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58743-75-2

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58743-75-2 Usage

Chemical Properties

White crystalline powder

Uses

Intermediates of Liquid Crystals

Check Digit Verification of cas no

The CAS Registry Mumber 58743-75-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,7,4 and 3 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 58743-75:
(7*5)+(6*8)+(5*7)+(4*4)+(3*3)+(2*7)+(1*5)=162
162 % 10 = 2
So 58743-75-2 is a valid CAS Registry Number.

58743-75-2 Well-known Company Product Price

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  • Alfa Aesar

  • (B22359)  4-Cyano-4'-ethylbiphenyl, 99%   

  • 58743-75-2

  • 1g

  • 324.0CNY

  • Detail
  • Alfa Aesar

  • (B22359)  4-Cyano-4'-ethylbiphenyl, 99%   

  • 58743-75-2

  • 5g

  • 1198.0CNY

  • Detail

58743-75-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Cyano-4-Ethylbiphenyl

1.2 Other means of identification

Product number -
Other names 4-(4-ethylphenyl)benzonitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:58743-75-2 SDS

58743-75-2Synthetic route

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-ethylphenylboronic acid
63139-21-9

4-ethylphenylboronic acid

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 2.3h; Suzuki Coupling;98%
Stage #1: 4-bromobenzenecarbonitrile; 4-ethylphenylboronic acid With potassium carbonate In dimethyl sulfoxide at 70℃; for 0.583333h; Suzuki Coupling;
Stage #2: for 0.583333h; Catalytic behavior;
98%
With potassium carbonate In ethanol; water at 100℃; for 0.666667h; Suzuki-Miyaura Coupling;97%
With palladium on activated charcoal at 100℃; for 2h; Suzuki Coupling;95%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h; Catalytic behavior; Suzuki Coupling;84%
4'-vinyl-[1,1'-biphenyl]-4-carbonitrile
94315-55-6

4'-vinyl-[1,1'-biphenyl]-4-carbonitrile

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With 1,4-dioxane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(dicyclohexylphosphino)ethane at 130℃; for 10h; Inert atmosphere; Sealed tube; chemoselective reaction;98%
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

4-ethylphenylboronic acid
63139-21-9

4-ethylphenylboronic acid

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With potassium carbonate In water at 100℃; for 0.916667h; Suzuki-Miyaura Coupling;95%
4-ethylphenylboronic acid
63139-21-9

4-ethylphenylboronic acid

4-cyanophenol
767-00-0

4-cyanophenol

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
Stage #1: 4-cyanophenol With fluorosulfonyl fluoride; triethylamine In ethanol; water at 20℃; for 4h;
Stage #2: 4-ethylphenylboronic acid With palladium diacetate; triethylamine In ethanol; water at 20℃; for 6h;
95%
4-ethyl-1-iodobenzene
25309-64-2

4-ethyl-1-iodobenzene

4-cyanophenylboronic acid
126747-14-6

4-cyanophenylboronic acid

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 50℃; for 1.1h; Catalytic behavior; Suzuki-Miyaura Coupling;95%
With potassium carbonate In ethanol; water at 50℃; for 1.4h; Catalytic behavior; Suzuki-Miyaura Coupling;90%
With potassium carbonate In ethanol; water at 70℃; for 9h; Catalytic behavior; Suzuki-Miyaura Coupling;72%
p-ethylphenylmagnesium bromide
22873-28-5

p-ethylphenylmagnesium bromide

4-halobenzonitrile

4-halobenzonitrile

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With palladium diacetate; zinc dibromide; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 20 - 25℃; for 2.5h; Inert atmosphere;84%
1-bromo-4-(4'-ethylphenyl)benzene
58743-79-6

1-bromo-4-(4'-ethylphenyl)benzene

copper(I) cyanide
544-92-3

copper(I) cyanide

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one
4-bromo-4'-acetylbiphenyl
5731-01-1

4-bromo-4'-acetylbiphenyl

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: AlCl3, LiAlH4
2: 1-methyl-pyrrolidin-2-one
View Scheme
methanesulfonamide
3144-09-0

methanesulfonamide

4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

N-(1-(4'-cyano-[1,1'-biphenyl]-4-yl)ethyl)methanesulfonamide

N-(1-(4'-cyano-[1,1'-biphenyl]-4-yl)ethyl)methanesulfonamide

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 2.5h; Electrochemical reaction; Inert atmosphere; regioselective reaction;66%
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

4-(4-ethylphenyl)benzoic acid
5731-13-5

4-(4-ethylphenyl)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

4-(4-ethylphenyl)-benzoic acid 4'-methoxyphenyl ester

4-(4-ethylphenyl)-benzoic acid 4'-methoxyphenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide
2: (i) SOCl2, (ii) /BRN= 507924/, Py
View Scheme
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

4-(4-ethylphenyl)-benzoic acid 4'-ethoxyphenyl ester

4-(4-ethylphenyl)-benzoic acid 4'-ethoxyphenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide
2: (i) SOCl2, (ii) /BRN= 1907114/, Py
View Scheme
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

4-(4-ethylphenyl)-benzoic acid 4'-n-butylphenyl ester

4-(4-ethylphenyl)-benzoic acid 4'-n-butylphenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide
2: sulfuric acid; boric acid
View Scheme
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

N-butyl-11-(4-ethylphenyl)-5H-isochromeno[3,4-c]isoquinolin-8-amine

N-butyl-11-(4-ethylphenyl)-5H-isochromeno[3,4-c]isoquinolin-8-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride / 0.75 h / 140 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate / acetonitrile / 12 h / 120 °C / Inert atmosphere; Schlenk technique; Sealed tube
View Scheme
4-ethyl-4'-cyanobiphenyl
58743-75-2

4-ethyl-4'-cyanobiphenyl

N-butylamine
109-73-9

N-butylamine

C19H24N2

C19H24N2

Conditions
ConditionsYield
With aluminum (III) chloride at 140℃; for 0.75h; Inert atmosphere; Schlenk technique; Sealed tube;

58743-75-2Downstream Products

58743-75-2Relevant articles and documents

Preparation and characterization of Cu based on 2-(5-Aminopyrimidin-2-yl)pyrimidin-5-amine as novel recyclable metal–organic frameworks for Suzuki reaction

Mohammadnia, Majid

, (2021/11/24)

For first time, in this work, a new, heterogeneous and recyclable catalyst was designed using immobilizing Cu on 2-(5-Aminopyrimidin-2-yl)pyrimidin-5-amine ([CuAPPA·2H2O]n) named metal–organic frameworks (MOFs). This catalyst was used for the synthesis of biaryl derivatives by Suzuki reaction. Suzuki reaction performed with mixing of the aryl halides with arylboronic acids in the DMF solvent conditions. Also, the prepared catalyst was characterized with different analytical techniques such as FT-IR, XRD, SEM, EDX, BET and ICP-AES analysis. [CuAPPA·2H2O]n catalyst displayed good to excellent yields catalytic efficiency for Suzuki reaction in comparison with to other catalysts. Also, the recoverability and reusability related to this catalyst was checked by a simple filtration with reserving its activity even after several cycles.

Method for synthesizing biphenyl compound by taking phenol as raw material

-

Paragraph 0071-0073, (2020/07/15)

The invention discloses a method for synthesizing a biphenyl compound by using phenol as a raw material in the technical field of organic chemical synthesis, which comprises the following steps: carrying out a mixed reaction process on phenol or substituted phenol, alkali and 50-90% ethanol aqueous solution, slowly introducing sulfonyl fluoride gas, and carrying out magnetic stirring reaction at normal temperature for 4-12 hours, adding arylboronic acid, alkali and a palladium catalyst into a round-bottom flask, continuing to react for 6-12 hours at normal temperature, after the reaction is finished, adding a saturated edible salt solution into the round-bottom flask, carrying out a water quenching reaction process to obtain a reaction mixture, extracting a reaction product from the reaction mixture by using ethyl acetate, combining organic phases, concentrating filtrate, and separating the concentrated filtrate by using column chromatography to obtain analytically pure biphenyl or terphenyl compounds. By using the method, on one hand, the production cost of the biphenyl compound is reduced, and on the other hand, the method also has a wide application prospect in the aspects of synthesis of natural products, medicines, pesticides, herbicides, polymer conduction materials, liquid crystal materials and the like.

Method for synthesizing biphenyl compound by taking suaeda salsa extract liquor as solvent

-

Paragraph 0051-0052, (2020/06/30)

The invention discloses a method for synthesizing a biphenyl compound by using suaeda salsa extract as a solvent in the technical field of organic chemical synthesis, which comprises the following steps: roasting suaeda salsa in a muffle furnace to obtain ash, dissolving the ash in distilled water, refluxing, cooling the solution, and filtering to obtain a faint yellow solution which is the suaedasalsa extract liquor; sequentially adding 1mmol of aryl halide, 1.1mmol of arylboronic acid, 0.001mmol to 0.01mmol of a catalyst and 4ml of the suaeda salsa extract liquor into a round-bottom flask,stirring at 100 DEG C to react for 2 hours, cooling the reactant to room temperature, filtering, mixing the obtained filter residue with a palladium catalyst to obtain a mixture; and dissolving the mixture in ethyl acetate, filtering to remove the palladium catalyst, and drying the filtrate by distillation to obtain the biphenyl compound. According to the scheme, a phosphine ligand, alkali and anadditive do not need to be added, a Suzuki reaction system with biomass extract as a reaction medium is adopted, and a green, simple, convenient and efficient method is provided for synthesizing biphenyl compounds.

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