234478
1-Chloro-3-iodopropane
99%
Synonym(s):
Trimethylene chloroiodide
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Linear Formula:
Cl(CH2)3I
CAS Number:
Molecular Weight:
204.44
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
230-088-8
Beilstein/REAXYS Number:
1731115
MDL number:
Assay:
99%
Form:
liquid
InChI key
SFOYQZYQTQDRIY-UHFFFAOYSA-N
InChI
1S/C3H6ClI/c4-2-1-3-5/h1-3H2
SMILES string
ClCCCI
vapor density
6.8 (vs air)
vapor pressure
2 mmHg ( 20 °C)
assay
99%
form
liquid
contains
copper as stabilizer
Quality Level
refractive index
n20/D 1.548 (lit.)
bp
170-172 °C (lit.)
density
1.904 g/mL at 25 °C (lit.)
functional group
chloro, iodo
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Synthesis of 1, 2, 3, 4-tetrahydroquinolines and 1, 2, 3, 4-tetrahydro-1, 6-naphthyridines by a directed lithiation reaction.
Reed JN, et al.
Tetrahedron Letters, 29(45), 5725-5728 (1988)
Electrochemical Reduction of 1, 3-Dihalopropanes at Carbon Cathodes in Dimethylformamide.
Pritts WA and Peters DG.
Journal of the Electrochemical Society, 141(4), 990-995 (1994)
Fraser F Fleming et al.
The Journal of organic chemistry, 72(18), 6961-6969 (2007-08-10)
A new silica-supported zinc-copper matrix reagent promotes the conjugate addition of alkyl iodides to cyclic and acyclic alkenenitriles in water. X-ray diffraction and electron microscopy techniques suggest that the active copper species generated from elemental zinc and copper(I) iodide is
Filip Colpaert et al.
The Journal of organic chemistry, 76(1), 234-244 (2010-12-02)
α-Alkylation of N-sulfinyl imidates with 1-chloro-3-iodopropane successfully led to 2-substituted N-tert-butanesulfinyl-5-chloropentanimidates in acceptable diastereomeric ratios (dr 67/33 to 72/28) and good yields (74-86%). Subsequent reduction with NaBH(4) led to the corresponding 2-substituted N-tert-butanesulfinyl-5-chloropentylamines, which could be cyclized to a range
Heng Cheng et al.
Bioorganic & medicinal chemistry, 13(10), 3593-3599 (2005-04-26)
The synthesis and evaluation of N-[4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl]-L-glutamic acid (2) as an inhibitor of glycinamide ribonucleotide transformylase (GAR Tfase) and aminoimidazole carboxamide ribonucleotide transformylase (AICAR Tfase) are reported. The inhibitor 2 was prepared in a convergent synthesis involving C-alkylation of methyl 4-(4,4,4-trifluoro-3-dimethylhydrazonobutyl)benzoate
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service