16355-92-3

Basic information

• Product Name: 1,10-DIIODODECANE
• Synonyms: 1,10-diiodo-decan;DECAMETHYLENE DIIODIDE;1,10-DIIODODECANE;1,10-DIIODODECANE TECH;1,10-diiodododecane;1,10-Diiododecane,97%
• CAS NO: 16355-92-3
• Molecular Formula: C₁₀H₂₀I₂
• Molecular Weight: 394.07
• EINECS: 240-415-6
• Product Categories: Iodine Compounds;Alkyl;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 16355-92-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 33-35 °C(lit.)
• Boiling Point: 197-200 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 2,35 g/cm3
• Vapor Pressure: 9.34E-05mmHg at 25°C
• Refractive Index: 1.4824 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Soluble in methanol.
• Sensitive: Light Sensitive
• BRN: 1738614
• CAS DataBase Reference: 1,10-DIIODODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,10-DIIODODECANE(16355-92-3)
• EPA Substance Registry System: 1,10-DIIODODECANE(16355-92-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: 2811
• WGK Germany: 3
• F: 8
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 16355-92-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow to brownish crystalline solid

Uses

Different sources of media describe the Uses of 16355-92-3 differently. You can refer to the following data:
1. 1,10-Diiododecane is used as an alkylating agent in the synthesis of symmetrical and unsymmetrical bis-cryptophanes and as a crosslinking reagent for tetrabutylammonium polygalacturonic acid. it is also used to produce decane at temperature of 20°C.
2. 1,10-Diiododecane has been used as:an alkylating agent in the synthesis of symmetrical and unsymmetrical bis-cryptophanescrosslinking reagent for tetrabutylammonium polygalacturonic acid

General Description

Electrochemical reduction of 1,10-diiododecane at Hg cathode in dimethylformamide containing tetramethylammonium perchlorate has been investigated.

InChI:InChI=1/C10H20I2/c11-9-7-5-3-1-2-4-6-8-10-12/h1-10H2

Upstream product

• 112-47-0 1,10-Decanediol 
• 4101-68-2 1,10-dibromodecane 
• 110-40-7 diethyl sebacate 
• 32366-73-7 decane-1,10-diyl dimethanesulfonate 
• 53463-68-6 1-bromo-10-decanol 
• 10471-28-0 diethyl dodecanedioate 
• 61575-02-8 1,10-diphenoxy-decane 
• 10034-85-2 hydrogen iodide 
• 111-20-6 1,10-decanedioic acid 
• 2162-98-3 1,10-dichlorodecane 
• 40339-97-7 (5-iodo-pentyl)-phenyl ether 

Downstream Products

• 82136-01-4 1,10-bis(phenylthio)decane 
• 426-64-2 1,10-bis-heptafluorobutyryloxy-decane 
• 4543-66-2 1,12-dodecanedinitrile 
• 124-18-5 decane 
• 112-95-8 icosane 
• 91346-98-4 1,10-dinitrodecane 
• 111-23-9 N,N'''-1,10-decanediylbisguanidine 
• 860519-07-9 1-(10-iodo-decyloxy)-4-methoxy-benzene 
• 120175-51-1 4,4'-bis-ethoxycarbonyl-1,1'-dimethyl-4,4'-diphenyl-dodecahydro-1,1'-decanediyl-bis-azepinium; diiodide 
• 80406-74-2 Bis-(N-methyl-N-phenylamino)decane dimethiodide 
• 1191-67-9 decane-1,10-dithiol 
• 578-95-0 10H-acridin-9-one 
• 18650-13-0 hexadecane-2,15-dione 

Relevant articles and documents

Highly Selective Radical Monoreduction of Dihalides Confined to a Dynamic Supramolecular Host

Reduction of alkyl dihalide guests (2–5 and 7) with trialkylsilanes (R3SiH) was performed in water-soluble host 1 to investigate the effects of confinement on fast radical reactions (k≥103 m?1 s?1). High selectivity (>95 %) for mono-reduced products was observed for primary and secondary dihalide guests under mild conditions. The results highlight the importance of host–guest complexation rates to modulate the product selectivity in radical reactions.

A Simple Convenient Procedure for Iodination of Alcohols and Reductive Iodination of Carbonyl Compounds using N,N-Diethylaniline-Borane-I2 system.

Alcohols, carboxylic acids and carbonyl compounds give the corresponding alkyl iodides in moderate to good yields on reaction with N,N-diethylaniline-borane complex and iodine.

Probing the Existence of a Metastable Binding Site at the β2-Adrenergic Receptor with Homobivalent Bitopic Ligands

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous molecular dynamics studies on ligand binding to the β2-adrenergic receptor (β2AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacological characterization revealed ligands with similar potency and affinity, slightly increased β2/β1AR-selectivity, and/or substantially slower β2AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β2AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacological profiles of ligands.

New synthesis of (11Z,13Z)-11,13-Hexadecadienal, the female sex pheromone of the navel orangeworm

(11Z,13Z)-11,13-Hexadecadienal, the female sex pheromone of the navel orangeworm (Amyelois transitella), was synthesized from commercially available 10-bromo-1-decanol in a 27% overall yield (8 steps). The synthesis was achieved by using 10-iododecanal, trimethylsilylacetylene and (Z)-1-bromo-12-butene as the key building blocks, employing Sonogashira-Hagihara coupling and Brown's hydroboration-protonolysis as the key reactions. The terminal formyl group was installed in the earlier stage of the synthesis rather than in the final step. This procedure enabled the multi-gram-scale preparation of this economically important pheromone.