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Chemical Structure| 554-14-3 Chemical Structure| 554-14-3
Chemical Structure| 554-14-3

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Product Details of 2-Methylthiophene

CAS No. :554-14-3
Formula : C5H6S
M.W : 98.17
SMILES Code : CC1=CC=CS1
MDL No. :MFCD00005451
InChI Key :XQQBUAPQHNYYRS-UHFFFAOYSA-N
Pubchem ID :11126

Safety of 2-Methylthiophene

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225
Precautionary Statements:P210
Class:3
UN#:1993
Packing Group:

Application In Synthesis of 2-Methylthiophene

* 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 [ 554-14-3 ]

[ 554-14-3 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 554-14-3 ]
  • [ 1193-54-0 ]
  • [ 66312-06-9 ]
  • 2
  • [ 111-65-9 ]
  • [ 554-14-3 ]
  • [ 872-55-9 ]
  • [ 1551-27-5 ]
  • [ 638-02-8 ]
  • [ 1455-20-5 ]
  • [ 40323-88-4 ]
  • 3
  • [ 554-14-3 ]
  • [ 7334-51-2 ]
  • [ 212116-54-6 ]
  • 4
  • [ 554-14-3 ]
  • [ 56-23-5 ]
  • [ 64-17-5 ]
  • [ 5751-81-5 ]
  • 5
  • [ 554-14-3 ]
  • [ 541-41-3 ]
  • [ 5751-81-5 ]
  • 6
  • [ 52-90-4 ]
  • [1-13C]ascorbic acid [ No CAS ]
  • [ 1708-32-3 ]
  • [ 188290-36-0 ]
  • [ 554-14-3 ]
  • [ 3581-91-7 ]
  • [ 74015-70-6 ]
  • [ 13623-11-5 ]
  • [ 88-15-3 ]
  • [ 24295-03-2 ]
  • [ 13679-72-6 ]
  • [ 867253-51-8 ]
  • 7
  • [ 52-90-4 ]
  • [ 50-81-7 ]
  • [ 1708-32-3 ]
  • [ 188290-36-0 ]
  • [ 554-14-3 ]
  • [ 3581-91-7 ]
  • [ 74015-70-6 ]
  • [ 13623-11-5 ]
  • [ 88-15-3 ]
  • [ 24295-03-2 ]
  • [ 13679-72-6 ]
  • [ 867253-51-8 ]
  • 8
  • [ 554-14-3 ]
  • [ 3728-43-6 ]
  • [ 455-17-4 ]
  • [ 1112220-53-7 ]
  • [ 1415605-88-7 ]
  • 9
  • [ 554-14-3 ]
  • [ 17408-16-1 ]
  • [ 1440663-62-6 ]
YieldReaction ConditionsOperation in experiment
65% With silver (II) carbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium acetate; palladium diacetate; tricyclohexylphosphine; In 1,2-dimethoxyethane; at 100℃; for 24h;Schlenk technique; Inert atmosphere; General procedure: In a glove box, a 25 mL of Schlenk tube equipped with a stir bar was charged with Pd(OAc)2 (0.03 mmol, 0.1 equiv), PCy3 (0.03 or 0.06 mmol, 0.1 or 0.2 equiv), LiOAc (0.45 mmol, 1.5 equiv) (or NaOAc), TEMPO (0.12 mmol, 0.4 equiv), Ag2CO3 (0.9 mmol, 3 equiv). The tube was fitted with a rubber septum and removed out of the glove box. DME (2 mL), propiophenone (0.9 mmol, 3.0 equiv) and thiophene (0.3 mmol, 1.0 equiv) were added in turn to the Schlenk tube through the rubber septum using syringes, and then the septum was replaced with a Teflon screwcap under nitrogen flow (if the thiophene or the substituted propiophenone was solid, it was added to the tube in the glove box). The reaction mixture was stirred at 100 oC or 120 oC for 24 h. After cooling down, the reaction mixture was diluted with 10 mL of ethyl ether, filtered through a pad of silica gel, followed by washing the pad of the silica gel with the same solvent (20 mL), concentrated under reduced pressure. The residue was then purified by flash chromatography on silica gel with 2-15 % ethyl ether in petroleum ether as eluent to provide the corresponding product.
  • 10
  • [ 554-14-3 ]
  • [ 3034-31-9 ]
  • [ 1522464-88-5 ]
  • 11
  • [ 554-14-3 ]
  • [ 802919-90-0 ]
  • [ 1609470-32-7 ]
  • C12H10F2O2S2 [ No CAS ]
  • [ 1609470-30-5 ]
  • 12
  • [ 554-14-3 ]
  • [ 3321-92-4 ]
  • 2-(bis(5-methylthiophen-2-yl)methyl)-4,6-dichlorophenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% General procedure: A solution of acetophenone 1 (1 mmol), SeO2 (2 mmol) and ytterbium chloride (0.3 mmol) inDMSO:H2O (9:1) (3 mL) was well stirred at 110 oC for 15 h. Then the 2-methylfuran/thiophene (2or 3) was added to the reaction mixture at room temperature and stir again for 10 min at 70 oC. Aftercompletion of the reaction, the reaction mixture brought to room temperature, and it was filteredthrough a short pad of Celite, excess SeO2 and other selenium-containing byproducts were removedby adsorption on Celite. Water was added to the filtrate and the mixture was extracted withdichloromethane. The combined organic layers were dried over anhydrous Na2SO4, concentrated invacuo and purified by chromatography on silica gel to afford required products (4 or 5). Therecovered catalyst was obtained from the aqueous layer after removing water.
  • 13
  • [ 554-14-3 ]
  • [ 541539-88-2 ]
  • 5-methoxy-2-methyl-3-(5-methylthien-2-yl)-2H-indazole [ No CAS ]
  • 14
  • [ 554-14-3 ]
  • [ 59046-72-9 ]
  • C20H16OS [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With gold(III) chloride; In acetonitrile; at 30℃; for 8h; To a stirred solution of ortho-alkynylbenzaldehyde (1, 0.2 mmol) and thiophene compound (2, 1.0 mmol, 5 equiv.) in acetonitrile (2 mL) was added AuCl3 (3a, 5 mol%) at room temperature in air. The resulting mixture was warmed to 30 C. After completion of the reaction monitored by TLC analysis, generally for 8 h, the mixture was condensed and purified by flash column chromatography on silica gel (300-400 mesh) with petroleum ether/ethyl acetate as the eluent to provide the desired product 4. Compound 4a was obtained as a white solid, mp 69-71 C. 1H NMR (500 MHz, CDCl3, ppm): δ 7.75 (d, J 7.5 Hz, 2H), 7.41-7.27 (m, 4H), 7.23-7.14 (m, 2H), 7.07 (d, J 7.1 Hz, 1H), 6.61 (d, J 3.5 Hz, 1H), 6.55 (d, J 3.5 Hz, 1H), 6.50 (s, 1H), 6.48 (s, 1H), 2.41 (s, 3H); 13C NMR (125.8 M, CDCl3): δ 151.5, 141.5, 140.8, 134.4, 131.1, 129.9, 128.8, 128.5, 128.3, 126.5, 125.3, 125.1, 124.4, 124.1, 100.9, 75.5, 15.4. HRMS (ESI) calcd. for C20H17OS (M+H): 305.0995. Found: 305.0997.
  • 15
  • [ 554-14-3 ]
  • [ 943835-77-6 ]
  • C20H15FOS [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With gold(III) chloride; In acetonitrile; at 30℃; for 8h; General procedure: To a stirred solution of ortho-alkynylbenzaldehyde (1, 0.2 mmol) and thiophene compound (2, 1.0 mmol, 5 equiv.) in acetonitrile (2 mL) was added AuCl3 (3a, 5 mol%) at room temperature in air. The resulting mixture was warmed to 30 C. After completion of the reaction monitored by TLC analysis, generally for 8 h, the mixture was condensed and purified by flash column chromatography on silica gel (300-400 mesh) with petroleum ether/ethyl acetate as the eluent to provide the desired product 4.
  • 16
  • [ 554-14-3 ]
  • [ 1186-73-8 ]
  • C12H14O6S [ No CAS ]
  • 17
  • [ 554-14-3 ]
  • [ 2488-01-9 ]
  • C20H26S2Si2 [ No CAS ]
 

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