26235

2-(3-Chloropropyl)-1,3-dioxolane

≥97.0% (GC)

• Synonym(s): 4-Chlorobutyraldehyde ethylene acetal
• Empirical Formula (Hill Notation): C₆H₁₁ClO₂
• CAS Number: 16686-11-6
• Molecular Weight: 150.60
• Beilstein/REAXYS Number: 1236588
• MDL number: MFCD00043135
• UNSPSC Code: 12352100
• PubChem Substance ID: 57648166
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥97.0% (GC)
• form: liquid
• refractive index: n20/D 1.453
• bp: 93-94 °C/12 mmHg (lit.)
• density: 1.142 g/mL at 20 °C (lit.)
• functional group: chloro; ether
• SMILES string: ClCCCC1OCCO1
• InChI: 1S/C6H11ClO2/c7-3-1-2-6-8-4-5-9-6/h6H,1-5H2
• InChI key: ZBPUNVFDQXYNDY-UHFFFAOYSA-N

Description

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 moiety[1][2][3]. It was also used in the synthesis of:

• (±)-histrionicotoxin and (±)-histrionicotoxin 235A using a two-directional strategy[4]
• 4-iodobutyraldehyde, 5-iodovaleraldehyde and 5-iodo-2-petanone[5]
• corresponding phosphonate[6]

Other Notes

Masked γ-chlorobutyraldehyde, useful for the introduction of the 3-(1,3-dioxolan-2-yl)propyl moiety[1][2][3]; Preparation and use of the corresponding phosphonate[6]

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 174.2 °F - closed cup
• flash_point_c: 79 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter