5139-89-9

Basic information

• Product Name: 4-PHENOXYBUTYRYL CHLORIDE
• Synonyms: 4-PHENOXYBUTYRYL CHLORIDE;4-Phenoxybutyric acid chloride
• CAS NO: 5139-89-9
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.65
• EINECS: 225-903-9
• Mol File: 5139-89-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 154-156°C 20mm
• Flash Point: 154-156°C/20mm
• Appearance: /
• Density: 1.158 g/cm³
• Vapor Pressure: 0.00138mmHg at 25°C
• Refractive Index: 1.5250
• Sensitive: Moisture Sensitive
• BRN: 2102483
• CAS DataBase Reference: 4-PHENOXYBUTYRYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENOXYBUTYRYL CHLORIDE(5139-89-9)
• EPA Substance Registry System: 4-PHENOXYBUTYRYL CHLORIDE(5139-89-9)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 5139-89-9(Hazardous Substances Data)

Usage

General Description

4-Phenoxybutyryl chloride is a chemical compound with the formula C10H11ClO2. It is a colorless liquid with a pungent odor and is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is primarily used as a building block in the production of various pesticides, herbicides, and insecticides. Additionally, it is also employed in the manufacturing of perfumes and flavoring agents due to its aromatic properties. However, it is important to handle 4-phenoxybutyryl chloride with caution as it is a corrosive substance and can cause irritation to the skin, eyes, and respiratory tract upon contact.

InChI:InChI=1/C10H11ClO2/c11-10(12)7-4-8-13-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2

Upstream product

• 6303-58-8 4-phenyloxybutanoic acid 

Downstream Products

• 1224300-67-7 1,1,1,2,2-pentafluoro-6-phenoxyhexan-3-one 
• 1448711-05-4 methyl 5-acetamido-4-phenoxybutyrylamido-3,4,5-trideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid sodium salt 
• 1448711-03-2 C₂₉H₄₀N₂O₁₃ 
• 1373037-74-1 (S)-4-benzyl-5,5-dimethyl-3-(4-phenoxybutanoyl)oxazolidin-2-one 
• 1373038-00-6 C₂₃H₂₄F₃NO₄ 
• 1373038-10-8 C₂₃H₂₄F₃NO₄ 
• 124901-73-1 4-Phenoxy-N-[6-(4-phenoxy-butyrylamino)-pyridin-2-yl]-butyramide 
• 432503-62-3 N-(4-phenoxy-butyryl)-anthranilic acid amide 

Relevant articles and documents

Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement

The Curtius rearrangement is a classic, powerful method for converting carboxylic acids into protected amines, but its widespread use is impeded by safety issues (the need to handle azides). We have developed an alternative to the Curtius rearrangement that employs a copper catalyst in combination with blue-LED irradiation to achieve the decarboxylative coupling of aliphatic carboxylic acid derivatives (specifically, readily available N-hydroxyphthalimide esters) to afford protected amines under mild conditions. This C-N bond-forming process is compatible with a wide array of functional groups, including an alcohol, aldehyde, epoxide, indole, nitroalkane, and sulfide. Control reactions and mechanistic studies are consistent with the hypothesis that copper species are engaged in both the photochemistry and the key bond-forming step, which occurs through out-of-cage coupling of an alkyl radical.

Potent and selective fluoroketone inhibitors of group VIA calcium-independent phospholipase A2

Group VIA calcium-independent phospholipase A2 (GVIA iPLA 2) has recently emerged as a novel pharmaceutical target. We have now explored the Structure-activity relationship between fluoroketones and GVIA iPLA2 inhibition. The presence of a naphthyl group proved to be of paramount importance. 1,1,1-Trifluoro-6-(naphthalen-2-yl)hexan-2-one (FKGK18) is the most potent inhibitor of GVIA iPLA2 (XI(50) = 0.0002) ever reported. Being 195 and >455 times more potent for GVIA iPLA 2 than for GIVA cPLA2 and GV sPLA2, respectively, makes it a valuable tool to explore the role of GVIA iPLA 2 in cells and in vivo models. 1,1,1,2,2,3,3-Heptafluoro-8- (naphthalene-2-yl)octan-4-one inhibited GVIA iPLA2 with a X I(50) value of 0.001 while inhibiting the other intracellular GIVA cPLA2 and GV sPLA2 at least 90 times less potently. Hexa- and octafluoro ketones were also found to be potent inhibitors of GVIA iPLA 2; however, they are not selective.

BENZOPYRAN AND BENZOXEPIN PI3K INHIBITOR COMPOUNDS AND METHODS OF USE

Benzopyran and benzoxepin compounds of Formulas I and II, and including stereoisomers, geometric isomers, tautomers, solvates, metabolites and pharmaceutically acceptable salts thereof, are useful for inhibiting lipid kinases including p110 alpha and other isoforms of PI3K, and for treating disorders such as cancer mediated by lipid kinases. Methods of using compounds of Formulas I and II for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.