18496-54-3

Basic information

• Product Name: 4-Phenylbutyryl chloride
• Synonyms: 4-PHENYLBUTYRYL CHLORIDE;AKOS BBS-00004086;(Z)-benzyl 3-aminobut-2-enoate;Benzenebutanoyl chloride
• CAS NO: 18496-54-3
• Molecular Formula: C₁₀H₁₁ClO
• Molecular Weight: 182.65
• Mol File: 18496-54-3.mol
• Article Data: 98

Chemical Properties

• Melting Point: 96.5-99 °C(Solv: ligroine (8032-32-4); dichloromethane (75-09-2))
• Boiling Point: 273℃
• Flash Point: 115.354 °C
• Appearance: /
• Density: 1.115 g/cm³
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: 2-8°C
• Water Solubility: It reacts with water.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 4-Phenylbutyryl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylbutyryl chloride(18496-54-3)
• EPA Substance Registry System: 4-Phenylbutyryl chloride(18496-54-3)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 18496-54-3(Hazardous Substances Data)

Usage

Uses

4-Phenylbutyryl chloride is used as organic chemical synthesis intermediate.

InChI:InChI=1/C10H11ClO/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2

Upstream product

• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 3360-41-6 4-phenyl-butan-1-ol 
• 2243-53-0 styrylacetic acid 
• 1821-12-1 4-Phenylbutyric acid 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 86432-34-0 N-(4-phenylbutyroyl)-L-phenylalanine 
• 197173-25-4 (1-Hydroxy-4-phenyl-butyl)-carbamic acid benzyl ester 
• 170450-77-8 (S)-4-benzyl-3-(3-phenylbutanoyl)oxazolidin-2-one 
• 207305-67-7 2-(methyl-4-phenylbutyrylamino)benzoic acid 
• 31362-59-1 4-phenylbutyric acid p-nitrophenyl ester 
• 83700-60-1 4-(4-phenylbutanamido)benzoic acid 
• 158429-51-7 5-bromo-2-methoxyphenyl 4-phenylbutyrate 
• 67281-38-3 1-(cyclohex-1-en-1-yl)-4-phenylbutan-1-one 
• 58977-36-9 ethyl 3-phenylpropyl ketone 
• 67281-37-2 1-(1-Cyclopentenyl)-4-phenyl-1-butanon 
• 6048-24-4 Triphenyl-<1-(γ-phenyl-butyryl)-butyliden>-phosphoran 
• 53668-53-4 10-Phenyl-7-oxo-decansaeure 
• 86432-33-9 N^α-(4-phenylbutanoyl)tryptophan 
• 130791-47-8 (S)-1-(4-Phenyl-butyryl)-piperidine-2-carboxylic acid 

Relevant articles and documents

A Convenient, Mild Method for the Cyclization of 3- and 4-Arylalkanoic Acids via Their Trifluoromethansulfonic Anhydride Derivatives

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Selective Inhibitors of a Human Prolyl Hydroxylase (OGFOD1) Involved in Ribosomal Decoding

Human prolyl hydroxylases are involved in the modification of transcription factors, procollagen, and ribosomal proteins, and are current medicinal chemistry targets. To date, there are few reports on inhibitors selective for the different types of prolyl hydroxylases. We report a structurally informed template-based strategy for the development of inhibitors selective for the human ribosomal prolyl hydroxylase OGFOD1. These inhibitors did not target the other human oxygenases tested, including the structurally similar hypoxia-inducible transcription factor prolyl hydroxylase, PHD2.

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Nickel-Catalyzed Cross-Coupling of Alkyl Carboxylic Acid Derivatives with Pyridinium Salts via C-N Bond Cleavage

The electrophile-electrophile cross-coupling of carboxylic acid derivatives and alkylpyridinium salts via C-N bond cleavage is developed. The method is distinguished by its simplicity and steers us through a variety of functionalized ketones in good to excellent yields. Besides acid chlorides, carboxylic acids were also employed as acylating agents, which enabled us to incorporate acid-sensitive functional groups such as MOM, BOC, and acetal. Control experiments with TEMPO revealed a radical pathway.

Diprotonative stabilization of ring-opened carbocationic intermediates: conversion of tetrahydroisoquinoline to triarylmethanes

Superacid-promoted conversion of tetrahydroisoquinolines to triarylmethanes via tandem reactions of C-N bond scission, Friedel-Crafts alkylation, C-O bond scission, and electrophilic aromatic amidation was developed. Dication formation was important for stabilizing the ring-opened carbocationic intermediate, which is a new role for diprotonation in reaction mechanisms. This journal is