1-Formylpiperidine
1-Formylpiperidine (CAS: 2591-86-8, C6H11NO) is a chemical compound with a molecular weight of 113.16. It serves as a valuable reactant in various organic synthesis applications. Its primary uses include direct amidation of azoles, Vilsmeier-type reactions, and CO-free aminocarbonylation of N-substituted formamides, making it a useful building block in chemical synthesis and the development of heterocyclic compounds.
- IUPAC
- N-Carbaldehyde piperidine,NFP,Piperidine-1-carboxaldehyde
- Synonyms
- N-Carbaldehyde piperidineNFPPiperidine-1-carboxaldehyde
Amidation and Vilsmeier Reactions
1-Formylpiperidine is employed as a reactant for the direct amidation of azoles via metal-free C-H activation and in Vilsmeier-type reactions of pyrazoles with amides.
Aminocarbonylation Synthesis
It participates in CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides, catalysed by palladium acetate and Xantphos, for the synthesis of arylamides.
Copolymer Synthesis
This compound is utilized in the synthesis of alternating copolymers, which are relevant for organic photovoltaic applications.
Functionalization of Heterocyclic Reagents
1-Formylpiperidine is a key reagent in the one-pot double functionalization of π-deficient heterocyclic lithium reagents.
Piezofluorochromic Compound Synthesis
It aids in the synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds.
| Molecular weight | 113.16 |
|---|---|
| Empirical formula | C6H11NO |
| Assay | 99% |
| Boiling point | 222 °C(lit.) |
| Density | 1.019 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.484(lit.) |
| Vapour pressure | 0.1 mmHg (25 °C) |
| Application | Reactant for: • Direct amidation of azoles with formamides via metal-free C-H activation in the presence of tert-butyl perbenzoate1• Vilsmeier-type reactions of pyrazoles with amides in the presence of phosphorous oxychloride2• CO-free aminocarbonylation of N-substituted formamides with aryl iodides/bromides catalyzed by palladium acetate and Xantphos for synthesis of arylamides3• Synthesis of alternating copolymers for organic photovoltaic applications4• One-pot double functionalization of π-deficient heterocyclic lithium reagents5• Synthesis of thermally stable piezofluorochromic aggregation-induced emission compounds6 |
Hazard statements
- H302Harmful if swallowed
- H311Toxic in contact with skin
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P312Call a POISON CENTER if you feel unwell
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 102 °C / 215.6 °F |
| Transport (UN / ADR) | UN 2810 6.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 21/22-36/37/38 |
| Safety statements (S) | 26-36/37 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1-Formylpiperidine used for?
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1-Formylpiperidine is used as a reactant in various organic synthesis applications, including direct amidation of azoles, Vilsmeier-type reactions, CO-free aminocarbonylation of N-substituted formamides, and the synthesis of copolymers and piezofluorochromic compounds.
What is the CAS number and formula for 1-Formylpiperidine?
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The CAS number for 1-Formylpiperidine is 2591-86-8, and its empirical formula is C6H11NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1-Formylpiperidine with an assay of 99%. This is a technical/research grade, and TSS does not represent it as USP, BP, or EP grade.
What are the safety considerations for handling 1-Formylpiperidine?
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1-Formylpiperidine is classified with GHS06 symbol and a Danger signal word. It carries hazard statements H302 (Harmful if swallowed), H311 (Toxic in contact with skin), H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including eyeshields, faceshields, gloves, and a suitable respirator, should be used when handling this compound.
How is 1-Formylpiperidine packaged, shipped, and exported?
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1-Formylpiperidine is typically packaged in compliance with safety and transport regulations. Tech Serve Solutions is experienced in exporting chemicals globally. For specific shipping and packaging inquiries, please contact our sales team.
How can I request a sample or quote for 1-Formylpiperidine?
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To request a sample or a quote for 1-Formylpiperidine, please contact our sales department through the website or by phone.
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