7251-97-0

Basic information

• Product Name: 2-Cyano-pentanedioic acid diethyl ester
• Synonyms: Pentanedioicacid, 2-cyano-, diethyl ester (9CI);1-Cyano-1,3-propanedicarboxylic aciddiethyl ester;NSC 15768;Diethyl 2-cyanopentanedioate;2-Cyano-pentanedioic acid diethyl ester
• CAS NO: 7251-97-0
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.24
• Mol File: 7251-97-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 316.9 °C at 760 mmHg
• Flash Point: 137.7 °C
• Appearance: /
• Density: 1.097 g/cm³
• Vapor Pressure: 0.000398mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: 2-Cyano-pentanedioic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyano-pentanedioic acid diethyl ester(7251-97-0)
• EPA Substance Registry System: 2-Cyano-pentanedioic acid diethyl ester(7251-97-0)

Safety Data

• Hazardous Substances Data: 7251-97-0(Hazardous Substances Data)

Usage

General Description

2-Cyano-pentanedioic acid diethyl ester, also known as ethyl 2-cyano-3,4-pentanedioate, is a chemical compound with the molecular formula C9H13NO4. It is a diethyl ester of 2-cyano-pentanedioic acid and is commonly used as a reagent in organic synthesis. 2-Cyano-pentanedioic acid diethyl ester is a colorless to pale yellow liquid with a fruity odor, and it is soluble in organic solvents such as ethanol and ether. Its primary use is as an intermediate in the manufacturing of pharmaceuticals and agrochemicals. It is also utilized as a building block in the preparation of various derivatives for potential application in medicinal chemistry and materials science. Additionally, it is known to be a potential irritant and can cause skin and eye irritation upon contact.

InChI:InChI=1/C10H15NO4/c1-3-14-9(12)6-5-8(7-11)10(13)15-4-2/h8H,3-6H2,1-2H3

Upstream product

• 97-64-3 ethyl 2-hydroxypropionate 
• 64-17-5 ethanol 
• 18852-51-2 sodium cyanoacetic acid ethyl ester 
• 539-74-2 Ethyl 3-bromopropionate 
• 623-72-3 ethyl 3-hydroxypropanoate 
• 292638-85-8 acrylic acid methyl ester 
• 140-88-5 ethyl acrylate 
• 105-56-6 ethyl 2-cyanoacetate 
• 7677-24-9 trimethylsilyl cyanide 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 10444-38-9 ethyl 4-cyanobutyrate 
• 18283-09-5 2-Ethoxycarbonimidoyl-2-fluoro-pentanedioic acid diethyl ester 
• 18283-43-7 2-Cyanoglutaramid 
• 18283-29-9 2-Cyano-2-fluoro-pentanedioic acid diethyl ester 
• 84763-56-4 Diethyl-1-cyan-1-(3-oxocyclohexyl)-1,3-propandicarboxylat 
• 110-94-1 1,5-pentanedioic acid 
• 58774-06-4 3-ethyl-1,5-dimethyl-3-cyanopentane-1,3,5-tricarboxylate 
• 18491-25-3 2-Carbamoyl-2-fluoro-pentanedioic acid diamide 
• 1160562-07-1 ethyl 4-cyanohexanoate 

Relevant articles and documents

Cu-Catalyzed cyanoalkylation of electron-deficient alkenes with unactivated alkyl bromides

We here report the photoinduced Cu-catalyzed cyanoalkylation of electron-deficient alkenes by using alkyl bromides as alkylation reagents. In the reactions, 1°, 2°, and 3° unactivated alkyl bromides with various sensitive functional groups were well tolerated with good yields. Notably, terminal and internal alkenes, as well as alkene-containing peptides, were all tolerated well.

Base-catalysed intramolecular hydroamination of vinyl sulfiies

Small amounts of n-butyllithium catalyse the highly efficient hydroamination of a large variety of vinyl sulfides. This novel methodology offers an easy access to a wide range of nitrogen heterocycles, including simple pyrrolidines and piperidines, as well as more complex bicyclic compounds. Subsequent transformations of the sulfur group led to the formation of functionalised alkaloid-like substructures. Wiley-VCH Verlag GmbH & Co. KGaA.

Use of condensed pyrimidine derivatives for the treatment of autoimmune and inflammatory diseases

The invention relates to the use of a compound of the formula I, or a pharmaceutically acceptable salt thereof, for the manufacture of a medicament for use in modulating an immune or inflammatory response: wherein: Z = O or S; n = 1-3; R3 = -CO2R8, -C(O)SR8, -C(O)NHR8, -C(S)OR8, -C(S)SR8, -C(S)NHR8, -C(NH)SR8 or -C(NH)NHR8, wherein R8 is -H or alkyl; R4 = -H, -CH2R5 or -CH2CH2R5, wherein R5 independently has one of the meanings of R3; B = -NR2-, -CH2NR2-, -CH2CH2NR2-, -CH2CHR7- or -CH2O-, wherein R2 is H or a C1-3 alkyl, alkenyl or alkynyl group, and R7 is H or a C1-3 alkyl or alkoxy group; A = wherein R1 = -NH2 or -OH, C and D are each, independently, a 5- or 6-membered, substituted or unsubstituted, aromatic or non-aromatic ring which may also contain one or more heteroatoms, and C is connected to group B in any available position.