| Identification | More | [Name]
3-Iodobenzoic acid | [CAS]
618-51-9 | [Synonyms]
3-IODOBENZOIC ACID
BENZOIC ACID, 3-IODO-
M-IODOBENZIOC ACID
M-IODOBENZOIC ACID
RARECHEM AL BO 0687
3-iodo-benzoicaci
Benzoic acid, m-iodo-
m-Iodobenaoicacid
3-iodin-benzoic acid
3-IodobenzoicAcid98%
3-lod-benzoic acid
3-Iodobenzoic
3-iodobenzonic acid
m-Carboxyiodobenzene | [EINECS(EC#)]
210-555-2 | [Molecular Formula]
C7H5IO2 | [MDL Number]
MFCD00002496 | [Molecular Weight]
248.02 | [MOL File]
618-51-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to beige powder | [Melting point ]
185-187 °C(lit.)
| [Boiling point ]
337.2±25.0 °C(Predicted) | [density ]
2.2170 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Powder | [pka]
3.8(at 25℃) | [color ]
White to beige | [Water Solubility ]
Soluble in Chloroform and Methanol. Insoluble in water. | [Sensitive ]
Light Sensitive | [BRN ]
971088 | [InChI]
InChI=1S/C7H5IO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10) | [InChIKey]
KVBWBCRPWVKFQT-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=CC(I)=C1 | [CAS DataBase Reference]
618-51-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, 3-iodo-(618-51-9) | [EPA Substance Registry System]
618-51-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT, LIGHT SENSITIVE | [HS Code ]
29163900 |
| Hazard Information | Back Directory | [Description]
3-Iodobenzoic acid is added as UV absorbing background electrolyte in separation of uncharged cyclodextrins and their derivatives by capillary electrophoresis.3-Iodobenzoic acid was used in solid phase synthesis of γ-turn mimetic library. | [Chemical Properties]
white to beige powder | [Uses]
suzuki reaction | [Definition]
ChEBI: 3-iodobenzoic acid is an iodobenzoic acid with a single iodo substituent placed at the 3-position. | [General Description]
3-Iodobenzoic acid is added as UV absorbing background electrolyte in separation of uncharged cyclodextrins and their derivatives by capillary electrophoresis. | [Synthesis]
The general procedure for the synthesis of 3-iodobenzoic acid from 3-carboxyphenylboronic acid was as follows: arylboronic acid 1 (0.5 mmol) and K2CO3 (1 mmol, 138.0 mg) were added to a 20 mL Schlenk tube fitted with a non-magnetic stir bar. The Schlenk tube was evacuated twice and backfilled with N2. MeCN (2 mL) and I2 (0.75 mmol, 191 mg) were added to the tube at room temperature. The Schlenk tube was sealed and placed in a preheated oil bath at 80 °C for 8-12 h under a stream of N2 gas. After completion of the reaction, the resulting solution was cooled to room temperature. H2O (10 mL) was added, and for the product 3-iodobenzoic acid, 1 M HCl was added to the aqueous solution until the pH reached 2 prior to extraction.The aqueous layer was extracted with EtOAc (3 x 5 mL). The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated by rotary evaporation. Finally, the residue was purified by silica gel column chromatography to obtain the target product 3-iodobenzoic acid. | [Purification Methods]
Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1033.] | [References]
[1] Synlett, 2014, vol. 25, # 7, p. 995 - 1000
[2] Chemistry - A European Journal, 2011, vol. 17, # 20, p. 5652 - 5660 |
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