1490-25-1

Basic information

• Product Name: Methyl 4-chloro-4-oxobutanoate
• Synonyms: 3-(Chlorocarbonyl)propionic acid methyl ester;3-Methoxycarbonylpropionic acid chloride;3-Methoxycarbonylpropionyl chloride;4-Chloro-4-oxobutanoic acid methyl ester;4-Chloro-4-oxobutyric acid methyl ester;4-Oxo-4-chlorobutanoic acid methyl ester;Methyl succinyl chloride,97%;Methyl 4-chloro-4-oxobutanoate
• CAS NO: 1490-25-1
• Molecular Formula: C₅H₇ClO₃
• Molecular Weight: 150.56
• EINECS: 216-077-0
• Mol File: 1490-25-1.mol
• Article Data: 45

Chemical Properties

• Melting Point: 174-176 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 58-65 °C3 mm Hg(lit.)
• Flash Point: 165 °F
• Appearance: clear liquid
• Density: 1.230 g/mL at 20 °C
• Vapor Pressure: 0.266mmHg at 25°C
• Refractive Index: n20/D 1.44(lit.)
• Storage Temp.: 2-8°C
• BRN: 970397
• CAS DataBase Reference: Methyl 4-chloro-4-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-chloro-4-oxobutanoate(1490-25-1)
• EPA Substance Registry System: Methyl 4-chloro-4-oxobutanoate(1490-25-1)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-13-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1490-25-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to pale yellow liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 3339, 1953 DOI: 10.1021/ja01110a014Organic Syntheses, Coll. Vol. 3, p. 169, 1955

InChI:InChI=1/C5H7ClO3/c1-9-5(8)3-2-4(6)7/h2-3H2,1H3

Upstream product

• 44836-34-2 maleic acid monomethyl ester 
• 79-37-8 oxalyl dichloride 
• 3878-55-5 methyl hydrogen succinate 
• 106-65-0 Dimethyl succinate 
• 108-30-5 succinic acid anhydride 

Downstream Products

• 7770-06-1 methyl 5-diazo-4-oxopentanoate 
• 75491-52-0 N-(1-phenyl-2,3-dimethyl-4-pyrazolon-5-yl)succinamic acid methyl ester 
• 100379-52-0 3-(amino-anilino-[1,3,5]triazin-2-yl)-propionic acid methyl ester 
• 22264-24-0 Bernsteisaeure-monomethylester-mono-(N,N'-diphenyl-hydrazid) 
• 22264-22-8 3-(N,N'-Di-o-tolyl-hydrazinocarbonyl)-propionic acid methyl ester 
• 22264-20-6 3-(N,N'-Di-p-tolyl-hydrazinocarbonyl)-propionic acid methyl ester 
• 92112-56-6 Bernsteinsaeure-methylester-<2-cyclohexen-(1)-yl-aethylamid> 
• 77921-76-7 (+/-)-methyl 5-(N-benzoyl)amino-4-oxohexanoate 
• 129504-20-7 5-((methoxysuccinyl)amino)-2-(benzylthio)-1,3,4-thiadiazole 
• 87364-95-2 methyl 3--propionate 
• 86396-53-4 N-(4-methoxyphenyl)succinamide methyl ester 
• 101133-70-4 4-<(3-hydroxyphenyl)amino>-4-oxobutanoic acid methyl ester 
• 68758-86-1 3-(methoxycarbonyl)propionic acid methylamide 
• 84028-77-3 (3-methoxycarbonylpropionyl)methylenetriphenylphosphorane 

Relevant articles and documents

Synthesis and photovoltaic properties of a new thiophene-cyclopentadiene- based conjugated polymer

A new low-band gap polymer containing thiophene and cyclopentadiene, poly(5,2,2'-dioctyldithiophenylcyclopentadiene) (PDTCP), has been synthesized via the FeCl3 oxidative polymerization. PDTCP showed a broad absorption band and a low energy band gap of 1.82 eV. The photoluminescence (PL) of PDTCP is completely quenched upon addition of PCBM indicative of efficient charge transfer. Bulk heterojunction organic photovoltaic cells (OPVs) fabricated from PDTCP as an electron donor showed an open-circuit voltage (VOC) of 0.50 V, a short-circuit current (JSC) of 1.24 mA/cm2, and the power conversion efficiency of up to 0.20% under AM 1.5 (100 mW/cm2). Copyright

Synthesis of optically active hydroxyesters using biocatalysts

Optically active hydroxyesters were prepared using the fungus Aspergillus niger and the yeast Sacharomyces cerevisiae. Substrate is converted highly specifically into optically active isomers with 95% purity. The R-hydroxyester was isolated by asymmetric reduction. (R,R)-Tartaric acid of 60% optical purity was used as an inductor.

Two-Dimensional Barriers for Probing Conformational Shifts in Macrocycles

We describe the development and use of composite two-dimensional barriers in macrocyclic backbones. These tunable constructs derive their mode of action from heterocyclic rearrangements. The Boulton-Katritzky reaction has been identified as a particularly versatile means to effect a composite barrier, allowing the examination of the influence of heterocycle translocation on conformation. Kinetic studies using 1H NMR have revealed that the in-plane atom movement is fast in 17, 18, 19-membered rings but slows down in 16-membered rings. The analysis by NMR and MD simulation experiments is consistent with the maintenance of rare cis-amide motifs during conformational interconversion. Taken together, our investigation demonstrates that heterocyclic rearrangement reactions can be used to control macrocyclic backbones and provides fundamental insights that may be applicable to the development of a wide range of other conformational control elements.

AROMATIC RING DERIVATIVE AS IMMUNOREGULATION AND PREPARATION METHOD AND APPLICATION OF AROMATIC RING DERIVATIVE

Relating to a compound represented by formula (I) and a pharmaceutically acceptable salt of the compound, and an application of the compound as an S1P1 agonist.

Inverse Electron-Demand Diels-Alder Bioconjugation Reactions Using 7-Oxanorbornenes as Dienophiles

Oligonucleotides, peptides, and peptide nucleic acids incorporating 7-oxanorbornene as a dienophile were reacted with tetrazines linked to either a peptide, d-biotin, BODIPY, or N-acetyl-d-galactosamine. The inverse electron-demand Diels-Alder (IEDDA) cycloaddition, which was performed overnight at 37 °C, in all cases furnished the target conjugate in good yields. IEDDA reactions with 7-oxanorbornenes produce a lower number of stereoisomers than that of IEDDA cycloadditions with other dienophiles.