| Identification | More | [Name]
1-Benzyl-4-iodo-1H-pyrazole | [CAS]
50877-42-4 | [Synonyms]
1-BENZYL-4-IODO-1H-PYRAZOLE
1H-(N-BENZYL)-4-IODOPYRAZOLE
1-Benzyl-4-iodo-1H-pyraole
benzyl-4-iodo-1H-pyrazole | [Molecular Formula]
C10H9IN2 | [MDL Number]
MFCD04038745 | [Molecular Weight]
284.1 | [MOL File]
50877-42-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
62-66 °C | [Boiling point ]
367.1±25.0 °C(Predicted) | [density ]
1.67±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
0.11±0.10(Predicted) | [color ]
White to Orange to Green | [InChI]
1S/C10H9IN2/c11-10-6-12-13(8-10)7-9-4-2-1-3-5-9/h1-6,8H,7H2 | [InChIKey]
PVEYRBGIYMWFPB-UHFFFAOYSA-N | [SMILES]
Ic1cnn(Cc2ccccc2)c1 | [CAS DataBase Reference]
50877-42-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S39:Wear eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933199090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Synthesis]
Step 1. Synthesis of 1-benzyl-4-iodo-1H-pyrazole; 4-iodo-1H-pyrazole (17 g, 87.63 mmol, 1.00 eq.) was dissolved in N,N-dimethylformamide (150 mL) in a 250 mL round bottom flask. Sodium hydride (3.6 g, 105.00 mmol, 1.20 eq., 70% dispersed in mineral oil) was added in batches at 0 °C. Subsequently, benzyl bromide (16.5 g, 96.49 mmol, 1.10 eq.) was added dropwise at the same temperature. The reaction mixture was slowly warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction was quenched with an ice-water mixture (200 mL). The reaction mixture was extracted with ethyl acetate (3 x 200 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated on a rotary evaporator to give 1-benzyl-4-iodo-1H-pyrazole as a yellow solid (22 g, 80% yield). | [References]
[1] Organic Letters, 2017, vol. 19, # 19, p. 5114 - 5117
[2] Patent: WO2006/84338, 2006, A1. Location in patent: Page/Page column 63
[3] Patent: US8080566, 2011, B1. Location in patent: Page/Page column 56-57
[4] Patent: WO2016/615, 2016, A1. Location in patent: Paragraph 00555
[5] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 160; 161 |
|
|