80336-64-7

Basic information

• Product Name: 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE
• Synonyms: 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE;2-Bromo-1-(4-isobutylphenyl)-1-propanone;2-Bromo-4'-(2-methylprop-1-yl)propiophenone
• CAS NO: 80336-64-7
• Molecular Formula: C₁₃H₁₇BrO
• Molecular Weight: 269.18
• Mol File: 80336-64-7.mol

Chemical Properties

• Melting Point: 63 °C
• Boiling Point: 324.2 °C at 760 mmHg
• Flash Point: 27.3 °C
• Appearance: /
• Density: 1.239 g/cm³
• Vapor Pressure: 0.000249mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(80336-64-7)
• EPA Substance Registry System: 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(80336-64-7)

Safety Data

• Hazard Codes: C
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 80336-64-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is used as a key intermediate in the synthesis of complex organic molecules, particularly in the pharmaceutical industry. Its unique structure allows for the creation of a wide range of compounds with diverse therapeutic properties.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is used as a building block for the production of various drugs. Its presence in the molecular structure of these drugs can influence their pharmacological activity and efficacy.
Used as a Reagent in Chemical Reactions:
2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE serves as a reagent in a variety of chemical reactions, facilitating the formation of desired products through its reactive bromine and ketone functional groups.
Used as a Precursor in Synthesis:
2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is also utilized as a precursor in the synthesis of other organic compounds, where its transformation can lead to the creation of novel molecules with specific applications in various fields.
Handling and Storage:
Due to its reactivity and potential hazards, 2-BROMO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is typically handled and stored under controlled conditions to ensure safety and stability.

InChI:InChI=1/C13H17BrO/c1-9(2)8-11-4-6-12(7-5-11)13(15)10(3)14/h4-7,9-10H,8H2,1-3H3

Upstream product

• 538-93-2 1-phenyl-2-methylpropane 
• 7148-74-5 2-Bromopropionyl chloride 
• 80336-69-2 2-bromo-1-(4'-isobutyl-phenyl)-1,1-dimethoxy-propane 
• 80336-66-9 2-chloro-1-(4-isobutyl-phenyl)1-propanone 
• 59771-24-3 4-isobutylpropiophenone 

Downstream Products

• 1048734-73-1 C₁₅H₁₈F₃NO₂ 
• 60057-62-7 2-(4-isobutyl-phenyl)-2-hydroxy-propionic acid 
• 91306-46-6 2-(4-Isobutyl-phenyl)-2-(1-phenyltellanyl-ethyl)-[1,3]dioxolane 
• 91306-41-1 2-(4-Isobutyl-phenyl)-2-(1-phenylselanyl-ethyl)-[1,3]dioxolane 
• 169295-51-6 (R)-1-(4-isbutylphenyl)-2-methylsulfonyloxy-1-propanone 
• 100743-63-3 (S)-1,1-dimethoxy-1-(4-isbutylphenyl)-2-propanol 
• 169295-48-1 2-acetoxy-1-(4-isobutylphenyl)-1-propanone 
• 151647-67-5 (R)-2-hydroxy-1-(4-isobutylphenyl)-1-propanone 
• 129159-22-4 2-hydroxy-1-(4-isobutylphenyl)-1-propanone 
• 80336-69-2 2-bromo-1-(4'-isobutyl-phenyl)-1,1-dimethoxy-propane 
• 61566-34-5 (+/-)-ibuprofen methyl ester 
• 41283-72-1 ibuprofen ethyl ester 
• 80336-63-6 2-(1-bromoethyl)-2-[4-(2-methylpropyl)-phenyl]-1,3-dioxolane 
• 59771-24-3 4-isobutylpropiophenone 

Relevant articles and documents

A 4 - isobutyl phenyl ketone compounds (by machine translation)

The invention discloses a 4 - isobutyl phenyl ketone compounds, the compound structure is as follows: said compound 4 - isobutyl-benzene as the starting material, substituted sulfonic acid and substituted sulfonate as the catalyst, the reaction with the acyl chloride, the following reaction: the application of this method to synthesize 4 - isobutyl phenyl ketone compound, simple and convenient operation, mild reaction conditions, environment-friendly, and has excellent industrial prospect. (by machine translation)

5-Aryl-imidazolin-2-ones as a scaffold for potent antioxidant and memory-improving activity

A series of 5-phenyl-substituted-N-alkyl-imidazolin-2-ones with potent radical-scavenging activity and lipid peroxidation inhibitory activity was synthesized. Many of the compounds showed memory-improving effect in animal models independent of the inhibitory activity on lipid peroxidation.

A facile synthesis of 2-hydroxy-2-aryl 1,4-benzodioxanes

Condensation of catechol with 2-bromo-1-aryl-ethanones and 2-bromo-1- aryl-propanones in dry acetone-K2CO3 medium afforded 2-hydroxy-2-aryl-1,4- benzodioxanes in good yield.

Resolution of Secondary α-Ketoalcohols Catalyzed by Lipase and Inversioon of Stereochemistry

Several α-ketoalcohols of synthetic value were resolved using lipase as a catalyst.Lipoprotein lipase (LPL) provided the best rate of hydrolysis and kinetic differentiation.One of these optically pure α-ketoalcohol was converted to (S)-ibuprofen in good optical purity.The stereospecific inversion of (R)-alcohol to (S)-alcohol is described.Key Words Enzymatic resolution; α-Ketoalcohol; (S)-Ibuprofen

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.

Application of Oxidative Aryl Migration in Organo-selenium and -tellurium Compounds to the Synthesis of 2-Arylpropanoic Acids

The ethylene acetals of aryl α-phenylseleno- and α-phenyltelluro-ethyl ketones i, Ph, Br) and 5-bromo-6-methoxy-2-naphthyl> have been prepared in 12-83percent yields by treating the corresponding α-bromo compounds with diphenyl diselenide-sodium or diphenyl ditelluride-sodium, respectively, in tetrahydrofuran-dimethylformamide under reflux for 6-10 h, during which the bromine is substituted by the PhSe or PhTe group.This substitution is not observed when the (PhM)2-NaBH4-EtOH (M=Se, Te) system which is known as a source of PhM- anion is used.Oxidation of the acetals thus formed with an excess of meta-chloroperbenzoic acid at 20-25 deg C for 1 h affords hydroxy-ethyl 2-arylpropanoates in 56-86percent yields via aryl group migration which are hydrolysed to 2-arylpropanoic acids, some of which are pharmaceutically important compounds.Overall isolated yields of 2-arylpropanoic acids are around 30-42percent based on the starting propiophenones over 5 steps.

New Preparative Method for 2-Arylpropanoic Acids by Oxidative Aryl Migration in Aryl α-Seleno- and Aryl α-Telluro-ethyl Ketones

Oxidation with m-chloroperbenzoic acid of the ethylene acetals of aryl α-phenylseleno- or aryl α-phenyltelluro-ethyl ketones prepared by treating the corresponding α-bromo compounds with diphenyl diselenide-sodium or diphenyl ditelluride-sodium, respectively, affords hydroxyethyl 2-arylpropanoates in moderate to good yields via aryl group migration.