14007-02-4

Basic information

• Product Name: N-BUTYL MANDELATE
• Synonyms: N-BUTYL MANDELATE;Phenylhydroxyacetic acid butyl ester;α-Hydroxybenzeneacetic acid butyl ester;QLVXFMSPNHAPMO-UHFFFAOYSA-N
• CAS NO: 14007-02-4
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• EINECS: 237-810-0
• Mol File: 14007-02-4.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 314.1 °C at 760 mmHg
• Flash Point: 128.3 °C
• Appearance: /
• Density: 1.095 g/cm³
• Vapor Pressure: 0.000203mmHg at 25°C
• Refractive Index: 1.518
• CAS DataBase Reference: N-BUTYL MANDELATE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BUTYL MANDELATE(14007-02-4)
• EPA Substance Registry System: N-BUTYL MANDELATE(14007-02-4)

Safety Data

• Hazardous Substances Data: 14007-02-4(Hazardous Substances Data)

Usage

Description

N-BUTYL MANDELATE is an organic compound that is utilized in the field of biochemistry and enzymatic reactions. It is known for its ability to exploit cofactor versatility, which allows for the conversion of a FAD-dependent Baeyer-Villager monooxygenase into a ketoreductase. This unique property makes N-BUTYL MANDELATE a valuable tool in various research and industrial applications.

Uses

Used in Biochemical Research:
N-BUTYL MANDELATE is used as a research compound for exploring the versatility of cofactors in enzymatic reactions. Its ability to convert a Baeyer-Villager monooxygenase into a ketoreductase is particularly useful in studying enzyme mechanisms and developing new biocatalytic processes.
Used in Enzyme Engineering:
In the field of enzyme engineering, N-BUTYL MANDELATE is used as a tool to modify the activity of enzymes. By converting a FAD-dependent Baeyer-Villager monooxygenase into a ketoreductase, it enables researchers to design and develop novel enzymes with specific functions, potentially leading to the creation of new biocatalytic pathways and applications.
Used in Pharmaceutical Industry:
N-BUTYL MANDELATE may also find applications in the pharmaceutical industry, where it could be used to develop new drugs or improve the synthesis of existing ones. The compound's ability to alter enzyme activity could be harnessed to create more efficient drug production processes or to synthesize complex molecules that are difficult to produce through traditional methods.
Used in Chemical Synthesis:
In the chemical synthesis industry, N-BUTYL MANDELATE can be employed as a catalyst or reagent to facilitate specific chemical reactions. Its unique properties may enable the development of new synthetic routes for the production of various chemicals, including pharmaceuticals, agrochemicals, and specialty chemicals.

InChI:InChI=1/C12H16O3/c1-2-3-9-15-12(14)11(13)10-7-5-4-6-8-10/h4-8,11,13H,2-3,9H2,1H3

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 71-36-3 butan-1-ol 
• 611-71-2 MANDELIC ACID 
• 2674-04-6 diphenyl cadmium 
• 6295-06-3 butyl glyoxalate 
• 62173-99-3 benzyl 2-hydroxy-2-phenylacetate 
• 14758-41-9 2-Hydroxy-2-phenyl-1,1,1-tris-(phenylmercapto)-aethan 
• 56535-98-9 2,5-diphenyl-[1,3]dioxolan-4-one 

Downstream Products

• 119656-72-3 (R)-mandelic acid n-butyl ester 
• 85805-89-6 (S)-butyl 2-acetoxy-2-phenylethanoate 
• 100-52-7 benzaldehyde 
• 74879-33-7 (S)-mandelic acid n-butyl ester 
• 139012-78-5 (R)-(-)-butyl O-acetylmandelate 
• 5524-55-0 n-butyl 2-oxo-2-phenylacetate 
• 56070-50-9 bromo-phenyl-acetic acid butyl ester 

Relevant articles and documents

Novel SO3H-functionalized polyoxometalate-based ionic liquids as highly efficient catalysts for esterification reaction

Three novel heteropolyanion-based Br?nsted acidic ionic liquids (BAILs), butane mono sulfoacid-functionalized 1,10-phenanthrolinum, butane mono and bis sulfoacid-functionalized 1,4-dimethylpiperazinium salts of phosphortungstate catalyst (PhBs1-PW, [PipBs1]3-PW and [PipBs2]3-(PW)2) were synthesized and well characterized with FTIR, 1H and 13C NMR, Electro-Spray Ionization Mass Spectrometry (ESI-MS), Elemental analysis (CHNS), EDX and TG analysis techniques. The esterification reactions of monocarboxylic acids with monohydric alcohols were carried out using these catalysts. The introduced catalysts present a self-separation performance after reaction, which can be easily recovered and quite steadily reused as confirmed by six-run recycling test. Moreover, bis sulfoacid-functionalized 1,4-dimethylpiperazinium salt of phosphortungstate showed the best catalytic performance among the prepared catalysts for the esterification reaction.

Zirconocene-catalyzed direct (trans)esterification of acyl acids (esters) and alcohols in a strict 1:1 ratio under solvent-free conditions

A highly efficient way for the direct (trans)esterification of acyl acids (esters) and alcohols in a strict 1:1 ratio using a zirconocene complex (1, 1 mol%), a strong Lewis acid of good water tolerance, as a catalyst under solvent-free conditions has been developed. A wide range of acid and alcohol (esters) substrates undergo (trans)esterification to produce carboxylic ester motifs in moderate to good or excellent yields with good functional tolerance, such as that towards C-Br as well as CC and CC bonds. And complex 1 can be recycled six times without showing a significant decline in catalytic efficiency. It was demonstrated that cyclandelate, which is used to treat high blood pressure as well as heart and blood-vessel diseases, can be directly synthesized on a gram scale with 81% yield (6.70 g) using complex 1.

Efficient acid-catalyzed conversion of phenylglyoxal to mandelates on flame-derived silica/Alumina

Amorphous, nonporous silica/alumina (SA) made by flame-spray pyrolysis (FSP) efficiently catalyzes the direct conversion of phenylglyoxal (PG) to alkyl mandelates. The SAs exhibited a turnover frequency more than an order of magnitude higher than dealuminated zeolite Y, which hitherto has been considered as the most active solid acid for this reaction. The free diffusion of PG to surface acid sites and rapid removal of mandelate products are proposed to be at the origin of the superior performance of SAs. The recyclability of the catalyst was tested in five repetitive runs and showed no significant loss of catalyst performance.