Home Cart Sign in  
Chemical Structure| 15164-44-0 Chemical Structure| 15164-44-0
Chemical Structure| 15164-44-0

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of 4-Iodobenzaldehyde

CAS No. :15164-44-0
Formula : C7H5IO
M.W : 232.02
SMILES Code : C1=C(C=CC(=C1)I)C=O
MDL No. :MFCD00039576
InChI Key :NIEBHDXUIJSHSL-UHFFFAOYSA-N
Pubchem ID :96657

Safety of 4-Iodobenzaldehyde

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Iodobenzaldehyde

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 15164-44-0 ]

[ 15164-44-0 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 1193-24-4 ]
  • [ 15164-44-0 ]
  • C15H11IN4O4 [ No CAS ]
  • 2
  • [ 626-44-8 ]
  • [ 15164-44-0 ]
  • [ 212791-03-2 ]
  • 3
  • [ 15164-44-0 ]
  • [ 1979-98-2 ]
  • 5,5'-(4-iodobenzylidene)bis(4,6-dihydroxy-2-methylthiopyrimidine) [ No CAS ]
  • 4
  • [ 15164-44-0 ]
  • [ 35674-27-2 ]
  • 5
  • [ 15164-44-0 ]
  • [ 58123-72-1 ]
  • 6
  • [ 18628-07-4 ]
  • [ 15164-44-0 ]
  • [ 1014608-07-1 ]
  • 7
  • [ 18628-07-4 ]
  • [ 15164-44-0 ]
  • [ 1009639-02-4 ]
  • 8
  • [ 86-74-8 ]
  • [ 15164-44-0 ]
  • [ 110677-45-7 ]
YieldReaction ConditionsOperation in experiment
25% With copper(I) oxide; In N,N-dimethyl acetamide; at 190℃; for 72h; A DMAc solution (60 mL) of 4-iodobenzaldehyde (3.48 g,15.00 mmol), carbazole (3.01 g, 18.00 mmol), and copper(I) oxide (2.57 g, 18.00 mmol) was stirred at 190 Cfor 3 days. After cooling to room temperature, the productmixture was washed with water. After removal ofthe organic solvent, the residue was purified by columnchromatography on silica gel using methylene chlorideand n-hexane (1:5, v/v) as an eluent. Further purificationwas performed by precipitation in n-hexane to obtain1 as a light yellow solid. Yield (1.02 g, 25%). mp160-162 C. 1H NMR (400 MHz, DMSO-d6) 7.33(t, 2 H, -Ph-carbazole), 7.46 (t, 3 H, -Ph-carbazole),7.52 (d, 2 H, -Ph-carbazole), 7.91 (d, 2 H, -carbazole-Ph), 8.20 (d, 2 H, -carbazole-Ph), 8.27 (d, 2 H, -Ph-carbazole), 10.12 (s, 1 H, -Ph-CHO); 13C NMR(100.64 MHz, DMSO-d6) 100.86, 120.67, 120.78,123.24, 126.53, 126.72, 131.41, 134.58, 139.45, 142.20,192.23.
  • 9
  • [ 1365889-00-4 ]
  • [ 101335-11-9 ]
  • [ 15164-44-0 ]
  • [ 1365889-09-3 ]
  • (Z)-4-(2-(2-chloro-4-fluorophenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)benzaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 35Preparation of Compound 110: (E)-Ethyl 3-(4-((E)-2-(2-chloro-4-fluorophenyl)-1-(1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylate hydrochlorideStep 1: (E)-4-(2-(2-Chloro-4-fluorophenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1,1-indazol-5-yl)but-1-en-1-yl)benzaldehyde A round-bottom flask equipped with a magnetic stir bar, a reflux condenser, internal thermometer, and a N2 inlet was charged with 5-(but-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (50.0 g, 197 mmol; Intermediate 3), bis(pinacolato)diboron (50.4 g, 199 mmol), and anhydrous 2-methyltetrahydrofuran (393 mL) followed by Pt(PPh3)4 (1.83 g, 1.5 mmol). This mixture was degassed with three vacuum/N2 cycles, heated at 83 C. (internal temperature; oil bath at 95 C.) for 5 h under N2, and then allowed to cool to room temperature. 2-Methyltetrahydrofuran (393 mL), cesium carbonate (128.1 g, 393 mmol), and water (11.8 mL, 1.5% v/v) were added, and the reaction was cooled to 4 C. 4-Iodobenzaldehyde (45.6 g, 197 mmol) and PdCl2(PPh3)2 (6.90 g, 9.8 mmol) were added, and the reaction was degassed with three vacuum/N2 cycles. The mixture was allowed to warm to room temperature and stirred overnight. Aqueous KOH solution (4M, 275 mL, 1100 mmol) and <strong>[101335-11-9]2-chloro-4-fluoroiodobenzene</strong> (70.6 g, 275 mmol) were added. The reaction was degassed with 3 vacuum/N2 cycles, heated at 75 C. (internal temperature; oil bath at 90 C.) for 7 h under N2, and then allowed to cool to room temperature. The layers were separated, and the organic layer was washed with brine (800 mL), dried over sodium sulfate, filtered, and concentrated. The crude product was purified by silica gel chromatography (0-20% ethyl acetate in hexanes) to give the title compound (82.6 g, 7:1 mixture of regioisomers) as a pale yellow foam. Data for major isomer; (E)-4-(2-(2-chloro-4-fluorophenyl)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)benzaldehyde: 1H NMR (300 MHz, DMSO-d6): delta 9.82 (s, 1H), 8.15 (s, 1H), 7.78-7.71 (m, 2H), 7.61 (d, 2H), 7.43-7.27 (m, 3H), 7.15 (m, 3H), 5.86 (dd, 1H), 3.93-3.85 (m, 1H), 3.79-3.68 (m, 1H), 2.44-2.36 (m, 3H), 2.10-1.96 (m, 2H), 1.81-1.67 (m, 1H), 1.63-1.53 (m, 2H), 0.92 (t, 3H); LCMS: 405 [(M-THP+H)+H]+.
  • 10
  • [ 34966-49-9 ]
  • [ 16433-96-8 ]
  • [ 15164-44-0 ]
  • [ 1360002-05-6 ]
  • 11
  • [ 111291-97-5 ]
  • [ 15164-44-0 ]
  • tert-butyl 4-((4-formylphenyl)ethynyl)benzoate [ No CAS ]
  • 12
  • [ 5720-06-9 ]
  • [ 15164-44-0 ]
  • [ 421553-62-0 ]
  • 13
  • [ 873-55-2 ]
  • [ 15164-44-0 ]
  • [ 66-39-7 ]
  • 14
  • [ 1679-18-1 ]
  • [ 15164-44-0 ]
  • [ 80565-30-6 ]
  • 15
  • [ 110-00-9 ]
  • [ 15164-44-0 ]
  • [ 60456-77-1 ]
  • 16
  • [ 62-53-3 ]
  • [ 15164-44-0 ]
  • [ 446065-11-8 ]
  • N-(cyclohexyl(4-iodophenyl)methyl)aniline [ No CAS ]
  • 17
  • [ 1798-06-7 ]
  • [ 18282-51-4 ]
  • [ 15164-44-0 ]
  • 18
  • [ 780-69-8 ]
  • [ 15164-44-0 ]
  • [ 66-39-7 ]
 

Historical Records

Technical Information

• Alkyl Halide Occurrence • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Chaykovsky Reaction • Corey-Fuchs Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Hantzsch Dihydropyridine Synthesis • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Julia-Kocienski Olefination • Kinetics of Alkyl Halides • Knoevenagel Condensation • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mukaiyama Aldol Reaction • Nozaki-Hiyama-Kishi Reaction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reformatsky Reaction • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Stetter Reaction • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories