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4-Iodophenol

CAS No.
540-38-5
Chemical Name:
4-Iodophenol
Synonyms
P-IODOPHENOL;p-Jodphenol;p-iodo-pheno;4-IODOPHENOL;4-iodo-pheno;4-lodophenoI;Phenol, p-iodo-;PHENOL, 4-IODO-;4-Iodophenol99%;PARA-IODOPHENOL
CBNumber:
CB8328252
Molecular Formula:
C6H5IO
Molecular Weight:
220.01
MDL Number:
MFCD00002327
MOL File:
540-38-5.mol
MSDS File:
SDS
Last updated:2023-12-24 16:54:11

4-Iodophenol Properties

Melting point 92-94 °C(lit.)
Boiling point 138 °C5 mm Hg(lit.)
Density 1.8573
Flash point 138°C/5mm
storage temp. Refrigerator
solubility Chloroform (Slightly), Methanol (Slightly)
form Crystals or Crystalline Powder
pka 9.33(at 25℃)
color Pink or beige to brown
Water Solubility slightly soluble
Sensitive Light Sensitive
Merck 14,5036
BRN 1904544
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 540-38-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII BH194BAK0B
NIST Chemistry Reference Phenol, 4-iodo-(540-38-5)
EPA Substance Registry System p-Iodophenol (540-38-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H312-H314
Precautionary statements  P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
Hazard Codes  C,Xi,Xn
Risk Statements  21/22-34-36/37/38-20/21/22
Safety Statements  26-36/37/39-45-22
RIDADR  UN 3261 8/PG 3
WGK Germany  3
RTECS  SL5600000
Hazard Note  Irritant
TSCA  T
HazardClass  IRRITANT, LACHRYMATOR
HS Code  29081900
NFPA 704
1
3 1

4-Iodophenol price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I10201 4-Iodophenol 99% 540-38-5 10g $65.6 2024-03-01 Buy
Sigma-Aldrich I10201 4-Iodophenol 99% 540-38-5 25g $103 2024-03-01 Buy
TCI Chemical I0311 4-Iodophenol >98.0%(GC) 540-38-5 10g $46 2024-03-01 Buy
TCI Chemical I0311 4-Iodophenol >98.0%(GC) 540-38-5 25g $88 2024-03-01 Buy
Alfa Aesar A13455 4-Iodophenol, 98+% 540-38-5 5g $21.65 2024-03-01 Buy
Product number Packaging Price Buy
I10201 10g $65.6 Buy
I10201 25g $103 Buy
I0311 10g $46 Buy
I0311 25g $88 Buy
A13455 5g $21.65 Buy

4-Iodophenol Chemical Properties,Uses,Production

Chemical Properties

Light brown powder. It dissolves slightly in water, but readily dissolves in ethanol, ether, and other organic solvents.

Uses

4-Iodophenol is used in chemiluminescence imaging assays and experiments, as diagnostic agents in order to detect cancer cells in patients. It is also utilized in synthesizing agonists for the estrogen β receptor. Additionally, The compound finds extensive applications in various medical industries as well as in human and animal nutrition products such as pharmaceutical intermediates, and polarizing films for Liquid Crystal Display (LCD) chemicals.

Preparation

It is obtained from 4-Aminophenol by diazotisation and substitution.

Application

4-Iodophenol can be used as a building block for the synthesis of:
Hydroxybiaryls by reacting with aryl boronic acids via Pd-catalyzed Suzuki-Miyaura coupling reaction.[1][2]
Aryl substituted olefins by reacting with acrylates via Pd-catalyzed Heck reaction.[3]
Iodinated-4-aryloxymethylcoumarins [4]
Hydroxylated stilbenoids [5] and psammaplysenes A and B.[6]

Definition

ChEBI: 4-iodophenol is an iodophenol.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 355, 1943
The Journal of Organic Chemistry, 70, p. 8590, 2005 DOI: 10.1021/jo051191x
Tetrahedron Letters, 40, p. 6051, 1999 DOI: 10.1016/S0040-4039(99)01236-8

Metabolism

4-Iodophenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-iodophenoxy)oxane-2-carboxylic acid.

Purification Methods

Crystallise 4-iodophenol from pet ether (b 80-100o) or distil it in vacuo. If the material has a brown or violet color, then dissolve it in CHCl3, shake it with 5% sodium thiosulfate solution until is colourless. Dry (Na2SO4), extract, evaporate and disil the residue in vacuo. [Dains & Eberly Org Synth Coll Vol II 355 1948, Beilstein 6 IV 1074.]

References

[1] HIDEHIRO SAKURAI Toshikazu H Tatsuya Tsukuda. Pd/C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media[J]. The Journal of Organic Chemistry, 2002, 67 8: 2721-2722. DOI:10.1021/jo016342k.
[2] PIOTR WAWRZYNIAK Joachim H. Microwave-Promoted Suzuki—Miyaura Coupling of Arylboronic Acids with 1-Bromo-2-naphthol, o-Bromophenol, and o-Chlorophenol.[J]. ChemInform, 2007, 38 14. DOI:10.1002/chin.200714105.
[3] LUNXIANG YIN Juergen L. Carbon—Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts[J]. ChemInform, 2007, 38 22. DOI:10.1002/chin.200722237.
[4] MAHANTESHA BASANAGOUDA . Synthesis, structure–activity relationship of iodinated-4-aryloxymethyl-coumarins as potential anti-cancer and anti-mycobacterial agents[J]. European Journal of Medicinal Chemistry, 2014, 74: Pages 225-233. DOI:10.1016/j.ejmech.2013.12.061.
[5] AMIT SHARD. Tandem Heck/Decarboxylation/Heck Strategy: Protecting-Group-Free Synthesis of Symmetric and Unsymmetric Hydroxylated Stilbenoids?[J]. Angewandte Chemie International Edition, 2012, 51 49: 12250-12253. DOI:10.1002/anie.201206346.
[6] SAVVAS N. GEORGIADES Jon C. Total Synthesis of Psammaplysenes A and B, Naturally Occurring Inhibitors of FOXO1a Nuclear Export[J]. Organic Letters, 2005, 7 19: 4091-4094. DOI:10.1021/ol0513286.

5122-99-6
540-38-5
Synthesis of 4-Iodophenol from 4-Iodophenylboronic acid
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View Lastest Price from 4-Iodophenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Iodophenol pictures 2023-12-24 4-Iodophenol
540-38-5
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-Iodophenol pictures 2023-09-19 4-Iodophenol
540-38-5
US $0.00 / kg 1kg 99.00% 20tons Hebei Yanxi Chemical Co., Ltd.
4-Iodophenol pictures 2021-07-13 4-Iodophenol
540-38-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • 4-Iodophenol pictures
  • 4-Iodophenol
    540-38-5
  • US $100.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • 4-Iodophenol pictures
  • 4-Iodophenol
    540-38-5
  • US $0.00 / kg
  • 99.00%
  • Hebei Yanxi Chemical Co., Ltd.
  • 4-Iodophenol pictures
  • 4-Iodophenol
    540-38-5
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
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