2050-77-3

Basic information

• Product Name: 1-IODODECANE
• Synonyms: 1-Decyl iodide;1-Decyliodide;1-Iod0decane;1-iodo-decan;Decane,1-iodo-;1-Iododecane (stabilized with Copper chip);10-Iododecane;1-Iododecane,98%
• CAS NO: 2050-77-3
• Molecular Formula: C₁₀H₂₁I
• Molecular Weight: 268.18
• EINECS: 218-104-1
• Product Categories: Iodine Compounds;Aliphatics
• Mol File: 2050-77-3.mol
• Article Data: 21

Chemical Properties

• Melting Point: -16℃
• Boiling Point: 132 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.257 g/mL at 25 °C(lit.)
• Vapor Density: >5 (vs air)
• Vapor Pressure: 0.01 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.485(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Immiscible with water.
• Sensitive: Light Sensitive
• BRN: 1735228
• CAS DataBase Reference: 1-IODODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-IODODECANE(2050-77-3)
• EPA Substance Registry System: 1-IODODECANE(2050-77-3)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• RTECS: HD8705000
• F: 8-10
• TSCA: Yes
• Hazardous Substances Data: 2050-77-3(Hazardous Substances Data)

Usage

Description

1-Iododecane, a clear light yellow liquid, is an organic compound with the chemical formula C10H21I. It is characterized by its electrochemical reduction at mercury cathodes in DMF containing tetra-n-butylammonium perchlorate or tetramethyl ammonium perchlorate as a supporting electrolyte.

Uses

1. Used in Chemical Synthesis:
1-Iododecane is used as a precursor to prepare 9-nonadecanone through a palladium-catalyzed carbonylative cross-coupling reaction with 9-octyl-9-borabicyclo[3.3.l]nonane. This application highlights its importance as a starting material in the synthesis of complex organic molecules.
2. Used as an Intermediate in Organic Synthesis:
1-Iododecane serves as an intermediate in various organic synthesis processes, where it can be further transformed into different compounds with specific applications in various industries.

InChI:InChI=1/C10H21I/c1-2-3-4-5-6-7-8-9-10-11/h2-10H2,1H3

Upstream product

• 872-05-9 1-Decene 
• 74-88-4 methyl iodide 
• 334-56-5 1-fluorodecane 
• 768-92-3 1-adamantyl fluoride 
• 64154-06-9 2-Fluorodecane 
• 128191-27-5 ethylaline 
• 1726-66-5 tri-decylaluminum 
• 75-03-6 ethyl iodide 
• 5349-20-2 1-thiocyanatodecane 
• 620-05-3 iodomethylbenzene 
• 1002-69-3 decyl chloride 
• 88008-60-0 C₁₄H₃₁MgN 
• 98750-95-9 (decylselenonyl)benzene 
• 112-29-8 1-bromo dodecane 

Downstream Products

• 63207-03-4 1-decylpiperazine 
• 6962-34-1 6-chloro-1-decyl-quinolinium; iodide 
• 104-72-3 decylbenzene 
• 35021-67-1 decyloxybenzene 
• 36043-57-9 2-decylisoindoline-1,3-dione 
• 98311-79-6 1-decyloxy-2-nitrobenzene 
• 765-03-7 1-dodecyne 
• 4609-87-4 1-nitrodecane 
• 1653-57-2 Decylnitrit 
• 6064-42-2 heptadecan-7-one 
• 1534-26-5 3-tridecanone 
• 26496-20-8 tetradecan-4-one 
• 57661-23-1 hexadecan-6-one 
• 62103-13-3 1-azidodecane 

Relevant articles and documents

The fluid-mosaic model, homeoviscous adaptation, and ionic liquids: Dramatic lowering of the melting point by side-chain unsaturation

(Figure Presented) Defying conventional wisdom: Ionic liquids (ILs) with long, unsaturated alkyl appendages (see top structure) defy established trends that link long ion-bound alkyl groups to higher melting points. The new ILs are also less viscous than a saturated standard (see bottom structure) at the same temperature. These features parallel those that underpin homeoviscous adaptation in certain organisms and are indirectly supportive of a fluid-mosaiclike nanoscale character.

Catalytic Iodination of the Aliphatic C-F Bond by YbI3(THF)3: Mechanistic Insight and Synthetic Utility

A facile iodination protocol of unactivated alkyl fluorides using catalytic amounts of YbI3(THF)3 in the presence of iodotrimethylsilane as a stoichiometric fluoride trapping agent is presented. 1H NMR spectroscopy demonstrates a two-step catalytic cycle where TMSI regenerates active YbI3(THF)3. Finally, the catalytic reaction is extended into a one-pot procedure to demonstrate a potential application of the method. Overall, the findings present a distinct strategy for C-F bond transformations in the presence of catalytic YbI3(THF)3.

A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.