| Identification | More | [Name]
3-Iodo-4-methylbenzoic acid | [CAS]
82998-57-0 | [Synonyms]
3-IODO-4-METHYLBENZOIC ACID
AKOS BBB/227
BENZOIC ACID, 3-IODO-4-METHYL
TIMTEC-BB SBB003083
3-Iodo-4-Nitrobenzoic acid
3-Iodo-p-anisic acid
3-Iodo-p-toluicacid | [Molecular Formula]
C8H7IO2 | [MDL Number]
MFCD00010392 | [Molecular Weight]
262.04 | [MOL File]
82998-57-0.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to brown crystalline powder | [Melting point ]
210-212 °C (lit.) | [Boiling point ]
278.5°C (rough estimate) | [density ]
1.7835 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Soluble in methanol. | [form ]
Solid | [pka]
4.02±0.10(Predicted) | [color ]
Off-White | [Sensitive ]
Light Sensitive | [BRN ]
2436216 | [InChI]
InChI=1S/C8H7IO2/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4H,1H3,(H,10,11) | [InChIKey]
LDDHMKANNXWUAK-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(C)C(I)=C1 | [CAS DataBase Reference]
82998-57-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
beige to brown crystalline powder | [Uses]
3-Iodo-4-methylbenzoic acid has been used in the preparation of unlabeled N-succinimidyl 4-guanidinomethyl-3-iodobenzoate (SGIMB) and boc-protected derivative of SGIMB (Boc-SGMIB). | [Synthesis]
The general procedure for the synthesis of 3-iodo-4-methylbenzoic acid from methyl 3-iodo-4-methylbenzoate was as follows: methyl 3-iodo-4-methylbenzoate (3 g, 10.9 mmol, 1 eq.) was dissolved in methanol (30 mL), followed by addition of sodium hydroxide (1.3 g, 32.7 mmol, 3 eq.) and water (15 mL). The reaction mixture was stirred at room temperature for 14 hours. Upon completion of the reaction, the solution was concentrated under reduced pressure and subsequently diluted with the addition of water. The pH of the reaction mixture was adjusted with concentrated hydrochloric acid to 3. The precipitated solid was collected by filtration and dried under reduced pressure to afford the target product 3-iodo-4-methylbenzoic acid in a yield of 2.7 g (96% yield). The 1H NMR (400 MHz, DMSO-d6) data of the product were as follows: δ 2.44 (s, 3H), 7.45 (d, J=8.00 Hz, 1H), 7.85 (d, J=3.18 Hz, 1H), 8.31 (s, 1H). | [References]
[1] Patent: WO2010/30538, 2010, A2. Location in patent: Page/Page column 197
[2] Patent: WO2011/112186, 2011, A1. Location in patent: Page/Page column 196
[3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 17, p. 5004 - 5008 |
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