120-50-3

Basic information

• Product Name: ISOBUTYL BENZOATE
• Synonyms: Benzoicacid,2-methylpropylester;benzoicacid2-methylpropylester;ISOBUTYL BENZOATE;FEMA 2185;BENZOIC ACID ISOBUTYL ESTER;2-METHYLPROPYL BENZOATE;ISOBUTYL BENZOATE 98+%;Isobutylbenzoat
• CAS NO: 120-50-3
• Molecular Formula: C11H14O2
• Molecular Weight: 178.23
• EINECS: 204-401-3
• Product Categories: Organics;Alphabetical Listings;Flavors and Fragrances;I-L;C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 120-50-3.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 241-242 °C(lit.)
• Flash Point: 205 °F
• Appearance: Clear colorless/Liquid
• Density: 0.996 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.495(lit.)
• BRN: 2045961
• CAS DataBase Reference: ISOBUTYL BENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOBUTYL BENZOATE(120-50-3)
• EPA Substance Registry System: ISOBUTYL BENZOATE(120-50-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• RTECS: DH4185000
• TSCA: Yes
• Hazardous Substances Data: 120-50-3(Hazardous Substances Data)

Usage

Description

Isobutyl benzoate, also known as 2-Methylpropyl Ester Benzoic Acid, is a volatile aroma compound with a green, floral-leafy odor reminiscent of rose and geranium. It is a clear colorless liquid that can be prepared from benzoic acid and isobutyl alcohol in the presence of an HCL catalyst or by ester exchange between methylbenzoate and isobutyl alcohol in the presence of potassium isobutylate. Isobutyl benzoate is a benzoate ester obtained by the formal condensation of benzoic acid with isobutanol.

Uses

Isobutyl benzoate is used as a volatile aroma compound in the perfumes and flavors industry due to its sweet, fruity nuance. It is found in natural wild cherry wine, litchi ice wine, and squid, as well as a component in essential oils like Dittrichia graveolens (L.) Greuter, Hypericum rumeliacum Boiss., and Alpinia Officinarum rhizomes.
Used in the Food Industry:
Isobutyl benzoate is used as a flavoring agent for its taste characteristics at 30 ppm, which provides a sweet, fruity nuance to the food products.
Used in the Beverage Industry:
Isobutyl benzoate is used in the production of beer and cider, contributing to their distinct flavors and aromas.
Used in the Cosmetic Industry:
Isobutyl benzoate is used as a fragrance ingredient in the cosmetic industry, adding a pleasant and long-lasting scent to various products.
Occurrence:
Isobutyl benzoate has been reported to be found in cocoa, banana, cherry, papaya, beer, and cider, contributing to their unique flavors and aromas.

Preparation

From benzoic acid and isobutyl alcohol in the presence of HCl catalyst, or by ester exchange between methylbenzoate and isobutyl alcohol in the presence of potassium isobutylate

InChI:InChI=1/C11H14O2/c1-9(2)8-13-11(12)10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 78-83-1 2-methyl-propan-1-ol 
• 2902-69-4 2,2,2-trichloroacetophenone 
• 555-75-9 aluminum ethoxide 
• 100-52-7 benzaldehyde 
• 78-84-2 isobutyraldehyde 
• 98-88-4 benzoyl chloride 
• 16754-49-7 triisobutyl orthoformate 
• 65-85-0 benzoic acid 
• 94-36-0 dibenzoyl peroxide 
• 5057-33-0 N,N-Dimethyl-formamid-diisobutyl-acetal 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 542-55-2 isobutyl formate 

Downstream Products

• 79-31-2 isobutyric Acid 
• 97-85-8 isobutyl isobutanoate 
• 78-83-1 2-methyl-propan-1-ol 
• 65-85-0 benzoic acid 
• 611-70-1 phenyl isopropyl ketone 
• 103-28-6 benzyl 2-methylpropanoate 
• 100-52-7 benzaldehyde 
• 78-84-2 isobutyraldehyde 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 540-88-5 acetic acid tert-butyl ester 
• 110-19-0 2-methylpropyl acetate 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 120-51-4 benzoic acid benzyl ester 

Relevant articles and documents

Zirconium based ion exchangers as catalysts in esterification reactions of benzoic acid

Zirconium based double salts were used as catalysts in esterification reactions of benzoic acid with some primary and secondary alcohols. Ester products were characterized with 1H NMR and FT-IR techniques. Product yields from different set of combinations of benzoic acid and alcohols were monitored using gas chromatography. Double salt based ion exchangers selectively catalyzed esterification reactions based on steric considerations. Electronic factor did not seem to play any role in efficiency of the inorganic ion exchangers as heterogeneous catalysts.

Unusual Reaction of 6-Nitrobenzotriazolyl Carboxylates with Grignard Reagents

The reaction of 6-nitrobenzotriazolyl carboxylates with Grignard reagents afforded various carboxylates in fairly good yields.

Electrochemical esterification via oxidative coupling of aldehydes and alcohols

An electrolytic method for the direct oxidative coupling of aldehydes with alcohols to produce esters is described. Our method involves anodic oxidation in presence of TBAF as supporting electrolyte in an undivided electrochemical cell equipped with graphite electrodes. This method successfully couples a wide range of alcohols to benzaldehydes with yields ranging from 70 to 90%. The protocol is easy to perform at a constant voltage conditions and offers a sustainable alternative over conventional methods.

N-Aroylbenzotriazoles as Efficient Reagents for o-Aroylation in Absence of Organic Solvent

N-Aroylbenzotriazoles have been shown to be efficient reagents for esterification in the absence of organic solvent. Grinding of N-aroylbenzoytiazoles with twofold excess of alcohols for a couple of hours at room temperature gave corresponding esters in high percentage of yields.