234478

1-Chloro-3-iodopropane

99%

• Synonym(s): Trimethylene chloroiodide
• Linear Formula: Cl(CH₂)₃I
• CAS Number: 6940-76-7
• Molecular Weight: 204.44
• Beilstein/REAXYS Number: 1731115
• EC Number: 230-088-8
• MDL number: MFCD00001096
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854043
• NACRES: NA.22

Properties

• vapor density: 6.8 (vs air)
• vapor pressure: 2 mmHg ( 20 °C)
• assay: 99%
• form: liquid
• contains: copper as stabilizer
• refractive index: n20/D 1.548 (lit.)
• bp: 170-172 °C (lit.)
• density: 1.904 g/mL at 25 °C (lit.)
• SMILES string: ClCCCI
• InChI: 1S/C3H6ClI/c4-2-1-3-5/h1-3H2
• InChI key: SFOYQZYQTQDRIY-UHFFFAOYSA-N

Description

General description

1-Chloro-3-iodopropane undergoes asymmetric α-alkylation with N-sulfinyl imidates to yield 2-substituted N-tert-butanesulfinyl-5-chloropentanimidates. Electroreduction of 1-chloro-3-iodopropane at glassy carbon electrode in dimethylformamide containing tetra-n-butylammonium perchlorate has been investigated by cyclic voltammetry. It also participates in conjugate addition of alkyl iodides to α,β-unsaturated nitriles in water.

Application

1-Chloro-3-iodopropane has been used in the synthesis of:

• N-[4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl]-L-glutamic acid, an inhibitor of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide ribonucleotide transformylase (AICAR Tfase)
• interesting ″proton sponge″ type molecule quino[7,8-h]quinoline

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter