38857-88-4

Basic information

• Product Name: BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE
• Synonyms: AZODICARBOXYLIC ACID BIS(2,2,2-TRICHLOROETHYL) ESTER;BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE;BIS(2,2,2-TRICHLOROETHYL) AZODI-CARBOXYL ATE, 97+%;Bis(2,2,2-trichloroethyl) azodicarboxyle;BEAZ Bis(2,2,2-trichloroethyl) azodicarboxylate
• CAS NO: 38857-88-4
• Molecular Formula: C₆H₄Cl₆N₂O₄
• Molecular Weight: 380.82
• Mol File: 38857-88-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 109-111 °C(lit.)
• Boiling Point: 380.7°C at 760 mmHg
• Flash Point: 184.1°C
• Appearance: /
• Density: 1.78g/cm³
• Vapor Pressure: 5.34E-06mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: 2-8°C
• BRN: 2141527
• CAS DataBase Reference: BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE(38857-88-4)
• EPA Substance Registry System: BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE(38857-88-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 38857-88-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE is used as a reagent in the asymmetric synthesis of substituted cycloalkyl[b]indoles for the development of novel pharmaceutical compounds with unique therapeutic properties.
Used in Chemical Synthesis:
BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE is used as an amination reagent during the aza-ene reaction of different alkenes to yield the corresponding allyl amines, contributing to the synthesis of various organic compounds.
Used in Organic Chemistry Research:
BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE is used in para-directed amination of C2-alkyl substituted anisole, enabling the creation of specific chemical structures for research and development purposes.
Used in Synthesis of Azo Compounds:
BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE is used in the synthesis of acidand base-sensitive azo compounds, which have potential applications in various industries, including dyes, pigments, and chemical sensors.
Used in Diels-Alder Cycloadditions:
BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE is utilized in Diels-Alder cycloadditions, a fundamental reaction in organic chemistry that allows for the formation of complex molecular structures with potential applications in various fields.

InChI:InChI=1/C6H4Cl6N2O4/c7-5(8,9)1-17-3(15)13-14-4(16)18-2-6(10,11)12/h1-2H2/b14-13+

Upstream product

• 38858-02-5 bis(2,2,2-trichloroethyl) hydrazino-1,2-dicarboxylate 

Downstream Products

• 55022-73-6 (1rN,2cH,4cH,5cN)-3-oxa-6,7-diaza-tricyclo[3.2.2.0^2,4]non-8-ene-6,7-dicarboxylic acid bis-(2,2,2-trichloro-ethyl) ester 
• 148678-90-4 1-(2,4,6-trimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 148678-88-0 C₁₄H₁₄Cl₆N₂O₆ 
• 98760-57-7 bis(2,2,2-trichloroethyl) 3,6-diphenyl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate 
• 863642-08-4 1-<1-(1-cyclohexen-1-yl)ethyl>-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 148678-92-6 C₂₇H₂₃BrCl₆N₂O₇ 
• 87681-11-6 N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-(carbomenthoxy)-3,3-dimethylhex-5-enylidene>-2,3-diazabicyclo<2.2.1>heptane 
• 87656-02-8 N,N'-Bis<(2,2,2-trichloroethoxy)carbonyl>-7-<(E)-6-<(8-phenylcarbomenthyl)oxy>-3,3-dimethyl-5-hexenylidene>-2,3-diazabicyclo<2.2.1>heptane 
• 148678-86-8 1-(4-methoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 148678-89-1 1-(2,4-dimethoxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 132408-69-6 1-(2-cyclohexen-1-yl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 148678-87-9 1-(4-hydroxyphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester 
• 98760-58-8 bis(2,2,2-trichloroethyl) exo,exo-2,5-diphenyl-7-oxa-3,4-diazabicyclo<4.1.0>heptane-3,4-dicarboxylate 
• 122594-49-4 2-acetoxy-3-(cinnamoyloxy)-7,8-bis<(2,2,2-trichloroethoxy)carbonyl>-7,8-diazabicyclo<4.4.0>deca-4,10-diene 

Relevant articles and documents

Rh(I)-catalyzed carbonylative ring opening of diazabicycles with acyl anion equivalents

A catalytic desymmetrization of strained alkenes by ring-opening of meso-diazabicycles with acyl anion nucleophiles is reported. Densely functionalized frans-1,2-hydrazinoacyl cyclopentene building blocks are obtained stereoselectively. The acyl anion equ

Metal-free oxyaminations of alkenes using hydroxamic acids

A radical-mediated approach to metal-free alkene oxyamination is described. This method capitalizes on the unique reactivity of the amidoxyl radical in alkene additions to furnish a general difunctionalization using simple diisopropyl azodicarboxylate (DIAD) as a radical trap. This protocol capitalizes on the intramolecular nature of the process, providing single regioisomers in all cases. Difunctionalizations of cyclic alkenes provide trans oxyamination products inaccessible using current methods with high levels of stereoselectivity, complementing cis-selective oxyamination processes.

Novel Heteroarotinoids as Potential Antagonists of Mycobacterium bovis BCG

A series of 15 heteroarotinoids has been prepared and evaluated for activity against Mycobacterium bovis BCG with the thiourea-containing isoxyl (7) (0.5 μg/mL) as the standard. 2,2,4-Trimethyl-2H-chromen-7-yl 4-(methoxycarbonyl)benzoate (8) displayed the most significant activity (2.0-4. 0 μg/mL) in terms of the lowest concentration (μg/mL) (MIC, minimum inhibitory concentration) required to produce a 99% reduction in the number of colonies on a plate as compared to that system free of the agent at the same dilution of the culture suspension. Ethyl 4-{[N-(2,2,4,4-tetramethylchroman-6-yl)thiocarbamoyl]amino}benzoate (9) and [(1E,3Z,5E)-1-aza-4-methyl-6-(1,2,2,4-tetramethyl(1,2-dihydroquinolyl))hexa-1,3, 5-trienyl]amino}aminomethane-1-thione (10) exhibited activity at 5.0-10.0 and 10.0-20.0 μg/mL, respectively, while the other examples had MIC values of 20 μg/mL or greater. The inhibitory ability of 8 may occur via the inhibition of mycolic acid synthesis in a like manner as found with 7, but this requires further study. The heteroarotinoids are the first examples to exhibit inhibitory ability against the growth of Mycobacterium bovis BCB.

An improved oxidation method for the synthesis of azodicarbonyl compounds

Five representative hydrazo compounds have been oxidized in high yield using Br2 and pyridine. Yields range from 80% to 93%. For the synthesis of dibenzyl azodicarboxylate, this process produced analytically pure material directly from the reaction mixture.