34231-78-2

Basic information

• Product Name: 3-ACETOXYBENZALDEHYDE
• Synonyms: 3-FORMYLPHENYLACETATE;3-ACETOXYBENZALDEHYDE;M-FORMYL PHENYL ACETATE;3-Acetoxybenzaldehyde 97%;3-ACETOXYBENZALDEHYDE / 3-FORMYLPHENYL ACETATE;m-Acetoxybenzaldehyde;Acetoxybenzaldehyde;3-Formylphenyl Acetate Acetic Acid 3-Formylphenyl Ester
• CAS NO: 34231-78-2
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16
• EINECS: 251-890-4
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 34231-78-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 138°C 20mm
• Flash Point: 138°C/20mm
• Appearance: /
• Density: 1,17 g/cm3
• Refractive Index: 1.5330
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• BRN: 1941499
• CAS DataBase Reference: 3-ACETOXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETOXYBENZALDEHYDE(34231-78-2)
• EPA Substance Registry System: 3-ACETOXYBENZALDEHYDE(34231-78-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 34231-78-2(Hazardous Substances Data)

Usage

Description

3-Acetoxybenzaldehyde, also known as 3-acetoxybenzenecarboxaldehyde, is an organic compound with the molecular formula C8H8O3. It is a colorless to pale yellow crystalline solid that is soluble in organic solvents. 3-ACETOXYBENZALDEHYDE is characterized by its aromatic structure, featuring a benzene ring with a formyl group (-CHO) and an acetoxy group (-OAc) attached to it. The presence of these functional groups makes 3-acetoxybenzaldehyde a versatile building block in various chemical reactions and applications.

Uses

Used in Organic Synthesis:
3-Acetoxybenzaldehyde is used as an important intermediate in organic synthesis for the production of various compounds. Its reactivity and functional groups make it a valuable precursor for the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and dyes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-acetoxybenzaldehyde is utilized as a key intermediate for the synthesis of various drugs and drug candidates. Its ability to undergo a range of chemical reactions, such as nucleophilic addition, electrophilic substitution, and reduction, allows for the creation of diverse pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
3-Acetoxybenzaldehyde also finds application in the agrochemical industry, where it serves as a starting material for the synthesis of various agrochemicals, such as pesticides and herbicides. Its functional groups can be modified to create compounds with specific biological activities, making it a valuable asset in the development of new agrochemical products.
Used in Dye Industry:
In the dye industry, 3-acetoxybenzaldehyde is employed as an intermediate for the production of various dyes and pigments. Its aromatic structure and functional groups can be modified to create a wide range of colored compounds, which are used in various applications, such as textiles, plastics, and printing inks.

Upstream product

• 108-24-7 acetic anhydride 
• 100-83-4 meta-hydroxybenzaldehyde 
• 60-29-7 diethyl ether 
• 6304-89-8 3-acetoxybenzoic acid 
• 75-36-5 acetyl chloride 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 111342-08-6 3-(dibromomethyl)phenyl acetate 

Downstream Products

• 78523-29-2 1-hydroxy-1-(3-hydroxyphenyl)propan-2-one 
• 114354-08-4 3-acetoxy-benzaldehyde-selenosemicarbazone 
• 64781-20-0 (3-acetoxy-benzylidene)-malononitrile 
• 18238-93-2 3-Acetoxy-α-fluor-zimtsaeure-ethylester 
• 18114-52-8 4-(3-acetoxy-benzylidene)-2-(4-acetylamino-phenyl)-4H-oxazol-5-one 
• 27542-84-3 (2E)-3-(3-acetyloxyphenyl)acrylic acid 
• 95392-02-2 Acetic acid 3-(cyano-trimethylsilanyloxy-methyl)-phenyl ester 
• 78187-95-8 3-Acetoxybenzaldehydcyanhydrin 
• 78957-20-7 3-(hydroxymethyl)phenyl acetate 
• 78515-19-2 Acetic acid 3-[(E)-2-(3-acetoxy-phenyl)-vinyl]-phenyl ester 
• 25673-60-3 trans-3-(3-acetoxybenzylidene)-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione 
• 25673-61-4 1-acetyl-trans-3-(3-acetoxybenzylidene)-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione 
• 116324-76-6 4-(3-Acetoxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester 
• 103706-46-3 Acetic acid 3-[1-oxo-1,2-dihydro-benzo[d]pyrrolo[1,2-a]imidazol-(3E)-ylidenemethyl]-phenyl ester 

Relevant articles and documents

3-/4-ester substituted benzaldehyde thiosemicarbazone derivatives as well as preparation and application thereof

The invention belongs to the technical field of tyrosinase inhibitors, and discloses 3-/4-ester substituted benzaldehyde thiosemicarbazone derivatives as well as preparation and an application thereof. The 3-/4-ester substituted benzaldehyde thiosemicarbazone derivatives have a structural formula represented by a formula I shown in the description, wherein RCOO- is used as a 3-position substituentor 4-position substituent, and R is alkyl, phenyl or benzyl. The 3-/4-ester substituted benzaldehyde thiosemicarbazide derivatives provided by the invention are used as the tyrosinase inhibitors, andused for preparation of a medicine for treating Parkinson syndrome and an anti-melanoma medicine, and preparation of whitening cosmetics, biological insecticides and food preservatives. The 3-/4-ester substituted benzaldehyde thiosemicarbazone derivatives provided by the invention are extremely simply synthesized, and can be obtained only through a simple esterification reaction and a Schiff basereaction; and meanwhile the 3-/4-ester substituted benzaldehyde thiosemicarbazone derivatives provided by the invention have better activity, and have strong inhibitory activity against tyrosinase.

Chemoselective reduction of the carbonyl functionality through hydrosilylation: Integrating click catalysis with hydrosilylation in one pot

Herein we report the chemoselective reduction of the carbonyl functionality via hydrosilylation using a copper(I) catalyst bearing the abnormal N-heterocyclic carbene 1 with low (0.25 mol %) catalyst loading at ambient temperature in excellent yield within a very short reaction time. The hydrosilylation reaction of α,β-unsaturated carbonyl compounds takes place selectively toward 1,2-addition (C=O) to yield the corresponding allyl alcohols in good yields. Moreover, when two reducible functional groups such as imine and ketone groups are present in the same molecule, this catalyst selectively reduces the ketone functionality. Further, 1 was used in a consecutive fashion by combining the Huisgen cycloaddition and hydrosilylation reactions in one pot, yielding a range of functionalized triazole substituted alcohols in excellent yields.