691-64-5

Usage

Uses

Used in Pharmaceutical Industry:
Di-tert-butyl oxalate is used as a reagent in the preparation of disodium salt of 2-[(dihydroxyphosphinyl) difluoromethyl] propenoic acid, which is an important intermediate in the synthesis of certain pharmaceutical compounds.
Used in Chemical Synthesis:
Di-tert-butyl oxalate is used as a protecting group in organic synthesis, particularly in the protection of carbonyl groups. It can be used to form tert-butyl esters, which can be selectively removed under mild acidic conditions, allowing for the selective deprotection of the carbonyl group.
Used in Polymer Industry:
Di-tert-butyl oxalate can be used as a monomer in the synthesis of certain polymers, such as poly(ethylene terephthalate) (PET). It can also be used as a chain extender in the production of polyurethanes.
Used in Synthesis of Organic Compounds:
Di-tert-butyl oxalate can be used in the synthesis of various organic compounds, such as esters, amides, and other functional groups. It can also be used in the preparation of chiral auxiliaries and ligands for asymmetric synthesis.

InChI:InChI=1/C10H18O4/c1-9(2,3)13-7(11)8(12)14-10(4,5)6/h1-6H3

Upstream product

• 144-62-7 oxalic acid 
• 115-11-7 isobutene 
• 66478-63-5 1,2-bis(tert-butoxy)acetylene 
• 288-32-4 1H-imidazole 
• 79-37-8 oxalyl dichloride 
• 75-65-0 tert-butyl alcohol 
• 78-83-1 2-methyl-propan-1-ol 

Downstream Products

• 136810-98-5 N-[4-(4-Methoxy-phenyl)-thiazol-2-yl]-oxalamic acid tert-butyl ester 
• 53261-97-5 N-tert-butyloxycarbonyl-L-phenylalanine vinyl ester 
• 875558-23-9 tert-butyl 4-(3,5-dichlorophenyl)-2,4-dioxobutanoate 
• 155601-70-0 2,6-Difluoropyridine-3-(α-oxo)acetic acid, t-butyl ester 
• 1428795-41-8 t-butyl 2-(4-iodophenyl)-2-oxoacetate 
• 7332-98-1 tert-butyl phenylglyoxylate 
• 40132-64-7 (E)-(4,4-dimethylpent-1-en-1-yl)benzene 
• 7283-47-8 (4,4-dimethylpent-1-en-2-yl)benzene 
• 22815-63-0 N-^t-butyl benzylcarbamate 
• 100342-30-1 thiophene-2-sulfonic acid tert-butylamide 
• 2849-81-2 N-t-butyl-p-toluenesulfonamide 
• 7133-23-5 tert-butyl(cyclohexyl)sulfane 
• 7205-64-3 1-[(1,1-dimethylethyl)thio]-4-methoxybenzene 

Relevant academic research and scientific papers

Chemiluminescent and non-chemiluminescent ozonations of selected electron-rich alkynes in halomethanes

Alkynes of sufficiently high nucleophilicity react with electrophilic O3 under conversion of the alkyne function to a vicinal dicarbonyl function. Contrary to earlier investigations with alkylated or arylated acetylene, products of complete C-C cleavage were not found as primary products, and, beyond that, peroxidic reaction products were absent. Trimethylsilylated alkynes reacted with O3 either by uptake of two or three O-atoms, but again without C-C cleavage or formation of peroxides. Two particularly electron- rich, symmetrically substituted alkynes revealed strong chemiluminescence during ozonation at low temperature, whereas this behavior was not observed with unsymmetrically substituted alkynes. The results are summarized in terms of a mechanistic discussion.

Derivatives of imidazole, their preparation process, the new intermediates obtained, their use as medicaments and the pharmaceutical compositions containing them

The invention relates to the products of formula (I): STR1 in which: R1 =represents hydrogen, aryl, arylcarbonyl, arylthio, alkylcarbonyl, R2, R3 represent in particular halogen, mercapto, acyl, carboxy, nitro, cyano, amino, carbamoyl, R4, --OR4 with R4 representing in particular hydrogen, alkyl, alkenyl, alkynyl, acyl, amino, --(CH2)m1 --S(O)m2 --X--R10 with m1=0 to 4, m2=0 to 2, X represents a single bond or --NH--, --NH--CO--, --NH--CO--NH--, and R10 represents alkyl, alkenyl or aryl, and Y represents optionally substituted aryl, these products being in all isomer forms and salts, their use as medicaments.

Compositions for reducing abnormal stimulation of endothelin receptors and novel compounds

The invention relates to the new use and the new products of formula (I): STR1 in which: R1 =represents hydroxyl, alkyl, alkenyl, alkynyl, alkoxy, alkylthio, formyl, cycloalkyl, optionally interrupted by heteroatoms, R2, R3 represent in particular halogen, mercapto, acyl, carboxy, nitro, cyano, amino, carbamoyl, R4, --OR4 with R4 representing in particular hydrogen, alkyl, alkenyl, alkynyl, acyl, amino, --(CH2)m1 --S(O)m2 --X--R10 with m1=0 to 4, m2=0 to 2, X represents a single bond or --NH--, --NH--CO--, --NH--CO--NH--, and R10 represents alkyl, alkenyl or aryl, and Y represents optionally substituted aryl, these products being in all the isomer forms and the salts, as medicaments.

REACTION OF FLUORINATED ARYLMAGNESIUM HALIDES WITH DI-TERT-BUTYL OXALATE

The reaction of phenylmagnesium halides fluorinated in the ring or in the side chain with di-tert-butyl oxalate was investigated.It was shown that the esters of arylglyoxalic or arylglycolic acids are formed under various temperature conditions, depending on the electrophilicity of the radical in the organomagnesium compound.

Electro-organic reactions. Part 27. The mechanism of cathodic cleavage of activated esters; oxalates, squarates and oxamates

Esters of oxalic acid, 3,4-dihydroxy-3-cyclobutene-1,2-dione (squaric acid), and oxamic acid, are reduced cathodically at modest potentials. In aprotic solvent, and on the cyclic voltammetric time scale, the esters are cleaved to the corresponding alkane. For oxalates, the mechanism of cathodic cleavage was investigated thoroughly by voltammetry, coulometry, and detailed product analysis. On the time scale of controlled potential electrolysis the rapid electrogenerated base-catalysed hydrolysis of the esters by adventitious water competes with cathodic cleavage. Similarly, rapid base-catalysed transesterification involving oxalates and added alcohols is observed which provides a practical method of reductively cleaving alcohols to alkanes by co-electrolysis of a mixture of alcohol and readily available oxalate (e.g. diethyloxalate). The leaving group in such cathodic fragmentation is the half-ester anion and the efficiency of reaction depends on the stability of the other, radical, fragment.