20074-80-0

Basic information

• Product Name: 5-chloropentanal
• Synonyms: 5-chloropentanal;Pentanal, 5-chloro-;5-Chlorovaleraldehyde
• CAS NO: 20074-80-0
• Molecular Formula: C5H9ClO
• Molecular Weight: 120.5774
• Mol File: 20074-80-0.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 172℃
• Flash Point: 67℃
• Appearance: /
• Density: 1.006
• Vapor Pressure: 1.36mmHg at 25°C
• Refractive Index: 1.419
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 5-chloropentanal(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloropentanal(20074-80-0)
• EPA Substance Registry System: 5-chloropentanal(20074-80-0)

Safety Data

• Hazardous Substances Data: 20074-80-0(Hazardous Substances Data)

Usage

General Description

5-chloropentanal is a chemical compound with the molecular formula C5H9ClO. It is a highly reactive and volatile liquid with a sharp, pungent odor. The compound is commonly used as an intermediate in the synthesis of various organic compounds, particularly in the production of pharmaceuticals and agrochemicals. 5-chloropentanal is also known for its use as a reagent in organic chemistry reactions, where it undergoes various transformations to produce a wide range of other chemical products. However, it is important to handle this chemical with caution, as it is considered to be toxic and may cause irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C5H9ClO/c6-4-2-1-3-5-7/h5H,1-4H2

Upstream product

• 19141-74-3 5?chloro?1,2?epoxypentane 
• 5259-98-3 5-chloropentan-1-ol 
• 78999-24-3 5-benzyloxy-1-pentanal 
• 928-50-7 5-chloropent-1-ene 
• 20395-28-2 5-chloropentyl acetate 
• 142-68-7 TETRAHYDROPYRANE 
• 14267-92-6 1-chloro-4-pentyne 
• 194920-87-1 5-chloro-2-ethenylpentanoic acid 
• 6280-87-1 δ-chlorovaleronitrile 
• 109-70-6 1.3-chlorobromopropane 
• 113832-57-8 N-ethylidenecyclohexylamine 
• 14273-86-0 methyl 5-chloropentanoate 
• 26939-18-4 2,4,4,6-tetramethyl-5,6-dihydro-4H-1,3-oxazine 
• 96-41-3 Cyclopentanol 

Downstream Products

• 107408-35-5 ethyl (2E)-7-chlorohept-2-enoate 
• 98736-98-2 5-chloro-2-(phenylselenenyl)pentanal 
• 392692-60-3 (2R,4S,5R)-9-chloro-5-hydroxy-2-(p-methoxybenzyloxy)-4-methyl-nonan-3-one 
• 373363-48-5 (S)-3-(5'-chloro-1'-pentylidene)amino-4-phenylmethyl-2-oxazolidinone 
• 392692-64-7 1-[(2R,3R,4R,5R,6R)-6-[(S)-[(2R,4S,5S,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-chloro-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-propan-2-one 
• 392692-66-9 1-[6-[[4-(tert-butyl-dimethyl-silanyloxy)-6-(4-chloro-butyl)-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(4-methoxy-benzyloxy)-methyl]-3,4-bis-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-yl]-7-chloro-4-hydroxy-octa-5,7-dien-2-one 
• 392692-68-1 C₆₃H₉₆Cl₂O₁₁Si₂ 
• 392692-67-0 C₆₂H₉₄Cl₂O₁₂Si₂ 
• 392692-65-8 C₆₃H₉₆BClO₁₁Si 
• 458-88-8 coniine 
• 31848-98-3 1-phenyl-5-chloropentan-1-ol 
• 220858-71-9 3-<7-chloro-3-(S)-hydroxy-2-(R)-phenylheptanoyl>-4-(R)-phenyl-2-oxazolidinone 

Relevant articles and documents

Building polyfunctional piperidines: A stereoselective strategy of a three-component Mannich reaction inspired by biosynthesis and applications in the synthesis of natural alkaloids (+)-241D; (-)-241D; isosolenopsin A and (-)-epimyrtine

A general method to assemble multi-substituted chiral piperidines was developed, inspired by the biosynthesis of piperidine natural products. In biosynthesis, Δ1-piperideine 4 plays a key role as a common intermediate giving rise to a variety of piperidine-based natural alkaloids. Nature uses l-lysine as a building block, enzymatically transforming it into a δ-amino carbonyl intermediate 3 as the precursor to cyclize into Δ1-piperideine 4. We envisioned that such a process could be accomplished by a vinylogous type Mannich reaction if a functionalized dienolate was employed. A stereoselective three-component vinylogous Mannich-type reaction (VMR) of 1,3-bis-trimethylsily enol ether 7 was therefore investigated and was found to give cyclized chiral dihydropyridinone compound 9 as an adduct. Like Δ1-piperideine in biosynthesis, the chiral 2,3-dihydropyridinone compound 9 from VMR is a versatile intermediate for building a variety of new chiral piperidine compounds. The method was showcased by concise two-step approaches in the synthesis of the bioactive natural alkaloids (+)-241D; (-)-241D and isosolenopsin A. Furthermore, when properly functionalized substrate aldehyde 24 was employed, the corresponding dihydropyridinone adduct 25 cyclized to form a second piperidine ring, leading to a chiral polyfunctional quinolizidine enaminone 27. This versatile intermediate was used to prepare a variety of new chiral quinolizidine compounds, including natural alkaloid (-)-epimyrtine.

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A Two-Directional Synthesis of (+)-β-Isosparteine

A two-directional synthesis of (+)-β-isosparteine is described in five steps from glutaric acid, where the entire carbon and nitrogen backbone of the alkaloid, possessing the requisite relative and absolute stereochemistry at its four stereogenic centers, is assembled using a double imino-aldol reaction.

Bioinspired aerobic oxidation of alcohols with a bifunctional ligand based on bipyridine and TEMPO

A novel bioinspired bifunctional ligand incorporating metal-binding site and stable free radical has been synthesized. The catalytic system obtained from the bifunctional ligand with copper(i) iodide in the presence of N-methylimidazole is highly efficient for the oxidation of a broad range of primary benzylic, allylic, alkynyl, aliphatic alcohols and secondary benzylic alcohols to the corresponding aldehydes and ketones in good to excellent yields. The catalyst system exhibits broad functional-group compatibility. The reaction is carried out in acetonitrile as solvent under air balloon at room temperature. The catalyst system features excellent activity for primary aliphatic alcohol oxidation and a high chemoselective oxidation of primary alcohols over the secondary alcohols. This oxidation process is readily amenable to larger-scale application. The interaction of the different components in the reaction mixtures was studied by UV-visible spectroscopy. The data indicated that Cu(i) existed throughout the reaction. A plausible mechanism of the catalytic cycle is proposed.