6940-76-7

Basic information

• Product Name: 1-CHLORO-3-IODOPROPANE
• Synonyms: 1-chloro-3-iodo-propan;1-CHLORO-3-IODOPROPANE;3-CHLOROPROPYL IODIDE;TRIMETHYLENE CHLOROIODIDE;1-Chloro-3-iodoproprane;1-CHLORO-3-IODOPROPANE, STAB.;1-Chloro-3-iodopropane,98%;1-Chloro-3-iodopropane, stabilized, 98%
• CAS NO: 6940-76-7
• Molecular Formula: C₃H₆ClI
• Molecular Weight: 204.44
• EINECS: 230-088-8
• Product Categories: omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Haloalkyl Chlorides
• Mol File: 6940-76-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 170-172 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear light yellow or light pink to orange/Liquid
• Density: 1.904 g/mL at 25 °C(lit.)
• Vapor Density: 6.8 (vs air)
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.548(lit.)
• Storage Temp.: 2-8°C
• Solubility: Difficult to mix.
• Sensitive: Light Sensitive
• BRN: 1731115
• CAS DataBase Reference: 1-CHLORO-3-IODOPROPANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-3-IODOPROPANE(6940-76-7)
• EPA Substance Registry System: 1-CHLORO-3-IODOPROPANE(6940-76-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 8-10
• TSCA: Yes
• Hazardous Substances Data: 6940-76-7(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR SLIGHTLY YELLOWISH TO LIGHT PINK LIQUID

Uses

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.

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.

InChI:InChI=1/C3H6ClI/c4-2-1-3-5/h1-3H2

Upstream product

• 627-30-5 1-chloro-3-hydroxypropane 
• 50893-53-3 carbonochloridic acid 1-chloro-ethyl ester 
• 16133-36-1 2-(3-chloro-propoxy)-benzo[1,3,2]dioxaphosphole 
• 109-70-6 1.3-chlorobromopropane 
• 142-28-9 1,3-Dichloropropane 
• 4239-16-1 3-chloro-1-propanol methansulphonate 
• 74-85-1 ethene 
• 593-71-5 Chloroiodomethane 

Downstream Products

• 360568-56-5 2-(3-chloropropyl)-2-carboethoxycyclohexanone 
• 1186301-82-5 tert-butyl (S)-2-benzylpyrrolidine-2-carboxylate 
• 1236157-14-4 tert-butyl (S)-2-phenyl-pyrrolidine-2-carboxylate 
• 1240469-67-3 methyl 5-chloro-2-(2,4-difluorophenyl)pentanoate 
• 24463-87-4 (5-chloropent-1-ynyl)benzene 
• 935-06-8 N-(2-chloroethyl)aniline 
• 553-27-5 aniline mustard 
• 335030-36-9 1-(tert-butoxycarbonyl)-1,2,3,4-tetrahydro-1,8-naphthyridine 
• 618462-44-5 (3S,6R)-4-benzyl-2,5-diketo-3-isopropyl-6-(3-chloropropyl)-1,4-diazabicyclo[4.3.0]nonane 
• 618462-36-5 (3R,6S)-1-Benzyl-3-[3-((2R,5S)-4-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-propyl]-3-(3-chloro-propyl)-5-ethoxy-6-isopropyl-3,6-dihydro-1H-pyrazin-2-one 
• 618462-42-3 (3R,6S)-1-Benzyl-3-(3-chloro-propyl)-5-ethoxy-6-isopropyl-3,6-dihydro-1H-pyrazin-2-one 
• 62344-00-7 (5-chloropentanoylmethylene)-triphenylphosphorane 
• 566198-00-3 2-(3-chloropropyl)-2-pentadeuterophenyl-1,3-dithiane 
• 91193-50-9 1-Chlor-4-cyan-4-<4-chlor-phenyl>-butan 

Relevant articles and documents

Sterically controlled alkylation of arenes through iridium-catalyzed C-H borylation

Complementary chemistry: A one-pot method for the site-selective alkylation of arenes controlled by steric effects is reported. The process occurs through Ir-catalyzed C-H borylation, followed by Pd- or Ni-catalyzed coupling with alkyl electrophiles. This selectivity complements that of the typical Friedel-Crafts alkylation; meta-selective alkylation of a broad range of arenes with various electronic properties and functional groups occurs in good yield with high site selectivity. Copyright

NEW PREPARATION OF ALKYL IODIDES FROM THE CORRESPONDING ALCOHOLS

It is shown that alkyl iodides can be obtained from the corresponding alkyl α-chloroethyl carbonate and NaI or by direct reaction between the alcohol, α-chloroethyl chloroformate and NaI.

α-NITRO SULFONES. 2. CONVENIENT NEW SYNTHESIS AND SELECTED FUNCTIONAL GROUP TRANSFORMATIONS

(Phenylsulfonyl)nitromethane (1) is preferentially C-alkylated by benzylic halides and primary alkyl iodides, affording secondary α-nitro sulfone products. α-Nitro sulfones are also obtained from the corresponding C-alkylation of allylic acetates in the presence of catalytic tetrakis(triphenylphosphine)palladium.The palladium(0)-catalyzed reaction is stereospecific for geranyl and neryl acetates and is also regioselective.Desulfonation of α-nitro sulfones is readily accomplished by light-induced reduction with 1-benzyl-1,4-dihydronicotinamide (BNAH).Reduction of secondary α-nitro sulfones with 20percent aqueous titanium(III) chloride affords nitriles.Oxidation with alkaline permanganate affords carboxylic acids.