94-46-2

Basic information

• Product Name: Isoamyl benzoate
• Synonyms: Isopentyl alcohol, benzoate;isopentylalcohol,benzoate;so-Amyl benzoate;FEMA 2058;ISOPENTYL BENZOATE;ISOAMYL BENZOATE;BENZOIC ACID ISOAMYL ESTER;BENZOIC ACID ISOPENTYL ESTER
• CAS NO: 94-46-2
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• EINECS: 202-334-4
• Product Categories: Alphabetical Listings;Flavors and Fragrances;I-L
• Mol File: 94-46-2.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 261-262 °C(lit.)
• Flash Point: >230 °F
• Appearance: colorless to light yellow liquid
• Density: 0.99 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0125mmHg at 25°C
• Refractive Index: n20/D 1.494(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water
• Merck: 14,5113
• CAS DataBase Reference: Isoamyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Isoamyl benzoate(94-46-2)
• EPA Substance Registry System: Isoamyl benzoate(94-46-2)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• WGK Germany: 2
• RTECS: DH3078000
• Hazardous Substances Data: 94-46-2(Hazardous Substances Data)

Usage

Description

Isoamyl benzoate is an organic compound with a fruity, slightly pungent odor, commonly used as a fragrance ingredient in perfumery and cosmetics.
Used in Perfumery and Cosmetics Industry:
Isoamyl benzoate is used as a fragrance ingredient for its pleasant and fruity scent, enhancing the overall aroma of various perfumes and cosmetic products.

Preparation

By transesterification of methyl benzoate and isoamyl alcohol in the presence of potassium isoamylate; also by heating benzyl chloride and isoamyl acetate.

Metabolism

Benzoic acid is metabolized in the mammalian body after conjugation with glycine to form hippuric acid and benzoylglucuronic acid, which are excreted in the urine(Williams, 1959).

InChI:InChI=1/C12H16O2/c1-10(2)8-9-14-12(13)11-6-4-3-5-7-11/h3-7,10H,8-9H2,1-2H3

Upstream product

• 123-51-3 i-Amyl alcohol 
• 98-08-8 α,α,α-trifluorotoluene 
• 93-89-0 benzoic acid ethyl ester 
• 643-94-7 o-phenylene dibenzoate 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 3741-66-0 Ethyl benzoyl carbonate 
• 94-01-9 resorcinol dibenzoate 
• 122842-83-5 1,4-bis-benzoyloxy-2-chloro-benzene 
• 628-04-6 1-ethoxy-3-methyl-butane 
• 618-38-2 benzoyl iodide 
• 123-92-2 3-methyl-1-butyl acetate 
• 100-52-7 benzaldehyde 
• 590-86-3 isovaleraldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 532-32-1 sodium benzoate 
• 105-68-0 isoamyl propionate 
• 25183-19-1 isopentyl cyclohexanecarboxylate 
• 5205-04-9 (3-hydroxy-3-methylbutyl) benzoate 
• 1009091-33-1 2-azido-2-methylbutyl benzoate 
• 1130025-28-3 5-methoxy-3,3-dimethyl-5-oxo-4-phenylpentyl benzoate 

Relevant articles and documents

LiHMDS: Facile, highly efficient and metal-free transesterification under solvent-free condition

Transesterification is one of the important organic reactions employed in numerous industrial as well as laboratory applications for the synthesis of various esters. Herein, we report a rapid, highly efficient, and transition metal-free transesterification reaction in the presence of LiHMDS under solvent-free conditions. The transesterification reaction was carried out with three different benzoate esters and a wide range of primary and secondary alcohols (from C3-C18) in good to excellent yields (45 examples). By considering the commercial role of esters, this method will be promising for the facile synthesis of esters in industry-relevant applications.

Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Herein we describe a general, mild, and scalable method for hydrodeoxygenation of readily accessible tertiary alkyl oxalates by Zn/silane under Ni-catalyzed conditions. The reduction method is suitable for an array of structural motifs derived from tertiary alcohols that bear diverse functional groups, including the synthesis of a key intermediate en route to estrone.

Method for reductive hydrogenation of tertiary alkyl alcohol

The invention discloses a method for reductive hydrogenation of tertiary alkyl alcohol. The method comprises the following steps: using oxalic ester prepared from tertiary alkyl alcohol in advance asa raw material, reacting at 40-60 DEG C for 8-12 hours under the actions of a nickel source, a ligand, a hydrogen donor, a reducing agent, an additive and a solvent to obtain a product of reductive hydrogenation of tertiary alkyl alcohol. Tertiary alkyl oxalate prepared from tertiary alkyl alcohol is used as a reaction precursor, zinc powder/magnesium chloride is used as a medium for catalytic reduction of non-activated tertiary alkyl oxalate, nickel promotes breakage of C-O bonds of oxalate, and diphenyl silane is used as a hydrogen donor for preparation of a reduction product. According to the method, the adopted catalyst metal is cheap, the raw materials are simple and easy to obtain, the reaction is mild and one-step, the steps are simple, the operation is safe, the yield is high, andthe cost is low.