2-Iodobenzoic acid

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 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
pka	2.85(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.
InChIKey	CJNZAXGUTKBIHP-UHFFFAOYSA-N
CAS DataBase Reference	88-67-5(CAS DataBase Reference)
NIST Chemistry Reference	Benzoic acid, 2-iodo-(88-67-5)
EPA Substance Registry System	Benzoic 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

Provider	Language
2-Iodobenzoic acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

2-Iodobenzoic acid Usage And Synthesis

Description	2-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 Properties	white crystal powder. Soluble in alcohol and ether, insoluble in water.
Uses	Reagent 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.
Preparation	2-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.
Definition	ChEBI: 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 Methods	Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1030.]

2-Iodobenzoic acid Preparation Products And Raw materials

Raw materials	Anthranilic acid-->2-Iodobenzoic acid phenacyl ester-->Benzenediazonium, 2-iodo-, tetrafluoroborate(1-)-->2-Iodobenzyl alcohol-->2-IODOBENZALDEHYDE-->2-IODOSTYRENE-->t-Butyl2-iodobenzoate-->Methyl 2-iodobenzoate
Preparation Products	Flufenamic acid-->2-Ethoxycarbonylphenylboronic acid pinacol ester-->2-Iodoxybenzoic acid-->Dess-Martin periodinane-->2'-IODOHIPPURIC ACID-->2-IODOBENZOYL CHLORIDE-->1-Hydroxy-2-oxa-1-ioda(III)indan-3-one-->1,3-Dihydro-3,3-dimethyl-1-(trifluoromethyl)-1,2-benziodoxole, Tognis Reagent-->Methyl 2-(2-iodophenyl)acetate-->N-(2-AMINO-4-CHLOROPHENYL)ANTHRANILIC ACID-->5-Bromo-2-iodobenzoic acid

2-HYDROXY-5-IODOBENZOIC ACID m-Iodobenzoic acid sodium salt Methyl 3-iodobenzoate Methyl 2,6-dichloro-4-iodobenzoate 2,3-DIMETHOXY-5-IODOBENZOIC ACID 4,5-DIMETHOXY-2-IODOBENZOIC ACID disodium 3,3'-[(1,6-dioxo-1,6-hexanediyl)diimino]bis[2,4,6-triiodobenzoate] Ethyl 2-(Chlorosulfonyl)acetate Acetrizoic acid (+)-o-Iodobenzoic acid (S)-1-methylheptyl ester,2-Iodobenzoic acid (S)-1-methylheptyl ester 3-Iodobenzoic acid phenacyl ester 5-CYANO-2-IODOBENZOIC ACID 2-Iodobenzoic acid tributylstannyl ester 2-AMINO-5-IODOBENZOIC ACID phosphoric acid 2-amino-3-iodo-benzoic acid o-Iodobenzoic acid isobutyl ester 2-BROMO-5-CHLORO-3-IODOBENZOIC ACID

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