1-Iodo-2-methylpropane

Base Information

• Chemical Name: 1-Iodo-2-methylpropane
• CAS No.: 513-38-2
• Molecular Formula: C4H9I
• Molecular Weight: 184.02
• Hs Code.: 29033080
• European Community (EC) Number: 208-160-5
• NSC Number: 8421
• UN Number: 2391
• UNII: 82IJ6B9708
• DSSTox Substance ID: DTXSID9060154
• Nikkaji Number: J2.620D
• Wikidata: Q27269335
• Mol file: 513-38-2.mol

Synonyms:Isobutyl iodide;1-IODO-2-METHYLPROPANE;513-38-2;Propane, 1-iodo-2-methyl-;Isobutyljodid;2-Methylpropyl iodide;Primary isobutyl iodide;Isobutyljodid [Czech];1-Jod-2-methylpropan;1-iodo-2-methyl-propane;1-Jod-2-methylpropan [Czech];NSC 8421;EINECS 208-160-5;BRN 1730927;UNII-82IJ6B9708;NSC-8421;82IJ6B9708;isobutyliodide;iodoisobutane;isobutyl iodine;1-iodoisobutane;iso-butyl iodide;2-methylpropyliodide;2-methyl-iodopropane;MFCD00001084;Iodo-2-methylpropane;iso-C4H9I;3-iodo-2-methylpropane;1-iodo-2-methyl propane;1-iodanyl-2-methyl-propane;C4H9I;SCHEMBL28155;ISOBUTYL IODIDE [MI];DTXSID9060154;WLN: I1Y1&1;NSC8421;STR01905;NA2391;STL141079;UN2391;AKOS000119847;1-Iodo-2-methylpropane stabilized over Cu;LS-120830;FT-0607949;I0322;EN300-19804;H11266;A828543;1-IODO-2-METHYLPROPANE (STAB. WITH COPPER);J-802035;Q27269335;F2190-0185;1-Iodo-2-methylpropane, contains copper as stabilizer, 97%

Chemical Property of 1-Iodo-2-methylpropane

Chemical Property:

• Appearance/Colour: clear colorless to light orange liquid
• Vapor Pressure: 20 mm Hg ( 20 °C)
• Melting Point: -93 °C
• Refractive Index: 1.4948
• Boiling Point: 120 °C at 760 mmHg
• Flash Point: 12.8 °C
• PSA: 0.00000
• Density: 1.617 g/cm³
• LogP: 2.07740
• Storage Temp.: Flammables area
• Sensitive.: Light Sensitive
• Solubility.: alcohol: miscible(lit.)
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 183.97490
• Heavy Atom Count: 5
• Complexity: 17.6
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isobutyliodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi,Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/37/38-20-53
• Safety Statements: 16-26-36-9-33

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CI
• Uses: Isobutyl iodide is a useful synthetic building block, such as its use in the palladium-catalyzed alkylation of arylpyridines with alkyl iodides.

Technology Process of 1-Iodo-2-methylpropane

There total 16 articles about 1-Iodo-2-methylpropane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

isobutyl p-toluenesulfonate (4873-56-7) → Isobutyl iodide (513-38-2)

Guidance literature:

With sodium iodide; In neat (no solvent); at 120 ℃; for 0.5h; Microwave irradiation;

DOI:10.1071/CH14242

Reference yield: 74.0%

2-methyl-propan-1-ol (78-83-1) + triphenylphosphine (603-35-0) → Isobutyl iodide (513-38-2)

Guidance literature:

With quinoline; iodine; In nitrobenzene;

DOI:10.1002/ejoc.200300410

Reference yield: 5.0%

i-Amyl alcohol (123-51-3) → 3-methyltetrahydrofuran (13423-15-9) + Isobutyl iodide (513-38-2) + isovaleraldehyde (590-86-3)

Guidance literature:

With N-iodo-succinimide; In chlorobenzene; for 2h; Irradiation;

DOI:10.1021/jo00166a046

upstream raw materials:

2-methyl-propan-1-ol

allyl iodid

Chloroiodomethane

isopropylmagnesium chloride

Downstream raw materials:

(2-methylpropyl)-propanedioic acid, diethyl ester

isobutylmalonic Acid

2-Isobutyl-acetoacetamid

triisobutylphosphane

Refernces

BINAPHTHOL AS A CHIRAL AUXILIARY. ASYMMETRIC ALKYLATION OF ARYLACETIC ACID

10.1016/S0040-4039(00)99135-4

The study investigates the asymmetric alkylation of arylacetic acid derivatives using binaphthyl esters as chiral auxiliaries. The researchers, Kaoru Fuji and colleagues, focused on synthesizing optically active 2-arylalkanoic acids, which are important due to their biological activity. They used (R)-binaphthyl esters of substituted and unsubstituted phenylacetic acids and alkylated them with various alkylating agents such as isopropyl iodide and isobutyl iodide. The reactions were carried out in tetrahydrofuran (THF) with lithium diisopropylamide (LDA) and hexamethylphosphoric triamide (HMPA) as reagents. The study demonstrated high diastereoselectivity, with the bulkiness of the alkylating agents significantly influencing the stereoselectivity. The phenolic hydroxyl group in the binaphthyl esters was found to be crucial for achieving high diastereoselectivity. The researchers also explored the effects of different substituents and reaction conditions on the yield and diastereomeric ratios of the products. The study provides insights into the mechanism of the reaction and its potential applications in the synthesis of biologically active compounds.