24892-81-7|1-Chloro-2-(1-phenylvinyl)benzene| Ambeed

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Quality Control of [ 24892-81-7 ] Purity: 95% mix TBC as stabilizer SDS Specification

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Product Details of [ 24892-81-7 ]

CAS No. :	24892-81-7
Formula :	C₁₄H₁₁Cl
M.W :	214.69
SMILES Code :	C=C(C1=CC=CC=C1Cl)C2=CC=CC=C2
MDL No. :	MFCD06658408
InChI Key :	QUAWDTPUQBNQER-UHFFFAOYSA-N
Pubchem ID :	13383317

Safety of [ 24892-81-7 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 24892-81-7 ]

* 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 [ 24892-81-7 ]

[ 24892-81-7 ] Synthesis Path-Downstream 1~35

1
[ 24892-81-7 ]
[ 76690-79-4 ]

References: [1]Journal of the American Chemical Society,1944,vol. 66,p. 533.

2
[ 917-64-6 ]
[ 5162-03-8 ]
[ 24892-81-7 ]

References: [1]Bulletin de la Societe Chimique de France,1969,p. 2747 - 2753.

3
[ 24892-81-7 ]
[ 54766-44-8 ]

References: [1]Journal of the Chemical Society. Perkin transactions I,1974,p. 2346 - 2350.

Yield	Reaction Conditions	Operation in experiment
66%	With phosphonic acid diethyl ester; In diethyl ether; at 0℃; for 27h;Inert atmosphere;	General procedure: In a 150mL eggplant-shaped bottle with a magneton and constant pressure dropping funnel,Weigh the corresponding acetophenone (10.0mmol, 1.0equiv) in an eggplant-shaped bottle. After sealing,Then evacuate, fill with nitrogen, back and forth three times,Add 30ml of anhydrous ether under the protection of nitrogen.Then weighed phenyl Grignard reagent (15.0 mmol, 1.5 equiv) in the constant pressure dropping funnel,Let it drip slowly in an ice-water bath. After 3 hours of reaction,After adding 3 ml of diethyl phosphite, the reaction was continued for 24 hours.Remove the ice-water bath and add distilled water to the eggplant-shaped bottle. After stirring for a while,Extraction was performed with anhydrous ether, and the extract was concentrated under reduced pressure on a rotary evaporator.Then it was separated by column chromatography. The polarity of the separation was adjusted according to the different products.

6
[ 24892-81-7 ]
(+/-)-4-chloro-1-(o-chlorophenyl)-3-methyl-cis-1,3-diphenylindane [ No CAS ]
1,3-bis(o-chlorophenyl)-3-methyl-1-phenylindane [ No CAS ]

References: [1]European Journal of Organic Chemistry,2002,p. 3850 - 3854.

7
[ 119-61-9 ]
C₄₄H₆₂ClIN₂OPSi₄Y [ No CAS ]
[ 530-48-3 ]
[ 24892-81-7 ]

References: [1]Chemical Communications,2012,vol. 48,p. 1745 - 1747.

8
[ 5162-03-8 ]
[ 1357011-76-7 ]
[ 530-48-3 ]
[ 24892-81-7 ]

References: [1]Chemical Communications,2012,vol. 48,p. 1745 - 1747.

9
[ 536-74-3 ]
[ 108-90-7 ]
[ 24892-81-7 ]

Yield	Reaction Conditions	Operation in experiment
86.2%Chromat.	With 30percent supported phosphotungstic acid catalyst on modified activated carbon; at 150℃; under 7500.75 Torr; for 4h;Autoclave; Inert atmosphere;	General procedure: The experiments of the alkenylation of aromatics with pheny-lacetylene were performed in the stainless steel autoclave reactor.Firstly, 15 g reactant mixture containing aromatics and pheny-lacetylene with desired molar ratio of aromatics to phenylacetylenewas added into autoclave reactor, and then the desired amountof catalyst was added. After that, the autoclave was purged threetimes with N2, and then the reactor was pre-filled with N2to0.7-0.75 MPa (it reaches 1.0 MPa at reaction temperatures). Afterstirring 30 min at room temperature to make the reaction mixturehomogeneous, the mixture was heated up to the desired reactiontemperature, and then start to count the reaction time. After thereaction, the mixture was quickly cooled down to room temper-ature and then was filtered for catalyst separation. The 96-98%of carbon balance was obtained by external standard method.The carbon loss can be resulted from the possible adsorptionand/or coke on catalyst. Quantitative analysis of the collected prod-ucts was performed on a FULI 9790 II GC equipped with HP-5column, 30 m × 0.32 mm × 0.25 m, and FID detector. The GC/MS and1HNMR were performed for the structure identification ofsamples (qualitative analysis, see supporting information). Fromour previous report, the alkenylation is a complex competitionprocess. Based on the GC-MS data (Fig. S1-6) and the related ref-erences [22-24,29], it can be seen that, besides the main product(-arylstyrene), a series of byproducts like acetophenone, -(2,5-dimethylphenyl) ethylbenzene, -(2,5-dimethylphenyl) styreneand oligomers can be detected. As the evaluation index of thealkenylation reaction, the phenylacetylene conversion was cal-culated by weight percent of the consumed phenylacetylene inthe total phenylacetylene amount in the reaction mixture; theselectivity to -arylstyrene was calculated by weight percent ofdesired -arylstyrene in total products. The yield corresponding-arylstyrene was the GC yield, which was calculated based on theconversion of phenylacetylene and the selectivity of the desiredproducts

References: [1]Applied Catalysis A: General,2015,vol. 503,p. 103 - 110.
[2]Applied Catalysis A: General,2016,vol. 526,p. 139 - 146.

10
[ 24892-81-7 ]
(S)-(-)-1-chloro-2-(1-phenylethyl)benzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
> 99%	With sodium triethylborohydride; In toluene; at 25℃; for 1h;	General procedure: Example 1: Asymmetric Hydrogenation of 1,1-Diaryl Ethylene Catalyzed by Chiral COX2_OIP Complexes.(Chiral) CoX2-0IP complex (0.025 mmol), olefin (0.5 mm0.1), toluene (1 mL) was added to a dry reaction tube at 25 C. After the test tube was evacuated, (0.075 mmol) was added and stirred at room temperature for 1 hour. The product was isolated by column chromatography.

References: [1]Organic Letters,2016,vol. 18,p. 1594 - 1597.
[2]Patent: CN105461508,2016,A .Location in patent: Paragraph 0030; 0031; 0032.
[3]Organic Letters,2021,vol. 23,p. 8978 - 8983.

11
[ 24892-81-7 ]
(+)-1-(2-chlorophenyl)-1-phenylethane [ No CAS ]
(S)-(-)-1-chloro-2-(1-phenylethyl)benzene [ No CAS ]

References: [1]Organic Letters,2016,vol. 18,p. 1594 - 1597.

12
[ 3752-25-8 ]
[ 71-43-2 ]
[ 24892-81-7 ]

References: [1]Chemical Communications,2016,vol. 52,p. 12191 - 12194.

13
[ 24892-81-7 ]
[ 2972-05-6 ]
6-(2-chlorophenyl)-6-phenylhexanenitrile [ No CAS ]

References: [1]Organic Letters,2019,vol. 21,p. 2658 - 2662.

14
[ 5162-03-8 ]
[ 1779-49-3 ]
[ 24892-81-7 ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: To a 100 mL round bottom flask equipped with a Teflon coated stir bar was added methyltriphenylphosphonium bromide (15 mmol, 1.5 equiv) and THF (40 mL). The reaction mixture was cooled to 0 C and stirred. Once cooled, KOtBu (15 mmol, 1.5 equiv) was added and the system was removed from the ice bath and let stir at room temperature for 0.5 h. Next, ketone (10 mmol, 1 equiv) was added to the system which was then purged with N2 and heated to 50 C for 3 h. Upon completion, the reaction was quenched with water (20 mL), extracted with ether (250 mL), and dried with sufficient MgSO4. The resulting extracts were concentrated in vacuo and purified via flash column chromatography.

References: [1]Journal of Organic Chemistry,2020,vol. 85,p. 6143 - 6150.
[2]Organic Letters,2019,vol. 21,p. 2658 - 2662.
[3]Polyhedron,2020,vol. 180.
[4]Organic Letters,2020,vol. 22,p. 7300 - 7304.
[5]Angewandte Chemie - International Edition,2021,vol. 60,p. 1383 - 1389.
Angew. Chem.,2021,vol. 133,p. 1403 - 1409,7.

15
[ 24892-81-7 ]
[ 1211417-77-4 ]
C₁₉H₂₁⁽²⁾HBClN₂ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 6706 - 6710.
Angew. Chem.,2020,vol. 132,p. 6772 - 6776,5.

16
[ 24892-81-7 ]
[ 1211417-77-4 ]
C₁₉H₂₂BClN₂ [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2020,vol. 59,p. 6706 - 6710.
Angew. Chem.,2020,vol. 132,p. 6772 - 6776,5.

17
[ 24892-81-7 ]
[ 98-80-6 ]
(2-(2-chlorophenyl)-2-phenylvinyl)(phenyl)selane [ No CAS ]

References: [1]Advanced Synthesis and Catalysis,2020,vol. 362,p. 2168 - 2172.

18
[ 591-50-4 ]
[ 24892-81-7 ]
methyl 2-(2-chlorophenyl)-2,3-diphenylpropanoate [ No CAS ]

References: [1]Journal of the American Chemical Society,2020,vol. 142,p. 8122 - 8129.

19
[ 591-50-4 ]
[ 124-38-9 ]
[ 24892-81-7 ]
C₂₁H₁₇ClO₂ [ No CAS ]

References: [1]Journal of the American Chemical Society,2020,vol. 142,p. 8122 - 8129.

20
[ 24892-81-7 ]
[ 75-05-8 ]
4-(2-chlorophenyl)-4-phenylbut-3-enenitrile [ No CAS ]
4-(2-chlorophenyl)-4-phenylbut-3-enenitrile [ No CAS ]

References: [1]Journal of Organic Chemistry,2020,vol. 85,p. 6143 - 6150.

21
[ 108-86-1 ]
[ 2039-87-4 ]
[ 24892-81-7 ]
1-chloro-2-styrylbenzene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With C58H52Cl4N2P4Pd2C6H15NH2O; potassium carbonate; In 1,4-dioxane; at 140℃; for 6h;Inert atmosphere;	General procedure: Aryl halide (0.1 mmol), olefin (0.12 mmol), base (0.12 mmol), and the catalyst (0.01 mol %) in 1,4-dioxane (2 mL) were introduced into a 10 mL round bottom flask under argon atmosphere. The obtained reaction mixture was stirred at 80, 100, 110 and 140 C for 6 h separately. After cooling to room temperature, the solution was filtered and the solvent was removed under reduced pressure and purified by flash chromatography (n-hexane-EtOAc, 10:1). The product distribution was determined by GC using mesitylene as an internal.

References: [1]Heterocycles,2020,vol. 100.

22
[ 24892-81-7 ]
1-(2-bromo-1-phenylvinyl)-2-chlorobenzene [ No CAS ]
1-(2-bromo-1-phenylvinyl)-2-chlorobenzene [ No CAS ]

References: [1]Organic Letters,2020,vol. 22,p. 7300 - 7304.

23
[ 24892-81-7 ]
[ 135636-66-7 ]
[ 1443780-53-7 ]

References: [1]Journal of Organic Chemistry,2020,vol. 85,p. 11989 - 11996.

24
[ 24892-81-7 ]
[ 7335-27-5 ]
ethyl 4-[2-(2-chlorophenyl)-2-phenylethyl]benzoate [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2021,vol. 60,p. 1383 - 1389.
Angew. Chem.,2021,vol. 133,p. 1403 - 1409,7.

25
[ 24892-81-7 ]
[ 590-17-0 ]
4-(2-chlorophenyl)-4-phenylbut-3-enenitrile [ No CAS ]
4-(2-chlorophenyl)-4-phenylbut-3-enenitrile [ No CAS ]

References: [1]RSC Advances,2021,vol. 11,p. 5427 - 5431.

26
[ 24892-81-7 ]
[ 5162-03-8 ]

Yield	Reaction Conditions	Operation in experiment
90.9%	With oxygen; at 110℃; for 8h;Sealed tube;	Add 0.5mmol of <strong>[24892-81-7]1-chloro-2-(1-phenylvinyl)benzene</strong> and 1mL polyethylene glycol dimethyl ether (MW=250) into a test tube as a solvent, seal the test tube, perform oxygen replacement, and insert the refill The balloon with pure oxygen was placed at 110C for 8 hours and the yield was 90.9%.

References: [1]RSC Advances,2021,vol. 11,p. 13848 - 13852.
[2]Patent: CN112608222,2021,A .Location in patent: Paragraph 0019.
[3]Organic and Biomolecular Chemistry,2021,vol. 19,p. 6781 - 6785.

27
[ 4755-81-1 ]
[ 24892-81-7 ]
methyl 5-(2-chlorophenyl)-2-methyl-5-phenyl-4,5-dihydrofuran-3-carboxylate [ No CAS ]