tert-Butyl iodide

Base Information

• Chemical Name: tert-Butyl iodide
• CAS No.: 558-17-8
• Molecular Formula: C4H9 I
• Molecular Weight: 184.02
• Hs Code.: 29033990
• European Community (EC) Number: 209-190-1
• UNII: E5HY19G10P
• DSSTox Substance ID: DTXSID3060328
• Nikkaji Number: J2.668I
• Wikidata: Q25385497
• Mol file: 558-17-8.mol

Synonyms:tert-Butyl iodide;2-Iodo-2-methylpropane;558-17-8;PROPANE, 2-IODO-2-METHYL-;Trimethyliodomethane;t-butyl iodide;2-iodo-2-methyl-propane;EINECS 209-190-1;BRN 0505950;UNII-E5HY19G10P;E5HY19G10P;2-Jod-2-Methylpropan;4-01-00-00300 (Beilstein Handbook Reference);tert-C4H9I;2-methyl-2-iodopropane;1,1-dimethylethyl iodide;SCHEMBL7251;BUTYL IODIDE, TERT-;DTXSID3060328;MFCD00001068;AKOS009031397;LS-120831;B1072;FT-0612653;2-Iodo-2-methylpropane stabilized over copper;D88747;J-802086;Q25385497;2-Iodo-2-methylpropane, contains copper as stabilizer, 95%

Chemical Property of tert-Butyl iodide

Chemical Property:

• Appearance/Colour: deep brown liquid
• Melting Point: ?38 °C(lit.)
• Refractive Index: n20/D 1.491(lit.)
• Boiling Point: 99-100 °C(lit.)
• Flash Point: 46 °F
• PSA: 0.00000
• Density: 1.544 g/mL at 25 °C(lit.)
• LogP: 2.21990
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Miscible with ethanol and ether.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 183.97490
• Heavy Atom Count: 5
• Complexity: 25.1

Purity/Quality:

99% ^*data from raw suppliers

2-Iodo-2-methylpropane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)I
• Uses: 2-Iodo-2-methylpropane is used as a chemical reagent in organic synthesis. Further, it serves as a pharmaceutical intermediate.

Technology Process of tert-Butyl iodide

There total 31 articles about tert-Butyl iodide 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: 92.0%

tert-butyl alcohol (75-65-0) → tert-Butyl iodide (558-17-8)

Guidance literature:

With potassium iodide; In acetonitrile; at 20 ℃; for 0.666667h;

Reference yield: 90.0%

tertiary butyl chloride (507-20-0) → tert-Butyl iodide (558-17-8)

Guidance literature:

With trimethylsilyl iodide; In chloroform; for 16h; Heating;

DOI:10.1021/jo00331a030

Reference yield:

2,3-dimethylbutane (79-29-8) → Isobutyl iodide (513-38-2) + iodo-2 dimethyl-2,3 butane (594-59-2) + rac-2,3-dimethyl-1-iodobutane (2300-25-6,2300-27-8,71486-02-7,31295-00-8) + tert-Butyl iodide (558-17-8)

Guidance literature:

With hydrogen iodide; In solid matrix; at -196.1 ℃; Further byproducts given; Irradiation; γ-radiolysis (60Co);

upstream raw materials:

Isobutyl iodide

isobutene

tert-butyl alcohol

tertiary butyl chloride

Downstream raw materials:

N-tert-butylaniline

4-tert-butylnitrobenzene

4-tert-Butylaniline

N-tert-butyl-N-phenylhydroxylamine

Refernces

• 1、 Yang, Zhen,Koenigs, Rene M.. "Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes". supporting information. p. 3694 - 3699. Retrieved 2021/02/01.
• 2、 Yue, Fuyang,Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin. "Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator". supporting information. p. 7306 - 7310. Retrieved 2021/10/01.