38694-47-2

Basic information

• Product Name: 4-bromobutyraldehyde
• Synonyms: 4-Bromobutyraldehyde; 4-bromobutanal
• CAS NO: 38694-47-2
• Molecular Formula: C₄H₇BrO
• Molecular Weight: 151.0018
• EINECS: 254-090-3
• Mol File: 38694-47-2.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 177°C at 760 mmHg
• Flash Point: 87.6°C
• Density: 1.437g/cm³
• Vapor Pressure: 1.06mmHg at 25°C
• Refractive Index: 1.454
• CAS DataBase Reference: 4-bromobutyraldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromobutyraldehyde(38694-47-2)
• EPA Substance Registry System: 4-bromobutyraldehyde(38694-47-2)

Safety Data

• Hazardous Substances Data: 38694-47-2(Hazardous Substances Data)

Usage

Description

4-Bromobutyraldehyde is a chemical compound with the molecular formula C4H7BrO. It is a colorless to pale yellow liquid with a pungent, sweet odor.

Uses

Used in Pharmaceutical Industry:
4-Bromobutyraldehyde is used as a building block for the production of various pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Industry:
4-Bromobutyraldehyde is used as a building block for the production of various agrochemicals, aiding in the development of agricultural chemicals and products.
Used in Fine Chemicals Industry:
4-Bromobutyraldehyde is used as a building block for the production of fine chemicals, which are important in various chemical applications and processes.
Used in Organic Synthesis:
4-Bromobutyraldehyde is used as an intermediate in the synthesis of other organic compounds, such as 4-bromobutyric acid and 4-bromobutyric acid ethyl ester, facilitating the creation of a range of chemical products.
Used in Flavors and Fragrances Industry:
4-Bromobutyraldehyde is used in the manufacturing of flavors and fragrances, adding to the variety and complexity of scents and tastes in various products.
Used in Research and Development:
4-Bromobutyraldehyde is primarily utilized in the research and development of new chemical products, driving innovation and advancement in the chemical sciences.
Safety Note:
4-Bromobutyraldehyde should be handled with care as it can cause irritation to the skin, eyes, and respiratory system if not used properly.

Upstream product

• 33036-62-3 4-Bromo-1-butanol 
• 109-99-9 tetrahydrofuran 
• 927-58-2 4-bromobutyroyl chloride 
• 2623-87-2 bromobutyric acid 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 1119-51-3 bromopentene 
• 5332-06-9 4-bromobutanenitrile 
• 78362-94-4 {PPN}{HCr(CO)5} 
• 4897-84-1 Methyl 4-bromobutyrate 
• 1310031-36-7 C₁₂H₂₁Br₃O₃ 
• 31930-39-9 4-bromocrotonaldehyde 
• 5162-44-7 1-bromo-4-butene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 65032-47-5 cyclobutyl p-toluenesulfonamide 

Downstream Products

• 24157-02-6 4-bromo-1,1-dimethoxybutane 
• 123289-35-0 (Z)-7-bromo-3-(phenylthio)-1,3-heptadiene 
• 123289-42-9 (E)-7-bromo-3-(phenylthio)-1,3-heptadiene 
• 162732-73-2 1'-(1'R,2'S,5'R)-menthyl-(E)-6-bromohex-2-enoate 
• 62563-07-9 2-(3-bromopropyl)-1,3-dioxolane 
• 157491-70-8 4-bromobutanal dibenzyl acetal 
• 135415-89-3 (R)-2-hydroxy-2-methylhexanenitrile 
• 164472-76-8 (R)-(+)-5-bromo-2-hydroxypentanenitrile 
• 1174400-64-6 N-{4-bromo-1-[(4-methylphenyl)sulfonyl]butyl}-P,P-diphenylphosphinic amide 
• 14631-43-7 2-tetrahydrofuran-2-carbonitrile 
• 1393708-93-4 (R)-4-bromo-1-cyanobutyl acetate 
• 539820-24-1 (S)-tetrahydrofuran-2-carbonitrile 
• 164472-78-0 (R)-(tetrahydrofuran-2-yl)carbonitrile 
• 1403666-74-9 2-(3-bromopropyl)-N,N-dimethyl-4,4-diphenyl-4H-benzo[d][1,3]dioxin-6-amine 

Relevant articles and documents

Design and Synthesis of Novel Macrocyclic Mer Tyrosine Kinase Inhibitors

Mer tyrosine kinase (MerTK) is aberrantly elevated in various tumor cells and has a normal anti-inflammatory role in the innate immune system. Inhibition of MerTK may provide dual effects against these MerTK-expressing tumors through reducing cancer cell survival and redirecting the innate immune response. Recently, we have designed novel and potent macrocyclic pyrrolopyrimidines as MerTK inhibitors using a structure-based approach. The most active macrocycles had an EC50 below 40 nM in a cell-based MerTK phosphor-protein ELISA assay. The X-ray structure of macrocyclic analogue 3 complexed with MerTK was also resolved and demonstrated macrocycles binding in the ATP binding pocket of the MerTK protein as anticipated. In addition, the lead compound 16 (UNC3133) had a 1.6 h half-life and 16% oral bioavailability in a mouse PK study.

A synthesis of (±)-stemoamide using the intramolecular propargylic Barbier reaction

A diastereoselective synthesis of the alkaloid stemoamide has been achieved using the intramolecular propargylic Barbier reaction to construct the seven-membered ring. Georg Thieme Verlag Stuttgart.

Evidence That Trimethyllysine Hydroxylase Catalyzes the Formation of (2S,3S)-3-Hydroxy-Nε-trimethyllysine

Trimethyllysine hydroxylase (TMLH) is an Fe(II) and 2-oxoglutarate (2OG) dependent oxygenase involved in the biomedically important carnitine biosynthesis pathway. A combination of synthetic and NMR studies provides direct evidence that human TMLH catalyzes the stereoselective conversion of (2S)-Nε-trimethyllysine to (2S,3S)-3-hydroxy-Nε-trimethyllysine.

Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone

The development of an anti-Markovnikov Wacker-type oxidation for simple aliphatic alkenes is a significant challenge. Herein, a variety of aldehydes can be selectively obtained from various unbiased aliphatic terminal alkenes using PdCl2(MeCN)2/CuCl in the presence of p-benzoquinone (BQ) under mild reaction conditions. Isomerization of the terminal alkene to the internal alkene was suppressed via slow addition of the starting material to the reaction mixture. In addition to the Pd catalyst, CuCl and BQ were essential in order to obtain the anti-Markovnikov product with high selectivity. Terminal alkenes bearing a halogen substituent afforded their corresponding aldehydes with high anti-Markovnikov selectivity. The halogen acts as a directing group in the reaction. DFT calculations indicate that a μ-chloro Pd(II)?Cu(I) bimetallic species with BQ coordinated to Cu is the catalytically active species in the case of a terminal alkene without a directing group.

Synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine

The invention relates to a synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine. 1,4-butyrolactone, ethyl 4-bromobutyrate and 5-fluoro-2-mercaptopyridine are used as raw materials to prepare 5-fluoro-2-(1-bromocyclopropyl) pyridine through eleven steps of reaction. A synthetic route of the 5-fluoro-2-(1-bromocyclopropyl) pyridine is as follows: (as described in the specification). The invention has the advantages that the synthesis method of 5-fluoro-2-(1-bromocyclopropyl) pyridine improves the yield and provides an efficient synthesis method for the synthesis of the compound.