2-Iodobenzoic acid
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Basic information
- CAS
1321-07-9- Standard SMILES
O=C(O)c1ccccc1I- InChIKey
CJNZAXGUTKBIHP-UHFFFAOYSA-N- Molecular formula
- C7H5IO2
- Average molar mass
- 248.02 g/mol
- Monoisotopic mass
- 247.9334274
Overview
2-iodobenzoic acid is an iodobenzoic acid with a single iodo substituent placed at the 2-position. It is an iodobenzoic acid and a 2-halobenzoic acid. It is a conjugate acid of a 2-iodobenzoate.
Names & identifiers
- Preferred name
- 2-Iodobenzoic acid
- IUPAC
- 2-iodobenzoic acid
- English name
- 2-Iodobenzoic acid
- Molecular formula
- C7H5IO2
- Molecular weight
- 248.02
Names & synonyms
2-IODOBENZOIC ACID88-67-5o-Iodobenzoic acidBenzoic acid, 2-iodo-7Q00V80J7QNSC-3772DTXSID6058976CHEBI:287979OISBo-iodobenzoic-(125)I acid2-iodobenzoic-(125)I acidRefChem:473771
Show more names
2-IODO BENZONIC ACIDNSC 3772usafek-572'LGC' (4009)O-iodine acidIodobenzoicAcid2-lodhenxoieacid
DTXCID6048624201-850-7Iodobenzoic acidBenzoic acid, o-iodo-USAF EK-572MFCD00002419Kyselina o-jodbenzoovao-Jod-benzoesaeure
Database identifiers
- CAS
1321-07-9、88-67-5- PubChem CID
- 6941
- DTXSID
DTXSID6058976- ChEMBL
CHEMBL112424- ChEBI
CHEBI:287979- UNII
- 7Q00V80J7Q
- EC Number
- 201-850-7、695-036-2
- Nikkaji
- J38.418F
Properties
Computed structural propertiesFilling in
- XLogP
- 2.4
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzoic Acid Derivatives
SpringerMaterials PropertiesCrystal structure
LogP2.45
Vapor Pressure0.000198 [mmHg]
Physical DescriptionWhite solid; [Merck Index] Light brown powder; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 160 · 160-162 °C(lit.)
- Boiling point
- 313.9 · 313.9±25.0 °C(Predicted)
- Density
- 2.25 · 2.25
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Soluble in dimethyl sulfoxide and methanol
- pka
- 2.85 · 2.85(at 25℃)
- form
- Powder, Crystals or Flakes
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (99.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 123 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory Information
Chemical: Benzoic acid, 2-iodo-
Status: No longer Valid Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24645
Benzoic acid, 2-iodo-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; Harmful by ingestion; Targets the thyroid; [Sigma-Aldrich MSDS] See Benzoic acid.
Hazard Classes and CategoriesAcute Tox. 4 (99.2%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DH2975000
- hs_code
- 29163900
- risk_code
- 22-37/38-41-36/37/38-20/21/22
- Signal word
- Danger
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzoic acid, 2-iodo-: ACTIVE
Applications
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.
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.
Preparation methods
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.
Upstream & downstream products
Upstream raw materials
Related reactions
156 records
Compound notes
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