54502-37-3

Basic information

• Product Name: 2-ETHYLBUTYRIC ANHYDRIDE
• Synonyms: DIETHYLACETIC ANHYDRIDE;2-ETHYLBUTYRIC ANHYDRIDE;2-ETHYLBUTRIC ANHYDRIDE;Bis(2-ethylbutanoic)anhydride;Bis(2-ethylbutyric acid)anhydride;Einecs 259-187-4;2-Ethylbutanoic anhydride;2-Ethylbutyric acid anhydride
• CAS NO: 54502-37-3
• Molecular Formula: C₁₂H₂₂O₃
• Molecular Weight: 214.3
• EINECS: 259-187-4
• Mol File: 54502-37-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 245℃
• Flash Point: 107℃
• Appearance: /
• Density: 0.927 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0296mmHg at 25°C
• Refractive Index: n20/D 1.425
• CAS DataBase Reference: 2-ETHYLBUTYRIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYLBUTYRIC ANHYDRIDE(54502-37-3)
• EPA Substance Registry System: 2-ETHYLBUTYRIC ANHYDRIDE(54502-37-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 54502-37-3(Hazardous Substances Data)

Usage

General Description

2-Ethylbutyric anhydride is a chemical compound with the molecular formula C8H14O3. It is an anhydride of 2-ethylbutyric acid, which is commonly used in the production of polymers, resins, and pharmaceuticals. 2-Ethylbutyric anhydride is a colorless liquid with a pungent odor, and it is highly reactive with water. It is primarily used as a chemical intermediate in various industrial processes, such as the synthesis of plasticizers, fragrances, and agricultural chemicals. Additionally, it is also used as a reagent for organic synthesis and in research laboratories for chemical reactions. However, it is important to handle 2-ethylbutyric anhydride with caution, as it is a strong irritant to the skin, eyes, and respiratory system.

InChI:InChI=1/C12H22O3/c1-5-9(6-2)11(13)15-12(14)10(7-3)8-4/h9-10H,5-8H2,1-4H3

Upstream product

• 88-09-5 2-Ethylbutanoic acid 
• 2736-40-5 chlorure d'acide ethyl-2 butyrique 

Downstream Products

• 872802-98-7 3,7-diethyl-5-methyl-4,6-nonanedione 
• 25256-39-7 1,3-bis-(2-ethyl-butyrylamino)-benzene 
• 24264-08-2 diethylketene 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 90720-29-9 3-(tert-Butyl-dimethyl-silanyloxy)-2,2-diethyl-3-(4-methoxy-phenyl)-cyclobutanone 
• 90720-27-7 3-(tert-Butyl-dimethyl-silanyloxy)-2,2-diethyl-3-phenyl-cyclobutanone 
• 90720-38-0 3-(tert-Butyl-dimethyl-silanyloxy)-4-ethyl-1-(4-methoxy-phenyl)-hex-3-en-1-one 
• 90720-34-6 3-(tert-Butyl-dimethyl-silanyloxy)-1-(4-chloro-phenyl)-4-ethyl-hex-3-en-1-one 
• 90720-36-8 3-(tert-Butyl-dimethyl-silanyloxy)-4-ethyl-1-phenyl-hex-3-en-1-one 
• 90720-43-7 4-Ethyl-1-(4-methoxy-phenyl)-hexane-1,3-dione 
• 90720-42-6 4-ethyl-1-phenylhexane-1,3-dione 
• 15914-84-8 (S)-1-(1-Naphthyl)ethanol 
• 42177-25-3 (R)-1-(naphth-1-yl)ethanol 

Relevant articles and documents

Isothiourea-Catalysed Regioselective Acylative Kinetic Resolution of Axially Chiral Biaryl Diols

An operationally simple isothiourea-catalysed acylative kinetic resolution of unprotected 1,1′-biaryl-2,2′-diol derivatives has been developed to allow access to axially chiral compounds in highly enantioenriched form (s values up to 190). Investigation of the reaction scope and limitations provided three key observations: i) the diol motif of the substrate was essential for good conversion and high s values; ii) the use of an α,α-disubstituted mixed anhydride (2,2-diphenylacetic pivalic anhydride) was critical to minimize diacylation and give high selectivity; iii) the presence of substituents in the 3,3′-positions of the diol hindered effective acylation. This final observation was exploited for the highly regioselective acylative kinetic resolution of unsymmetrical biaryl diol substrates bearing a single 3-substituent. Based on the key observations identified, acylation transition state models have been proposed to explain the atropselectivity of this kinetic resolution.

Synthesis and characterization of 6-O-acyl-2-O-α-D-glucopyranosyl-L- ascorbic acids with a branched-acyl chain

We previously reported the chemical synthesis of a series of novel monoacylated vitamin C derivatives, 6-O-acyl-2-O-α-D-glucopyranosyl-L- ascorbic acids (6-Acyl-AA-2G) possessing a straight-acyl chain of varying length from C4 to C18, as effective skin antioxidants. In this paper, we describe branched type of 6-Acyl-AA-2G derivatives (6-bAcyl-AA-2G) synthesized by use of a 2-branched-chain fatty acid anhydride as an acyl donor. The stability of 6-bAcyl-AA-2G in neutral solution was much higher than that of 6-Acyl-AA-2G, while they were susceptible to enzymatic hydrolysis for exerting vitamin C effect. These branched derivatives as well as 6-Acyl-AA-2G increased the radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl and the lipophilicity in octanol/water-partitioning systems with increasing length of their acyl group. In addition, the 6-bAcyl-AA-2G derivative with an acyl chain of C12, 6-bDode-AA-2G had the excellent solubility to various solvents, suggesting easy handling in cosmetic use. These characteristics of 6-bAcyl-AA-2G may be available for skin care application as an effective antioxidant.