Isobutyl benzoate

Base Information

• Chemical Name: Isobutyl benzoate
• CAS No.: 120-50-3
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29163100
• European Community (EC) Number: 204-401-3
• NSC Number: 6580
• UNII: KQ6XZ9WJII
• DSSTox Substance ID: DTXSID6047074
• Nikkaji Number: J46.183K
• Wikidata: Q27159676
• Metabolomics Workbench ID: 49094
• ChEMBL ID: CHEMBL2260714
• Mol file: 120-50-3.mol

Synonyms:isobutyl benzoate

Chemical Property of Isobutyl benzoate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 241.1 °C at 760 mmHg
• Flash Point: 101.4 °C
• PSA: 26.30000
• Density: 1.005 g/cm³
• LogP: 2.49940
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

2-MethylpropylEsterBenzoicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)COC(=O)C1=CC=CC=C1
• Description: Isobutyl benzoate has a floral-leafy odor reminiscent of rose and geranium. May be prepared 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.
• Uses: 2-Methylpropyl Ester Benzoic Acid is an volatile aroma compound found in natural wild cherry wine, litchi ice wine and squid. 2-Methylpropyl Ester Benzoic Acid is also a found as a component in essential oils like Dittrichia graveolens (L.) Greuter, Hypericum rumeliacum Boiss. and Alpinia Officinarum rhizomes. Perfumes and flavors.

Technology Process of Isobutyl benzoate

There total 62 articles about Isobutyl benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

ortho-methylphenyl iodide (615-37-2) + 2-methylpropyl acetate (110-19-0) + benzamide (55-21-0,27208-38-4) → isobutyl benzoate (120-50-3) + N-benzoyl-2-methylaniline (584-70-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; N-(2-fluorophenyl)picolinamide; at 150 ℃; for 24h; Green chemistry;

DOI:10.1039/c6ra02265k

Reference yield: 40.0%

2-methyl-propan-1-ol (78-83-1) + 1-benzoyl-2-(p-tosyl)hydrazine (3064-19-5) → isobutyl benzoate (120-50-3) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With CuCl₂*2H₂O; for 24h; Ambient temperature;

Reference yield: 39.0%

iodobenzene (591-50-4) + isobutyl formate (542-55-2) + sodium methylate (124-41-4) → benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) + isobutyl benzoate (120-50-3) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; at 40 ℃; for 1h; under 11250.9 Torr;

DOI:10.1016/S0040-4039(00)92287-1

upstream raw materials:

benzoic acid methyl ester

2-methyl-propan-1-ol

2,2,2-trichloroacetophenone

aluminum ethoxide

Downstream raw materials:

O-2-phenylethyl ethanethioate

O-(2-methylpropyl) benzothioate

2-hydroxy-2-methylpropyl benzoate

benzyl alcohol

Refernces

• 1、 Krause,Shah. "". . p. 571. Retrieved 1974.
• 2、 Hahnvajanawong, Viwat,Phungpis, Baramee. "N-Aroylbenzotriazoles as Efficient Reagents for o-Aroylation in Absence of Organic Solvent". . p. 2671 - 2674. Retrieved 2021/10/25.
• 3、 Wang, Jingjing,Jiang, Feng,Tao, Chaofu,Yu, Han,Ruhlmann, Laurent,Wei, Yongge. "Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst". supporting information. p. 2652 - 2657. Retrieved 2021/04/21.