2-Iodophenylacetic acid

Base Information

• Chemical Name: 2-Iodophenylacetic acid
• CAS No.: 18698-96-9
• Molecular Formula: C8H7IO2
• Molecular Weight: 262.047
• Hs Code.: 29163990
• European Community (EC) Number: 629-244-1
• DSSTox Substance ID: DTXSID60381620
• Nikkaji Number: J27.549B
• Wikidata: Q72484316
• Mol file: 18698-96-9.mol

Synonyms:2-Iodophenylacetic acid;18698-96-9;2-(2-iodophenyl)acetic acid;benzeneacetic acid, 2-iodo-;2-iodophenyl acetic acid;MFCD00046546;(2-iodophenyl)acetic acid;o-IODOPHENYLACETIC ACID;2-Iodobenzeneacetic acid;2-(2-Iodophenyl)aceticAcid;CDS1_000853;Maybridge1_005605;Oprea1_299760;DivK1c_001893;SCHEMBL314806;2-Iodophenylacetic acid, 97%;HMS557G17;DTXSID60381620;IUHXGZHKSYYDIL-UHFFFAOYSA-N;STR04067;BBL103958;NRB 00709;STL557768;AKOS015853909;CS-W007782;PS-4442;AC-26154;SY035508;A4135;AM20030227;BB 0268068;FT-0612685;I0723;EN300-113211;J-012023;Z1269196288

Chemical Property of 2-Iodophenylacetic acid

Chemical Property:

• Appearance/Colour: Cream powder
• Vapor Pressure: 2.5E-05mmHg at 25°C
• Melting Point: 116-119 °C(lit.)
• Refractive Index: 1.643
• Boiling Point: 344.5 °C at 760 mmHg
• PKA: pK1:4.038 (25°C)
• Flash Point: 162.1 °C
• PSA: 37.30000
• Density: 1.885 g/cm³
• LogP: 1.91830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 261.94908
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

2-Iodophenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)I
• Uses: 2-Iodophenylacetic acid is a synthetic intermediate that is widely used in the chemical, pharmaceutical and cosmetic industries. 2-Iodophenylacetic acid is also used as a reagent to synthesize Cepharanone B, a natural and potentially antineoplastic aristolactam that is found in Piper longum (a medicinal plant native to India).

Technology Process of 2-Iodophenylacetic acid

There total 17 articles about 2-Iodophenylacetic acid 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: 97.0%

(2-iodophenyl)diazomethyl ketone (52470-94-7) → o-iodophenylacetic acid (18698-96-9)

Guidance literature:

With lithium perchlorate; In acetonitrile; at 26.85 ℃; Electrochemical reaction;

DOI:10.1002/chem.200500696

Reference yield: 87.0%

2-(2-iodophenyl)acetonitrile (40400-15-5) → o-iodophenylacetic acid (18698-96-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 6.5h; Heating;

DOI:10.1021/jo9901900

Reference yield: 79.0%

carbon dioxide (124-38-9,18923-20-1) + C7H7IN2 → o-iodophenylacetic acid (18698-96-9)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; caesium carbonate; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c8sc01299g

upstream raw materials:

2-Iodobenzyl bromide

potassium cyanide

2-(2-iodophenyl)acetonitrile

sodium cyanide

Downstream raw materials:

2-(4-Amino-phenylmercapto)-phenylessigsaeure

2-<2-(4-methylthiophenylthio)phenyl>acetic acid

2-(2-iodophenyl)-acetamide

2-chloro-5-(toluene-4-sulfonyl)-5H,7H-dibenzo[b,g][1,4]thiazocin-6-one

Refernces

• 1、 Li, Yongfeng,Liu, Lu,Tang, Zhiqiong,Zhang, Junliang. "Gold-catalyzed intermolecular [4+1] spiroannulation: via site-selective aromatic C(sp2)-H functionalization and dearomatization of phenol derivatives". supporting information. p. 8202 - 8205. Retrieved 2020/08/17.
• 2、 Peng, Yu,Xiao, Jian,Xu, Xiao-Bo,Duan, Shu-Ming,Ren, Li,Shao, Yong-Liang,Wang, Ya-Wen. "Stereospecific Synthesis of Tetrahydronaphtho[2,3-b]furans Enabled by a Nickel-Promoted Tandem Reductive Cyclization". supporting information. p. 5170 - 5173. Retrieved 2016/10/14.