4-Iodophenol

ChemicalBook > CAS DataBase List > 4-Iodophenol

Product Name: 4-Iodophenol
CAS No.: 540-38-5
Chemical Name: 4-Iodophenol
Synonyms: P-IODOPHENOL;p-Jodphenol;p-iodo-pheno;4-iodo-pheno;4-IODOPHENOL;4-lodophenoI;PHENOL, 4-IODO-;Phenol, p-iodo-;I**4-Iodophenol;4-Iodophenol99%
CBNumber: CB8328252
Molecular Formula: C6H5IO
Formula Weight: 220.01
MOL File: 540-38-5.mol

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4-Iodophenol Property

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)
NIST Chemistry Reference: Phenol, 4-iodo-(540-38-5)
EPA Substance Registry System: p-Iodophenol (540-38-5)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I10201
Product name: 4-Iodophenol
Purity: 99%
Packaging: 10g
Price: $65.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: I10201
Product name: 4-Iodophenol
Purity: 99%
Packaging: 25g
Price: $103
Updated: 2024/03/01

TCI Chemical

Product number: I0311
Product name: 4-Iodophenol
Purity: >98.0%(GC)
Packaging: 10g
Price: $46
Updated: 2024/03/01

TCI Chemical

Product number: I0311
Product name: 4-Iodophenol
Purity: >98.0%(GC)
Packaging: 25g
Price: $88
Updated: 2024/03/01

Alfa Aesar

Product number: A13455
Product name: 4-Iodophenol, 98+%
Packaging: 5g
Price: $21.65
Updated: 2024/03/01

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4-Iodophenol Chemical Properties,Usage,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.

4-Iodophenol Preparation Products And Raw materials

Raw materials

Copper 4-Aminophenol

Preparation Products

4-Iodophenoxyacetic acid

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View Lastest Price from 4-Iodophenol manufacturers

Hebei Yanxi Chemical Co., Ltd.

Product: 4-Iodophenol 540-38-5
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99.00%
Supply Ability: 20tons
Release date: 2023-09-19

Henan Fengda Chemical Co., Ltd

Product: 4-Iodophenol 540-38-5
Price: US $100.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-24

Zhuozhou Wenxi import and Export Co., Ltd

Product: 4-Iodophenol 540-38-5
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

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