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2-Iodobenzoic acid

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2-Iodobenzoic acid Basic information
Product Name:2-Iodobenzoic acid
Synonyms:RARECHEM AL BO 0686;2-IODOBENZOIC ACID;BENZOIC ACID, 2-IODO-;'LGC' (4009);IODOBENZOIC-2 ACID;2-IODOBENZOIC ACID pure;2-(Hydroxycarbonyl)phenyliodine;2-Iodobenzoic acid, 98% 100GR
CAS:88-67-5
MF:C7H5IO2
MW:248.02
EINECS:201-850-7
Product Categories:Aromatics;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks;C7;Carbonyl Compounds;Carboxylic Acids;API intermediates;Acids & Esters;Iodine Compounds;Pyrrolidines;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;bc0001;88-67-5
Mol File:88-67-5.mol
2-Iodobenzoic acid Structure
2-Iodobenzoic acid Chemical Properties
Melting point 160-162 °C(lit.)
Boiling point 313.9±25.0 °C(Predicted)
density 2.25
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Soluble in dimethyl sulfoxide and methanol
pka2.85(at 25℃)
form Powder, Crystals or Flakes
color Light yellow to orange-brown
Water Solubility sparingly soluble
Sensitive Light Sensitive
Merck 14,5030
BRN 1861406
Stability:Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKeyCJNZAXGUTKBIHP-UHFFFAOYSA-N
CAS DataBase Reference88-67-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 2-iodo-(88-67-5)
EPA Substance Registry SystemBenzoic acid, 2-iodo- (88-67-5)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-37/38-41-36/37/38-20/21/22
Safety Statements 26-39-24/25-22-36
WGK Germany 3
RTECS DH2975000
Hazard Note Irritant
TSCA T
HazardClass IRRITANT, LIGHT SENSITIVE
HS Code 29163900
MSDS Information
ProviderLanguage
2-Iodobenzoic acid English
SigmaAldrich English
ACROS English
ALFA English
2-Iodobenzoic acid Usage And Synthesis
Description2-iodobenzoic acid and its derivatives are important pharmaceutical and chemical raw materials, which are necessary for the synthesis of various high-iodine reagents. It is commonly used as a precursor for the synthesis of 2-Iodoxybenzoic acid (IBX) and Dess-Martin peridinane, which are used as mild oxidants. It is also used in Suziki reaction.
Chemical Propertieswhite crystal powder. Soluble in alcohol and ether, insoluble in water.
UsesReagent for detection of sulfhydryl groups in proteins. 2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.
Preparation2-Iodobenzoic acid is obtained from Anthranilic acid by diazotization and substitution. Diazotization of Anthranilic acid with sodium nitrite in the presence of sulfuric acid, control the temperature below 10℃, filter the diazotization solution, add the mixture of potassium iodide and sulfuric acid, stir for 10min after addition, and boil. Filter, wash with sodium thiosulfate solution, 2-Iodobenzoic acid can be recrystallized from water.
Application2-Iodobenzoic acid can be used as a reactant in the synthesis of oligo(m-phenylene ethynylenes), (±)-lycoricidine and various detoxifiers of organophosphorus nerve agents. Additionally, it is used as a precursor in the preparation of oxidizing reagents like 2-iodoxybenzoic acid (IBX) and Dess-Martin periodinane (DMP).
DefinitionChEBI: An iodobenzoic acid with a single iodo substituent placed at the 2-position.
Synthesis Reference(s)Journal of the American Chemical Society, 93, p. 4841, 1971 DOI: 10.1021/ja00748a029
Purification MethodsCrystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1030.]
Tag:2-Iodobenzoic acid(88-67-5) Related Product Information
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