Tert-butyl 4-iodobenzoate

Base Information

• Chemical Name: Tert-butyl 4-iodobenzoate
• CAS No.: 120363-13-5
• Molecular Formula: C11H13IO2
• Molecular Weight: 304.128
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID40456345
• Nikkaji Number: J351.049B
• Wikidata: Q82278751
• Mol file: 120363-13-5.mol

Synonyms:Tert-butyl 4-iodobenzoate;120363-13-5;tert-Butyl-4-iodobenzoate;MFCD11501908;1,1-Dimethylethyl 4-iodobenzoate;t-butyl p-iodobenzoate;Tert-butyl4-iodobenzoate;SCHEMBL1560690;DTXSID40456345;QHHNHUWOOFETNQ-UHFFFAOYSA-N;4-Iodobenzoic Acid tert-butyl Ester;AR3341;4-Iodo-benzoic acid tert-butyl ester;AKOS010054648;AS-10216;SY115688;CS-0041087;FT-0664137;A26001

Chemical Property of Tert-butyl 4-iodobenzoate

Chemical Property:

• Melting Point: 107-110 °C(Solv: hexane (110-54-3))
• Boiling Point: 310.2±25.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.528±0.06 g/cm3(Predicted)
• LogP: 3.24650
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO, Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 303.99603
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-Iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=CC=C(C=C1)I
• Uses: 4-iodo substituted benzoic acid derivative used as a building block for the synthesis of various of biologically active compounds.

Technology Process of Tert-butyl 4-iodobenzoate

There total 7 articles about Tert-butyl 4-iodobenzoate 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: 99.9%

4-iodobenzoic acid (619-58-9) + potassium tert-butylate (865-47-4) → tert-butyl 4-iodobenzoate (120363-13-5)

Guidance literature:

4-iodobenzoic acid; With thionyl chloride; N,N-dimethyl-formamide; at 75 ℃; for 1h; Inert atmosphere;

potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield: 87.0%

4-iodobenzoic acid (619-58-9) + isobutene (115-11-7,15220-85-6) → tert-butyl 4-iodobenzoate (120363-13-5)

Guidance literature:

With sulfuric acid; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1021/jo00129a040

Reference yield: 15.0%

4-iodobenzoic acid (619-58-9) + tert-butyl alcohol (75-65-0) → tert-butyl 4-iodobenzoate (120363-13-5)

Guidance literature:

With sulfuric acid; magnesium sulfate; In dichloromethane; at 23 ℃; for 48h;

DOI:10.1016/j.bmcl.2011.10.113

upstream raw materials:

4-iodobenzoic acid

isobutene

N,N-dimethylformamide di-tert-butyl acetal

tert-butyl alcohol

Downstream raw materials:

N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-<(1,1-dimethylethoxy)carbonyl>phenoxy>-D-tyrosine methyl ester

N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-<(1,1-dimethylethoxy)carbonyl>phenoxy>-L-tyrosine methyl ester

4-{2-Benzyloxy-5-[2-(benzyloxycarbonyl-methyl-amino)-2-methoxycarbonyl-ethyl]-phenoxy}-benzoic acid tert-butyl ester

4-{2-Benzyloxy-5-[2-(benzyloxycarbonyl-methyl-amino)-2-methoxycarbonyl-ethyl]-phenoxy}-benzoic acid tert-butyl ester