4-Iodobutyl Pivalate

Base Information

• Chemical Name: 4-Iodobutyl Pivalate
• CAS No.: 82131-05-3
• Molecular Formula: C9H17IO2
• Molecular Weight: 284.137
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID30474199
• Nikkaji Number: J1.684.955C
• Wikidata: Q82304042
• Mol file: 82131-05-3.mol

Synonyms:4-Iodobutyl Pivalate;82131-05-3;(4-IODOBUTYL) PIVALATE;4-iodobutyl 2,2-dimethylpropanoate;MFCD11502135;(4-Iodobutyl)Pivalate;Propanoic acid, 2,2-dimethyl-, 4-iodobutyl ester;DTXSID30474199;AKOS024438822;AS-32246;SY008615;CS-0455905;FT-0765213

Chemical Property of 4-Iodobutyl Pivalate

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Boiling Point: 262.025oC at 760 mmHg
• Flash Point: 112.269oC
• PSA: 26.30000
• Density: 1.425g/cm3
• LogP: 2.79090
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 284.02733
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

4-IodobutylPivalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OCCCCI

Technology Process of 4-Iodobutyl Pivalate

There total 7 articles about 4-Iodobutyl Pivalate 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: 100.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 2,2-Dimethylpropanoyl iodide (61915-52-4) → 2,2-dimethylpropionic acid, 4-iodobutyl ester (82131-05-3)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0833333h; Green chemistry;

DOI:10.1039/c4ra10499d

Reference yield: 96.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + pivaloyl chloride (3282-30-2) → 2,2-dimethylpropionic acid, 4-iodobutyl ester (82131-05-3)

Guidance literature:

In acetonitrile; for 22h; Ambient temperature;

DOI:10.1016/S0040-4039(00)86921-X

Reference yield: 89.0%

4-pivaloyloxy-1-butanol (209254-60-4) → 2,2-dimethylpropionic acid, 4-iodobutyl ester (82131-05-3)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo8014616

upstream raw materials:

tetrahydrofuran

pivaloyl chloride

2,2-Dimethyl-propionic acid 4-(toluene-4-sulfonyloxy)-butyl ester

4-pivaloyloxy-1-butanol

Downstream raw materials:

2,2-dimethyl-propionic acid-4-(2-hydroxymethylbenzoimidazol-1-yl)butyl ester

2,2-Dimethyl-propionic acid (S)-7-ethoxycarbonylamino-6-oxo-5-(toluene-4-sulfonyl)-octyl ester

Refernces

• 1、 Bull, James A.,Charette, Andre B.. "Improved procedure for the synthesis of gem-diiodoalkanes by the alkylation of diiodomethane. Scope and limitations". . p. 8097 - 8100. Retrieved 2008/12/22.
• 2、 Wu, Yikang,Ahlberg, Per. "A Synthetic Study towards (5R*, 6S*)-6-(2-Indenyl)spirodecan-2-one". . p. 364 - 374. Retrieved 2007/10/02.