All Photos(1)

Documents

234478

1-Chloro-3-iodopropane

Name: 1-Chloro-3-iodopropane
Brand: ALDRICH

99%

Synonym(s):

Trimethylene chloroiodide

Sign Into View Organizational & Contract Pricing

All Photos(1)

About This Item

Linear Formula:

Cl(CH₂)₃I

CAS Number:

6940-76-7

Molecular Weight:

204.44

Beilstein:

1731115

EC Number:

230-088-8

MDL number:

MFCD00001096

UNSPSC Code:

12352100

PubChem Substance ID:

24854043

NACRES:

NA.22

vapor density

6.8 (vs air)

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Organic Building Blocks

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

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Alkenenitriles: conjugate additions of alkyl iodides with a silica-supported zinc-copper matrix in water.

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

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)

Asymmetric synthesis of chiral N-sulfinyl 3-alkyl- and 3-arylpiperidines by α-alkylation of N-sulfinyl imidates with 1-chloro-3-iodopropane.

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

Synthesis and biological 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 as a potential inhibitor of GAR Tfase and the de novo purine biosynthetic pathway.

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