2-(3-Chloropropyl)-1,3-dioxolane
2-(3-Chloropropyl)-1,3-dioxolane (CAS: 16686-11-6) is a chemical intermediate with the molecular formula C6H11ClO2 and a molecular weight of 150.60 g/mol. This compound serves as a masked form of γ-chlorobutyraldehyde. It is primarily utilised in organic synthesis for the introduction of the 3-(1,3-dioxolan-2-yl)propyl moiety and as a precursor in the synthesis of various halogenated aldehydes and ketones.
- IUPAC
- 4-Chlorobutyraldehyde ethylene acetal
- Synonyms
- 4-Chlorobutyraldehyde ethylene acetal2-(3-Chloropropyl)-1,3-dioxolane
Synthesis of Natural Product Analogues
This dioxolane derivative has been employed in the total synthesis of complex natural products, such as (±)-histrionicotoxin and its analogue (±)-histrionicotoxin 235A, utilising innovative synthetic strategies.
Preparation of Halogenated Aldehydes
It acts as a versatile building block for preparing various halogenated aldehydes and ketones, including 4-iodobutyraldehyde and 5-iodo-2-pentanone, via specific chemical transformations.
Introduction of Functionalised Propyl Chains
The compound is used to introduce a protected 3-oxopropyl group, which can be readily deprotected to yield aldehyde functionalities after further synthetic steps.
Precursor for Phosphonate Synthesis
2-(3-Chloropropyl)-1,3-dioxolane can be converted into the corresponding phosphonate, serving as a valuable intermediate in organophosphorus chemistry.
| Molecular weight | 150.60 |
|---|---|
| Empirical formula | C6H11ClO2 |
| Assay | ≥97.0% (GC) |
| Boiling point | 93-94 °C/12 mmHg(lit.) |
| Density | 1.142 g/mL at 20 °C(lit.) |
| Refractive index | n20/D 1.453 |
| Application | 2-(3-Chloropropyl)-1,3-dioxolane (2-(3′-chloropropyl)-1,3-dioxolane) is a masked γ-chlorobutyraldehyde and was used for the introduction of 3-(1,3-dioxolan-2-yl)propyl moiety1,2,3. It was also used in the synthesis of:• (±)-histrionicotoxin and (±)-histrionicotoxin 235A using a two-directional strategy4• 4-iodobutyraldehyde, 5-iodovaleraldehyde and 5-iodo-2-petanone5• corresponding phosphonate6 |
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 79 °C / 174.2 °F |
| Water hazard class (WGK, DE) | 3 |
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 2-(3-Chloropropyl)-1,3-dioxolane used for?
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2-(3-Chloropropyl)-1,3-dioxolane is used as a masked form of γ-chlorobutyraldehyde for introducing the 3-(1,3-dioxolan-2-yl)propyl moiety and in the synthesis of halogenated aldehydes, ketones, and phosphonates, including its use in the synthesis of histrionicotoxin analogues.
What are the CAS number and formula for 2-(3-Chloropropyl)-1,3-dioxolane?
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The CAS number is 16686-11-6, and the empirical formula is C6H11ClO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2-(3-Chloropropyl)-1,3-dioxolane with an assay of ≥97.0% (GC). This is a technical/research grade chemical and TSS does not represent it as USP, BP, or EP grade.
What are the safety and handling requirements for this chemical?
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This compound is combustible and requires appropriate safety measures. Recommended personal protective equipment includes eyeshields, gloves, and a suitable respirator (e.g., multi-purpose combination cartridge or ABEK filter). Handle in a well-ventilated area. It has a flash point of 79 °C (174.2 °F).
How is 2-(3-Chloropropyl)-1,3-dioxolane typically supplied or exported?
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Tech Serve Solutions is a global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents, providing 2-(3-Chloropropyl)-1,3-dioxolane to customers worldwide.
How can I request a sample or obtain a quote?
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Please contact our sales team directly through our website or via the provided contact details to request a sample or obtain a quotation for 2-(3-Chloropropyl)-1,3-dioxolane.
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