4-Iodophenoxyacetic acid Chemical Properties

Melting point:

154-157 °C(lit.)

Boiling point:

358.5±22.0 °C(Predicted)

Density 

1.8227 (estimate)

pka

pK1:3.16 (25°C)

form 

powder to crystal

color 

White to Almost white

Sensitive 

Light Sensitive

BRN 

2259999

CAS DataBase Reference

1878-94-0(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29189900

MSDS

• Language:English Provider:4-Iodophenoxyacetic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Iodophenoxyacetic acid Usage And Synthesis

Chemical Properties

almost white powder

Synthesis

The general procedure for the synthesis of p-iodophenoxyacetic acid from ethyl (4-iodophenoxy)acetate was as follows: ethyl (4-iodophenoxy)acetate (1.53 g, 5.0 mmol) was mixed with lithium hydroxide monohydrate (258 mg, 6.1 mmol) in a 1:1 mixture of tetrahydrofuran (THF) and water (12 mL) and stirred for 5 min at room temperature. Upon completion of the reaction, the reaction was quenched with 1N hydrochloric acid (HCl) solution, followed by removal of the organic solvent by distillation under reduced pressure. The crude product was extracted with ethyl acetate, washed sequentially with saturated aqueous sodium chloride (NaCl) solution and dried with anhydrous magnesium sulfate (MgSO4), and finally concentrated to give p-iodophenoxyacetic acid (1.36 g, 4.9 mmol, 98% yield) as a white solid. The product was confirmed by nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, CD3OD): δ 7.48 (d, J = 8.6 Hz, 2H), 6.66 (d, J = 8.6 Hz, 2H), 4.54 (s, 2H); nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, CD3OD): δ 172.3, 159.4, 139.4 , 118.1, 84.1, 65.8; mass spectrum (ESI) m/z 276 [M-H]-.

References

[1] Journal of Organometallic Chemistry, 2013, vol. 747, p. 189 - 194
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 7, p. 1675 - 1684
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1453 - 1456
[4] Patent: WO2007/120012, 2007, A1. Location in patent: Page/Page column 79

4-Iodophenoxyacetic acid(1878-94-0)Related Product Information

• Fluroxypyr
• 4-Chlorophenoxyacetic acid
• Stearic acid
• Phenoxyacetic acid
• (Diacetoxyiodo)benzene
• 1,4-Diiodobenzene
• Folic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Allyl phenoxyacetate
• Citric acid
• Ascoric Acid
• phenobutiodil
• ETHYL 6-IODO-4-OXO-4H-CHROMENE-2-CARBOXYLATE
• (4-IODOPHENOXY) ACETIC ACID ETHYL ESTER
• 2-Iodophenoxyacetic acid
• 4-Iodophenoxyacetic acid
• Sodium 4-iodophenoxyacetic acid
• 2H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 3,4-DIHYDRO-6-IODO-