Home Cart Sign in  
Chemical Structure| 944317-92-4 Chemical Structure| 944317-92-4

Structure of 944317-92-4

Chemical Structure| 944317-92-4

*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 [ 944317-92-4 ]

CAS No. :944317-92-4
Formula : C10H12BrFO
M.W : 247.10
SMILES Code : COC1=CC(F)=C(C(C)C)C=C1Br
MDL No. :MFCD15528104
InChI Key :CPPYOHQHPFTBON-UHFFFAOYSA-N
Pubchem ID :57389499

Safety of [ 944317-92-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 944317-92-4 ]

* 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 [ 944317-92-4 ]

[ 944317-92-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 944317-92-4 ]
  • [ 1483-55-2 ]
  • [ 1383676-71-8 ]
YieldReaction ConditionsOperation in experiment
80% General procedure: A 500 mL dry flask was charged with 1-bromo-4-fluoro-5-isopropyl-2-methoxybenzene (BrMIP) (24.60 g, 0.10 mol) and dissolved in toluene (80 mL) and THF (80 mL). The resulting solution was flushed with argon, and tri- isopropylborate (32 mL, 0.1 mol) was added. The mixture was cooled to -80 C. Then 2.5 n-BuLi in hexanes (48 mL, 0.12 mol) was added slowly, maintaining a temperature below -55C. After completion of the n-BuLi addition, the reaction mixture was slowly warmed (1 hour) to -10C and water (120 mL) was added, followed by commercially available <strong>[1483-55-2]2-bromo-5-(trifluoromethyl)benzonitrile</strong> (Formula VI', X = Br, R2 = CN) (25.00 g, 0.10 mmol) and the catalyst, 1 , 1 bis( di-tertbutylphosphino)ferrocene palladium dichloride (265 mg, 0.8 mol%) addition. The organic layer turns dark brown immediately. The biphasic mixture is aged at room temperature with vigorous stirring for 12 hours. The aqueous layer was removed and the organic layer was washed with 1 M NaOH (aq) (100 mL), water (300 mL) and filtered through silica gel. The solvent was removed under reduced pressure to yield brown oil which was crystallized from EtOH/water (300/100 mL). The resulting slurry was filtered and the filter cake was washed with cold 50% EtOH. The product was dried at 40 C under vacuum to yield 4'-fluoro-5'- isopropyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-carbonitrile (Formula VII', Ri = CN, R2 = isopropyl) as a pale white solid (25.20 g, 75%). According to the same procedure in various scales and different concentrations of catalyst some other biaryl of Formula Vlh and Vll2 are prepared and listed in Table 3 and Table 4, respectively. For NMR data and melting points see Table 1 and 2.
 

Historical Records

Technical Information

• Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Nomenclature of Ethers • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Ethers • 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 • Reactions of Ethers • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 944317-92-4 ]

Fluorinated Building Blocks

Chemical Structure| 450-88-4

A206906 [450-88-4]

1-Bromo-4-fluoro-2-methoxybenzene

Similarity: 0.81

Chemical Structure| 442150-49-4

A128403 [442150-49-4]

6-Bromo-1-fluoronaphthalen-2-ol

Similarity: 0.79

Chemical Structure| 452-08-4

A111871 [452-08-4]

2-Bromo-4-fluoro-1-methoxybenzene

Similarity: 0.78

Chemical Structure| 934240-59-2

A120956 [934240-59-2]

1-((4-Bromophenoxy)methyl)-2-fluorobenzene

Similarity: 0.77

Chemical Structure| 253429-31-1

A113564 [253429-31-1]

7-Bromo-4-fluorobenzofuran

Similarity: 0.76

Aryls

Chemical Structure| 450-88-4

A206906 [450-88-4]

1-Bromo-4-fluoro-2-methoxybenzene

Similarity: 0.81

Chemical Structure| 442150-49-4

A128403 [442150-49-4]

6-Bromo-1-fluoronaphthalen-2-ol

Similarity: 0.79

Chemical Structure| 452-08-4

A111871 [452-08-4]

2-Bromo-4-fluoro-1-methoxybenzene

Similarity: 0.78

Chemical Structure| 934240-59-2

A120956 [934240-59-2]

1-((4-Bromophenoxy)methyl)-2-fluorobenzene

Similarity: 0.77

Chemical Structure| 29578-39-0

A363050 [29578-39-0]

1-Bromo-3-fluoro-5-methoxybenzene

Similarity: 0.76

Bromides

Chemical Structure| 450-88-4

A206906 [450-88-4]

1-Bromo-4-fluoro-2-methoxybenzene

Similarity: 0.81

Chemical Structure| 442150-49-4

A128403 [442150-49-4]

6-Bromo-1-fluoronaphthalen-2-ol

Similarity: 0.79

Chemical Structure| 452-08-4

A111871 [452-08-4]

2-Bromo-4-fluoro-1-methoxybenzene

Similarity: 0.78

Chemical Structure| 934240-59-2

A120956 [934240-59-2]

1-((4-Bromophenoxy)methyl)-2-fluorobenzene

Similarity: 0.77

Chemical Structure| 253429-31-1

A113564 [253429-31-1]

7-Bromo-4-fluorobenzofuran

Similarity: 0.76

Ethers

Chemical Structure| 450-88-4

A206906 [450-88-4]

1-Bromo-4-fluoro-2-methoxybenzene

Similarity: 0.81

Chemical Structure| 452-08-4

A111871 [452-08-4]

2-Bromo-4-fluoro-1-methoxybenzene

Similarity: 0.78

Chemical Structure| 934240-59-2

A120956 [934240-59-2]

1-((4-Bromophenoxy)methyl)-2-fluorobenzene

Similarity: 0.77

Chemical Structure| 29578-39-0

A363050 [29578-39-0]

1-Bromo-3-fluoro-5-methoxybenzene

Similarity: 0.76

Chemical Structure| 38493-59-3

A157377 [38493-59-3]

(3-Bromo-4-methoxyphenyl)methanol

Similarity: 0.76