Home Cart Sign in  
Chemical Structure| 2338-56-9 Chemical Structure| 2338-56-9

Structure of 2338-56-9

Chemical Structure| 2338-56-9

*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 [ 2338-56-9 ]

CAS No. :2338-56-9
Formula : C8H9FO
M.W : 140.16
SMILES Code : OC1=C(C)C=C(F)C=C1C
MDL No. :MFCD04972873
Boiling Point : No data available
InChI Key :GNRDTVFZITZMFR-UHFFFAOYSA-N
Pubchem ID :12592554

Safety of [ 2338-56-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 2338-56-9 ]

* 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 [ 2338-56-9 ]

[ 2338-56-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 14659-58-6 ]
  • [ 2338-56-9 ]
YieldReaction ConditionsOperation in experiment
90% With tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane; water; at 100℃;Inert atmosphere; A 1L three-necked round-bottomed flask equipped with a magnetic stir bar was charged with di-tert-butyl (2', 4', 6'-triisopropyl- [1, 1'-biphenyl] -2-yl) phosphine (8.37 g, 19.70 mmol) , tris (dibenzylideneacetone) dipalladium (4.51 g, 4.92 mmol) and potassium hydroxide (41.4 g, 739 mmol) . The flask was evacuated and backfilled with nitrogen. Separately, dioxane (150 mL) , 2-bromo-5-fluoro-1, 3-dimethylbenzene (50 g, 246 mmol) and water (150 mL) were flow purged with nitrogen for about 30 minutes and were transferred to the reaction flask via a cannula. The reaction vessel was heated to about 100 C and stirred overnight. The reaction mixture was cooled to ambient temperature. The reaction mixture was acidified to pH 2 by adding 6N HCl and the product was extracted with dichloromethane (3 x 250 mL) . The combined organic layers were stirred with mercaptopropyl silica gel for about 30 minutes, dried over anhydrous magnesium sulfate, filtered, and concentrated to afford the title compound as a white solid. (31.2 g, 223 mmol, 90% yield)
90% With tris-(dibenzylideneacetone)dipalladium(0); water; potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane;Inert atmosphere; A 1L three-necked round-bottomed flask equipped with a magnetic stir bar was charged with di-tert-butyl(2?,4?,6?-triisopropyl-[ 1,1 ?-biphenyll -2-yl)phosphine (8.37 g, 19.70mmol), tris(dibenzylideneacetone)dipalladium (4.51 g, 4.92 mmol) and potassium hydroxide (41.4 g, 739 mmol). The flask was evacuated and backfilled with nitrogen. Separately, dioxane (150 mL), <strong>[14659-58-6]2-bromo-5-fluoro-1,3-dimethylbenzene</strong> (50 g, 246 mmol) and water (150 mL) were flow purged with nitrogen for about 30 minutes and were transferred to the reaction flask via a cannula. The reaction vessel was heated to about 100 C and stirredovernight. The reaction mixture was cooled to ambient temperature, acidified to pH 2 by adding 6N HC1, and extracted with dichloromethane (3 x 250 mL). The combined organic layers were stirred with mercaptopropyl silica gel for about 30 minutes, dried over anhydrous magnesium sulfate, filtered, and concentrated to provide the title compound as a white solid. (31.2 g, 223 mmol, 90% yield)
86% n-Butyllithium (11 mL, 17.7 mmol, 1.6 M) was added dropwise to <strong>[14659-58-6]2-bromo-5-fluoro-1,3-dimethylbenzene</strong> (3 g, 14.8 mmol) in tetrahydrofuran (30 mL). ) in solution.The reaction solution was stirred at -78 C for 30 minutes under nitrogen atmosphere.Then trimethyl borate (1.84 g, 17.7 mmol). After the completion of the dropwise addition, the reaction solution was slowly warmed to room temperature and stirred for 12 hours. A solution of sodium hydroxide (0.88 g, 22 mmol) in hydrogen peroxide (24 mL, 30% w/w) was added dropwise to the reaction mixture at -15 C. After completion of the dropwise addition, the reaction mixture was stirred at room temperature for 3 hr. Ethyl acetate (75 mL * 2) was extracted, washed with saturated brine (100 mL*3), and evaporated After column separation (petroleum ether: ethyl acetate = 5:1), 4-fluoro-2,6-dimethylphenol (1.8 g, 12.73 mmol, yield: 86%) was obtained.
67% A solution of <strong>[14659-58-6]2-bromo-5-fluoro-1,3-dimethylbenzene</strong> (25 g, 123 mmol) in tetrahydrofuran (300 mL) was cooled to -78 C and n-butyllithium (59.1 mL, 148 mmol) wasadded dropwise at a rate to keep the internal temperature at or below -75 C. The mixture was stirred for 2 hours and then trimethylborate (16.51 mL, 148 mmol) was added and the mixture stirred for 3 hours at -78 C, then warmed to ambient temperature. After 4 hours, the mixture was cooled to -10 C and a precooled solution of NaOH (7.39 g, 185 mmol) and 30 % hydrogen peroxide (201 mL, 1970 mmol) was added. Once the addition was completethe mixture was allowed to warm to ambient temperature overnight. The pH of the mixture was adjusted to pH 1 with 2M HC1. 400 mL of ethyl ether and 200 mL of water were added and the layers were separated. The aqueous layer was extracted with 3 x 200 mL of ether, and the combined organic layers were washed with saturated NaHCO3 and saturated Na5203, then stirred with a saturated aqueous Na5205 solution (200 mL) for 15 minutes. The organicphase was dried with anhydrous magnesium sulfate, filtered, and concentrated. The residues were taken up in 1/1 diethyl ether/pentane and flushed through a silica plug. Concentration of the filtrate provided 11 .47g (67%) of the title compound.

 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 2338-56-9 ]

Fluorinated Building Blocks

Chemical Structure| 452-72-2

A238706 [452-72-2]

4-Fluoro-2-methylphenol

Similarity: 1.00

Chemical Structure| 452-85-7

A688326 [452-85-7]

5-Fluoro-2-methylphenol

Similarity: 0.93

Chemical Structure| 443-90-3

A129887 [443-90-3]

2-Fluoro-6-methylphenol

Similarity: 0.91

Chemical Structure| 1610471-03-8

A571603 [1610471-03-8]

2-Fluoro-4,6-dimethylphenol

Similarity: 0.91

Chemical Structure| 704884-76-4

A360766 [704884-76-4]

4,5-Difluoro-2-methylphenol

Similarity: 0.91

Aryls

Chemical Structure| 452-72-2

A238706 [452-72-2]

4-Fluoro-2-methylphenol

Similarity: 1.00

Chemical Structure| 452-85-7

A688326 [452-85-7]

5-Fluoro-2-methylphenol

Similarity: 0.93

Chemical Structure| 443-90-3

A129887 [443-90-3]

2-Fluoro-6-methylphenol

Similarity: 0.91

Chemical Structure| 1610471-03-8

A571603 [1610471-03-8]

2-Fluoro-4,6-dimethylphenol

Similarity: 0.91

Chemical Structure| 704884-76-4

A360766 [704884-76-4]

4,5-Difluoro-2-methylphenol

Similarity: 0.91