54004-42-1

Basic information

• Product Name: 2,3-Dimethylbutanoic acid ethyl ester
• Synonyms: 2,3-Dimethylbutanoic acid ethyl ester;UOLDHHQOKRYISV-UHFFFAOYSA-N
• CAS NO: 54004-42-1
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.22
• Mol File: 54004-42-1.mol

Chemical Properties

• Boiling Point: 148-150 °C(Press: 745 Torr)
• Appearance: /
• Density: 0.8719 g/cm3(Temp: 17.5 °C)
• CAS DataBase Reference: 2,3-Dimethylbutanoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylbutanoic acid ethyl ester(54004-42-1)
• EPA Substance Registry System: 2,3-Dimethylbutanoic acid ethyl ester(54004-42-1)

Safety Data

• Hazardous Substances Data: 54004-42-1(Hazardous Substances Data)

Usage

Uses

Used in Flavoring Industry:
2,3-Dimethylbutanoic acid ethyl ester is used as a flavoring agent for its distinctive fruity and creamy aroma. It enhances the taste and smell of various food products, contributing to a more appealing consumer experience.
Used in Solvent Applications:
In the production of varnishes and lacquers, 2,3-Dimethylbutanoic acid ethyl ester serves as a solvent. Its ability to dissolve other substances makes it a useful component in the formulation of coatings, ensuring proper adhesion and finish.
Used in Biodiesel Production:
2,3-Dimethylbutanoic acid ethyl ester has been identified as a potential component of biodiesel, a renewable energy source. Its inclusion in biodiesel formulations can contribute to the development of sustainable and eco-friendly fuel alternatives.
Safety Precautions:
Due to its flammable nature and potential to cause skin and eye irritation, 2,3-Dimethylbutanoic acid ethyl ester should be handled and stored with caution. Proper safety measures, such as wearing protective gear and storing in well-ventilated areas, should be implemented to minimize risks associated with its use.

Upstream product

• 64-17-5 ethanol 
• 105-43-1 3-methylvaleric acid 
• 122422-44-0 bromo-2 dimethyl-2,3 butyrate d'ethyle 
• 14387-99-6 ethyl 2,3-dimethyl-3-butenoate 
• 13979-28-7 ethyl 2,3-dimethylbut-2-enoate 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 74-88-4 methyl iodide 
• 108-64-5 Ethyl isovalerate 

Downstream Products

• 66576-26-9 (+/-)-2,3,4-trimethyl-2-pentanol 
• 14287-61-7 2,3-dimethylbutyric acid 
• 19550-30-2 2,3-dimethylbutanol 
• 30540-31-9 1-bromo-2,3-dimethyl-butane 
• 93088-62-1 2,3-dimethylbutyl 4-methylbenzenesulfonate 
• 51760-90-8 2,3-dimethylbutyryl chloride 
• 107626-92-6 2-isopropyl-2-methyl-3,3-diphenyl-oxirane 
• 101783-77-1 (2,3-dimethylbut-1-ene-1,1-diyl)dibenzene 
• 49642-48-0 2,3-dimethylbutanal 

Relevant articles and documents

Investigations towards the stereoselective organocatalyzed Michael addition of dimethyl malonate to a racemic nitroalkene: Possible route to the 4-methylpregabalin core structure

Chiral derivatives of γ-aminobutyric acid are widely used as medicines and can be obtained by organocatalytic Michael additions. We show here the stereoselective synthesis of 4-methylpregabalin stereoisomers using a Michael addition of dimethyl malonate to a racemic nitroalkene. The key step of the synthesis operates as a kinetic resolution with a chiral squaramide catalyst. Furthermore, specific organocatalysts can provide respective stereoisomers of the key Michael adduct in up to 99:1 er.

DIHYDROQUINOLIZINONES AS ANTIVIRALS

Compounds, specifically hepatitis B virus and/or hepatitis D virus inhibitors, more specifically compounds that inhibit HBe antigen and HBs antigen in a subject, for the treatment of viral infections, and methods of preparing and using such compounds. Formula (I):

Chiral propargylic cations as intermediates in SN1-type reactions: Substitution pattern, nuclear magnetic resonance studies, and origin of the diastereoselectivity

Nine propargylic acetates, bearing a stereogenic center (-C*HXR 2) adjacent to the electrophilic carbon atom, were prepared and subjected to SN1-type substitution reactions with various silyl nucleophiles employing bismuth trifluoromethanesulfonate [Bi(OTf)3] as the Lewis acid. The diastereoselectivity of the reactions was high when the alkyl group R2 was tertiary (tert-butyl), irrespective of the substituent X. Products were formed consistently with a diastereomeric ratio larger than 95:5 in favor of the anti-diastereoisomer. If the alkyl substitutent R2 was secondary, the diastereoselectivity decreased to 80:20. The reaction was shown to proceed stereoconvergently, and the relative product configuration was elucidated. The reaction outcome is explained by invoking a chiral propargylic cation as an intermediate, which is preferentially attacked by the nucleophile from one of its two diastereotopic faces. Density functional theory (DFT) calculations suggest a preferred conformation in which the group R2 is almost perpendicular to the plane defined by the three substituents at the cationic center, with the nucleophile approaching the electrophilic center opposite to R2. Transition states calculated for the reaction of allyltrimethylsilane with two representative cations support this hypothesis. Tertiary propargylic cations with a stereogenic center (-C* HXR2) in the α position were generated by ionization of the respective alcohol precursors with FSO3H in SO2ClF at -80 C. Nuclear magnetic resonance (NMR) spectra were obtained for five cations, and the chemical shifts could be unambiguously assigned. The preferred conformation of the cations as extracted from nuclear Overhauser experiments is in line with the preferred conformation responsible for the reaction of the secondary propargylic cations.

TETRAHYDROTRIAZOLOPYRIDINE COMPOUNDS AS SELECTIVE MGLU5 RECEPTOR POTENTIATORS USEFUL FOR THE TREATMENT OF SCHIZOPHRENIA

The present invention provides certain tetrahydrotriazolopyridine derivatives, pharmaceutical compositions thereof, methods of using the same and processes for preparing the same. Formula (I) wherein R1 is hydrogen, fluoro, chloro, or methyl; and R2 is C4 - CS branched alkyl.

A Convenient Synthesis of (22S)-22-Hydroxycampesterol and Some Related Steroids

As possible candidates for intermediates in brassinolide biosynthesis, (22S)-22-hydroxycampesterol 1 and its related new steroids 5-7 are conveniently synthesized by employing the Grignard reaction of a known steroidal 22-aldehyde 8 with 2,3-dimethylbutylmagnesium bromide as a key reaction.

Hydrogenation Catalysis by an Iron Porphyrin and Its Application to α,β-Unsaturated Esters

Chloro(5,10,15,20-tetraphenylporphyrinato)iron(III) in tetrahydrofuran-methanol catalysed the hydrogenation of α,β-unsaturated esters by NaBH4 to the saturated esters; turnovers of up to 4580 h-1 have been attained for the hydrogenation of ethyl 2-methylbut-2-enoate.Deuterium labelling studies showed that the H(1-) of NaBH4 and the H(1+) of MeOH add to the β- and α-carbons of the double bond.A slower hydrogenation of oct-1-ene was accompanied by isomerization to oct-2-enes.Spectroscopy (UV/VIS, 1H NMR and ESR) suggests that hydrogenation proceeds via an iron(II) intermediate, and an alkyliron(II) species seems likely.

NOUVELLES METHODES DE DESHALOGENATION ET DE FORMATION D'ALKYLTRIMETHYLACETALS DE CETENE PAR ACTION DE iPr2NLi SUR QUELQUES α-BROMOESTERS

A previously described method consisting in reacting LDA with α-bromoketones has been extended to α-bromoesters.Deshalogenation (after hydrolysis) and formation of ketene alkyltrimethylsilyl acetals (after SiMe3Cl addition) occur and show the generality of the method.

STERIC EFFECTS IN SYSNTHESIS - STERIC LIMITS TO THE ALKYLATION OF NITRILES AND CARBOXYLIC ACIDS

The steric limits to the alkylation of aliphatic nitriles and carboxylic acids have been investigated in some detail.For the experimental conditions considered (ionization by i-Pr2NLi in THF followed by alkylation with RI/THF/HMPA) the most hindered nitriles R-CN and carboxylic acids R-CO2H have the same secondary alkyl group R=t-BuiPrCH-, but different tertiary, i.e.R=t-BuiPrEtC- or i-Pr3C- for RCN and R=Et2MeC for RCO2H.A comparison of the relative merits of alkylation of esters, carboxylic acids, and nitriles is considered.