14287-61-7

Basic information

• Product Name: 2,3,3-TRIMETHYLPROPIONIC ACID
• Synonyms: 2,3,3-TRIMETHYLPROPIONIC ACID 8%;2 3-DIMETHYLBUTYRIC ACID 98%;2,3-methylbutanoic acid;Butanoicacid,2,3-dimethyl-;Butanoicacid,2,3-dimethyl-,(±)-;Butyricacid,2,3-dimethyl-;2-METHYLISOVALERIC ACID;2,3,3-TRIMETHYLPROPIONIC ACID
• CAS NO: 14287-61-7
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.16
• EINECS: 238-208-0
• Mol File: 14287-61-7.mol
• Article Data: 28

Chemical Properties

• Melting Point: -0.8°C
• Boiling Point: 189.82°C (estimate)
• Flash Point: 83.4 °C
• Appearance: /
• Density: 0.9275
• Refractive Index: 1.4146
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.81±0.11(Predicted)
• CAS DataBase Reference: 2,3,3-TRIMETHYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3-TRIMETHYLPROPIONIC ACID(14287-61-7)
• EPA Substance Registry System: 2,3,3-TRIMETHYLPROPIONIC ACID(14287-61-7)

Safety Data

• Hazardous Substances Data: 14287-61-7(Hazardous Substances Data)

Usage

Definition

ChEBI: A branched C4 short-chain fatty acid carrying two methyl substituents at positions 2 and 3. The methyl group at the 2-position confers chirality, hence the compound has two possible enantiomers.

InChI:InChI=1S/C6H12O2/c1-4(2)5(3)6(7)8/h4-5H,1-3H3,(H,7,8)

Upstream product

• 4411-97-6 2,3-dimethyl-2-butenoic acid 
• 4372-15-0 sec-butyl-malonic acid 
• 201230-82-2 carbon monoxide 
• 109-66-0 pentane 
• 51760-90-8 2,3-dimethylbutyryl chloride 
• 66730-62-9 C₅H₈O₂^(2-)*2Li⁽¹⁺⁾ 
• 74-88-4 methyl iodide 
• 108989-51-1 (1,2-dimethyl-allyl)-hydroxy-malononitrile 
• 98547-22-9 3,4-dimethyl-2-oxo-pent-4-enenitrile 
• 513-35-9 2-methyl-but-2-ene 
• 17398-57-1 (22E,24R)-ergosta-4,7,22-triene-3-one 
• 516-77-8 ergosta-4,6,22-trien-3-one 
• 35603-21-5 ergost-22-en-3-one 
• 82236-52-0 benzyl 2-benzylsulfonyl-3-methylbutyrate 

Downstream Products

• 19550-30-2 2,3-dimethylbutanol 
• 14287-61-7 (2R)-2,3-Dimethylbutanoic acid 
• 1177010-13-7 (R)-N-phenyl-2,3-dimethylbutanamide 
• 51760-90-8 2,3-dimethylbutyryl chloride 
• 1427179-50-7 2,6-dimethylphenyl 2,3-dimethylbutanoate 
• 1427179-67-6 (Z)-3,3-dimethyl-1-phenylbut-1-en-1-yl diphenylphosphate 
• 1427179-68-7 (E)-3,3-dimethyl-1-phenylbut-1-en-1-yl diphenylphosphate 
• 1391831-29-0 C₁₇H₂₆N₂O₃ 
• 15071-36-0 (R)-2,3-dimethylbutan-1-ol 
• 1900-53-4 campesteryl acetate 
• 1900-53-4 24-methylcholest-5-en-3β-yl acetate 
• 30540-31-9 1-bromo-2,3-dimethyl-butane 
• 71412-26-5 acetic acid-(2,3-dimethyl-butyl ester) 
• 107195-11-9 4-Isopropyl-4-methyl-2-phenyl-1,3-thiazol-5(4H)-thion 

Relevant articles and documents

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Structure-activity relationship observations for the bagworm moth pheromone

Structure-activity relationship (SAR) observations were made for the bagworm moth pheromone. (R)-2-pentyl decanoate, and a series of analogs with modifications in the alcohol portion of the molecule. Observed attractiveness of these analogs was related to molecular structure and their physical attributes using computational chemistry. Electrostatic potential and Van der Waals (VdW) electrostatic coded surface three-dimensional (3D) maps of the molecular mechanics (MM) minimized lowest energy conformation of the pheromone show that size, shape, charge distribution, and chirality of the molecule are related to attractiveness.

Rational Design of Thermodynamic and Kinetic Binding Profiles by Optimizing Surface Water Networks Coating Protein-Bound Ligands

A previously studied congeneric series of thermolysin inhibitors addressing the solvent-accessible S2′ pocket with different hydrophobic substituents showed modulations of the surface water layers coating the protein-bound inhibitors. Increasing stabilization of water molecules resulted in an enthalpically more favorable binding signature, overall enhancing affinity. Based on this observation, we optimized the series by designing tailored P2′ substituents to improve and further stabilize the surface water network. MD simulations were applied to predict the putative water pattern around the bound ligands. Subsequently, the inhibitors were synthesized and characterized by high-resolution crystallography, microcalorimetry, and surface plasmon resonance. One of the designed inhibitors established the most pronounced water network of all inhibitors tested so far, composed of several fused water polygons, and showed 50-fold affinity enhancement with respect to the original methylated parent ligand. Notably, the inhibitor forming the most perfect water network also showed significantly prolonged residence time compared to the other tested inhibitors.

Use of ethyl (benzothiazol-2-ylsulfonyl)acetate for malonic ester-type syntheses of carboxylic acids and esters

A new methodology for the synthesis of substituted carboxylic acids is described. Alkylation of either ethyl (benzothiazol-2-ylsulfonyl)acetate or ethyl 2-(benzothiazol-2-ylsulfonyl)propionate was achieved with alkyl halides and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane solution. These products were then desulfinated and hydrolysed in one-pot under mild conditions to give substituted acetic acids in good-to-excellent yields.