methoxy-phenoacetate;Eucol;o-Acetoxyanisole;o-Anisyl acetate;Phenol, o-methoxy-, acetate;Phenol,2-methoxy-,acetate;2-METHOXYPHENYL ACETATE 98+%
• CAS NO: 613-70-7
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• EINECS: 210-350-8
• Product Categories: Aromatic Esters
• Mol File: 613-70-7.mol
• Article Data: 61

Chemical Properties

• Melting Point: 31.5°C
• Boiling Point: 122-124 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.129 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0421mmHg at 25°C
• Refractive Index: n20/D 1.514(lit.)
• CAS DataBase Reference: 2-METHOXYPHENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXYPHENYL ACETATE(613-70-7)
• EPA Substance Registry System: 2-METHOXYPHENYL ACETATE(613-70-7)

Safety Data

• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 613-70-7(Hazardous Substances Data)

Usage

Description

Guaiacyl acetate has an odor similar to that of guaiacol. It may be synthesized from guaiacol and excess acetic anhydride in the presence of trace amounts of H2S04.

Chemical Properties

Guaiacyl acetate has an odor similar to that of guaiacol.

Preparation

From guaiacol and excess acetic anhydride in the presence of trace amounts of H2SO4.

Aroma threshold values

Aroma characteristics at 5.0%: phenolic, guaiacol, smoky and harm-like with a woody, vanilla nuance.

Taste threshold values

Taste characteristics at 50 ppm: woody, guaiacol, smoky, astringent and phenolic with vanillin and couma- rin nuances.

InChI:InChI=1S/C9H10O3/c1-7(10)12-9-6-4-3-5-8(9)11-2/h3-6H,1-2H3

Upstream product

• 47589-95-7 boric acid tris-(2-methoxy-phenyl ester) 
• 108-24-7 acetic anhydride 
• 90-05-1 2-methoxy-phenol 
• 321-28-8 1-fluoro-2-methoxybenzene 
• 127-08-2 potassium acetate 
• 58343-58-1 9,10-dihydro-9,10-dihydroxyanthracene 
• 36382-85-1 2-Methoxy-4-[2-(2-methoxy-phenoxy)-prop-(Z)-ylidene]-cyclohexa-2,5-dienone 
• 100-66-3 methoxybenzene 
• 112488-49-0 2,2,3,3-tetramethoxycyclohepta-4,6-dienone 
• 64-19-7 acetic acid 
• 127-09-3 sodium acetate 
• 75-36-5 acetyl chloride 
• 7664-93-9 sulfuric acid 
• 374568-00-0 carbazic acid-(2-methoxy-phenyl ester) 

Downstream Products

• 4097-63-6 2-methoxy-4,6-dinitrophenol 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 
• 6100-74-9 3-hydroxy-4-methoxyacetophenone 
• 636-93-1 5-nitroguaiacol 
• 53606-41-0 2-methoxy-5-nitrophenyl acetate 
• 89625-34-3 1-acetoxy-2-methoxy-3-nitro-benzene 
• 879-98-1 guaiacol-5-sulfonic acid 
• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 183593-98-8 5-iodo-2-methoxyphenyl acetate 
• 4030-18-6 N-(acetyl)pyrrolidine 
• 90-05-1 2-methoxy-phenol 
• 38926-86-2 1,2-dibromo-4-hydroxy-5-methoxybenzene 
• 94773-15-6 3-Acetoxy-4-methoxybenzeneselenonic acid 
• 94772-97-1 3-Acetoxy-4-methoxybenzenesulfonic acid calcium salt 

Relevant articles and documents

Total Synthesis of the Ambigols: A Cyanobacterial Class of Polyhalogenated Natural Products

The first total synthesis of all members of the cyanobacterial natural product class of the ambigols is described. Key steps of the synthetic strategy are the formation of sterically demanding mono- and bis-iodonium salts to install the required biaryl ether structural elements and Suzuki cross-coupling giving straightforward access to the biaryl bonds. The synthetic methods are also utilized to construct unnatural or hypothetical ambigols that are still awaiting discovery from Nature.

Direct Acetoxylation of Arenes

Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.

Synthesis of a TNF inhibitor, flurbiprofen and an: I -Pr analogue in enantioenriched forms by copper-catalyzed propargylic substitution with Grignard reagents

The copper-catalyzed substitution reaction of diethyl phosphate derived from TMSCCCH(OH)CH2CH2OTBDPS with 3-c-C5H9-4-MeOC6H3MgBr, followed by several transformations, afforded a tumor necrosis factor inhibitor possessing a Ph-acetylene moiety. The inhibitor was also synthesized from phenylacetylene phosphate PhCCCH(OP(O)(OEt)2)CH2CH2OTBDPS. Furthermore, the substitution of phosphates derived from TMSCCCH(OH)CH3 and TMSCCCH(OH)-i-Pr with 3-F-4-PhC6H3MgBr gave the corresponding substitution products, which were transformed to flurbiprofen and its i-Pr analogue, respectively. The copper-catalyzed substitutions in these syntheses proceeded in a regio- and stereoselective manner. This journal is