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2-Cyclopentenone
Cas No: 930-30-3
USD $ 1.0-1.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
2-Cyclopentenone Manufacturer/High quality/Best price/In stock
Cas No: 930-30-3
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 2-Cyclopentenone supplier in China
Cas No: 930-30-3
No Data 1 Metric Ton 30 Metric Ton/Month Simagchem Corporation Contact Supplier
930-30-3 2-Cyclopentenone
Cas No: 930-30-3
USD $ 40.0-50.0 / Gram 1 Gram 1000 Metric Ton/Day WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
2-Cyclopentenone
Cas No: 930-30-3
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2-Cyclopenten-1-one
Cas No: 930-30-3
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
CYCLOPENT-2-ENONE
Cas No: 930-30-3
No Data 1 Kilogram 500 Kilogram/Week Henan Tianfu Chemical Co., Ltd. Contact Supplier
High quality CAS 930-30-3 with best price
Cas No: 930-30-3
USD $ 146.0-176.0 / Gram 10 Gram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
BLOOM TECH Advanced API/Technology support Cyclopent-2-enone CAS 930-30-3
Cas No: 930-30-3
No Data 1 Gram 3 Metric Ton/Month Shaanxi BLOOM TECH Co.,Ltd Contact Supplier
2-Cyclopentenone 930-30-3
Cas No: 930-30-3
No Data 1 Kilogram 10000 Metric Ton/Month Shanghai Upbio Tech Co.,Ltd Contact Supplier

930-30-3 Usage

Chemical Properties

clear yellow liquid
InChI:InChI=1/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2

930-30-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (B23408)  2-Cyclopenten-1-one, 98%    930-30-3 25g 1507.0CNY Detail
Alfa Aesar (B23408)  2-Cyclopenten-1-one, 98%    930-30-3 5g 611.0CNY Detail

930-30-3SDS

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 2-Cyclopenten-1-one

1.2 Other means of identification

Product number -
Other names 2-Cyclopentenone

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:930-30-3 SDS

930-30-3Synthetic route

2,3-epoxycyclopentanone
130249-17-1, 6705-52-8

2,3-epoxycyclopentanone

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With Amberlyst 15; sodium iodide In acetone at 20℃; for 3h; deoxygenation;96%
hepta-1,6-dien-3-one
33698-60-1

hepta-1,6-dien-3-one

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With [1,3-bis-mesityl-imidazolidin-2-yl]Cl2(PCp3)Ru=CHCH=CMe2 In dichloromethane for 12h; metathesis; Heating;93%
allyl methyl carbonate
35466-83-2

allyl methyl carbonate

1-acetoxycyclopentene
933-06-2

1-acetoxycyclopentene

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
palladium diacetate In acetonitrile93%
2-hydroxy-2-cyclopenten-1-one
10493-98-8

2-hydroxy-2-cyclopenten-1-one

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
93%
2-bromocyclopentanone
1056246-36-6

2-bromocyclopentanone

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With lithium carbonate; hydroquinone; lithium bromide In DMF (N,N-dimethyl-formamide) at 100℃; for 4h;91.8%
1-(trimethylsilyloxy)cyclopentene
19980-43-9

1-(trimethylsilyloxy)cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With oxygen; palladium matal-containing silica-supported catalyst In various solvent(s) at 59.9℃; for 24h; Product distribution; Mechanism; Pd(0) supported on various zeolites , influence of calcination and reaction temperature and of the solvent;A 90.1%
B n/a
With oxygen; silica gel; palladium In various solvent(s) at 59.9℃; for 24h; Product distribution; solvent;A 90.1%
B 0.8%
With oxygen; silica gel; palladium In various solvent(s) at 59.9℃; for 24h; Yields of byproduct given;A 90.1%
B n/a
With oxygen; silica gel; palladium In various solvent(s) at 59.9℃; for 24h;A 90.1%
B 0.8%
1,4-dioxaspiro[4.4]non-6-ene
695-56-7

1,4-dioxaspiro[4.4]non-6-ene

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With cerium(III) chloride; sodium iodide In acetonitrile for 0.5h; Ambient temperature;90%
With silica gel; iron(III) chloride at 20℃; for 0.166667h;87%
With ammonium cerium(IV) nitrate In methanol; water at 20℃; for 0.166667h; Ring cleavage;86%
Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(ll) bromide In water; acetonitrile at 20℃; for 3.7h; Inert atmosphere;90%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; iron(III) chloride In water; ethyl acetate at 20℃; for 2h;78%
With 4-Phenylpyridine 1-oxide; chloro{bis-N,N'-(salicylaldehyde)ethylenediiminato}chromium(III); iodosylbenzene In dichloromethane at 20℃; for 14h; Oxidation;74 % Turnov.
1-triisopropylsilyl(oxy)-cyclopentene
80522-45-8

1-triisopropylsilyl(oxy)-cyclopentene

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; disodium hydrogenphosphate; oxygen; palladium dihydroxide In dichloromethane at 24℃; for 42h;88%
cyclopentene
142-29-0

cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With methanesulfonic acid; oxygen; palladium diacetate; molybdovanadophosphate/C In water; acetonitrile at 50℃; for 6h; Wacker-type oxidation;A 1%
B 85%
With methanesulfonic acid; oxygen; palladium diacetate; molybdovanadophosphate/C In ethanol; water at 50℃; for 6h; Wacker-type oxidation;A 6%
B 75%
Δ3-dimethyl dihydromuconate
41820-27-3

Δ3-dimethyl dihydromuconate

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With water; Al2O3#dotK2O at 400℃; Industry scale;85%
1,3-epiperoxycyclopentane
279-35-6

1,3-epiperoxycyclopentane

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

4-oxopentanal
626-96-0

4-oxopentanal

C

rac-3-hydroxycyclopentanone
26831-63-0

rac-3-hydroxycyclopentanone

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane Rate constant; Product distribution; Et3N, Dabco, Dabco+AcOH in C6D6; Me4NOAc in CD3Cl;A n/a
B 82%
C n/a
With 1,4-diaza-bicyclo[2.2.2]octane; acetic acid In benzene-d6 0 deg C -> 45 deg C, 65 h;
3-(tri-n-butyl)stannylcyclopentan-1-one
94726-41-7

3-(tri-n-butyl)stannylcyclopentan-1-one

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate In water; acetonitrile at 60℃; for 1h; cleavage;81%
(1R,2R,3R)-2,3-Dibromo-cyclopentanol
78522-00-6, 78549-40-3

(1R,2R,3R)-2,3-Dibromo-cyclopentanol

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether at 0℃; for 1h;80%
cyclopentanone
120-92-3

cyclopentanone

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

[1,1'-bi(cyclopentan)]-1'-en-2-one
7027-34-1

[1,1'-bi(cyclopentan)]-1'-en-2-one

Conditions
ConditionsYield
ruthenium trichloride for 48h; Condensation; Heating;A 8%
B 80%
cyclopentene
142-29-0

cyclopentene

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(l) iodide In water; acetonitrile at 45℃; for 0.5h; Reagent/catalyst; Temperature;79%
With pyridine; dmap; 5,10,15,20-tetrakisphenylporphyrin; oxygen; acetic anhydride In dichloromethane for 2h; Irradiation;71%
With tert.-butylhydroperoxide; potassium carbonate; 2.5 mol percent Pd on charcoal In dichloromethane at 0℃;71%
cis- and trans-4-cumyloxy-2-cyclopentenol
57702-56-4

cis- and trans-4-cumyloxy-2-cyclopentenol

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

isopropenylbenzene
98-83-9

isopropenylbenzene

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 105℃;A 76.6%
B n/a
cyclopentanone
120-92-3

cyclopentanone

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With iodic acid; dimethyl sulfoxide at 45℃; for 6h;74%
With allyl diethyl phosphate; sodium carbonate; palladium diacetate In tetrahydrofuran at 86℃; for 21h;63%
With oxygen; palladium diacetate; trifluoroacetic acid In dimethyl sulfoxide at 80℃; for 7h; Sealed tube;51%
1-(trimethylsilyl)cyclopentene
14579-07-8

1-(trimethylsilyl)cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

2-(trimethylsilyl)-2-cyclopentenyl hydroperoxide
156518-14-8

2-(trimethylsilyl)-2-cyclopentenyl hydroperoxide

Conditions
ConditionsYield
With oxygen; 5,15,10,20-tetraphenylporphyrin In dichloromethane at -10 - -5℃; for 2.5h; Irradiation; Yields of byproduct given;A n/a
B 72%
5-Chlor-2-cyclopenten-1-on
19931-06-7

5-Chlor-2-cyclopenten-1-on

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With water; zinc In dimethyl sulfoxide; benzene at 25℃; for 6h;71%
allyl cyclopent-1-en-1-yl carbonate
86950-87-0

allyl cyclopent-1-en-1-yl carbonate

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

2-allylcyclopentanone
30079-93-7

2-allylcyclopentanone

C

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
palladium diacetate; triphenylphosphine In acetonitrile for 1.5h; Heating; Yields of byproduct given;A 71%
B n/a
C n/a
bicyclo<3.2.0>heptan-2-one
29268-42-6

bicyclo<3.2.0>heptan-2-one

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

ethene
74-85-1

ethene

Conditions
ConditionsYield
at 580 - 600℃;A 70%
B n/a
1-(trimethylsilyloxy)cyclopentene
19980-43-9

1-(trimethylsilyloxy)cyclopentene

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With diallylcarbonate; palladium diacetate; 1,2-bis-(diphenylphosphino)ethane In benzonitrile for 1h; Heating;69%
With allyl methyl carbonate; palladium diacetate; 1,2-bis-(diphenylphosphino)ethane In acetonitrile Heating;81 % Chromat.
Multi-step reaction with 2 steps
1: 77 percent / CH2Cl2 / 25 °C
2: 1) O3 2) Et2NH / 1) CH2Cl2 / -78 deg C 2) CCl4 / reflux
View Scheme
With 2,4,6-trimethyl-pyridine; sodium hexafluoroantimonate; Graphite In acetonitrile at 20℃; Electrochemical reaction; Inert atmosphere;33 %Chromat.
furfural
98-01-1

furfural

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With hydrogen In water at 160℃; under 30003 Torr; for 1.2h; Autoclave;A 31%
B 69%
With water; hydrogen at 160℃;
Multi-step reaction with 2 steps
1: hydrogen; sodium carbonate; water / 4 h / 160 °C / 30003 Torr / pH 11 / Autoclave
2: hydrogen; water / 160 °C / Autoclave
View Scheme
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With water; zinc at 250℃; for 2.33333h; Autoclave;A 66.1%
B 9.4%
With water; hydrogen at 160℃; Autoclave;
C11H12Cl2OSe
104755-25-1

C11H12Cl2OSe

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water64%
With sodium hydrogencarbonate In dichloromethane for 4h;64%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With hydrogen In water at 150℃; under 15001.5 Torr; Pressure; Reagent/catalyst; Autoclave; Green chemistry;61.5%
With hydrogen In hexane; water at 150℃; for 6h; Reagent/catalyst; Solvent; Temperature; Autoclave;52.3%
Multi-step reaction with 2 steps
1: hydrogen; water / 8 h / 160 °C / Inert atmosphere; Autoclave
2: hydrogen; water / 160 °C / Autoclave
View Scheme
4-methylsulfinyl-4-methylthio-1-cyclopentene
57260-93-2

4-methylsulfinyl-4-methylthio-1-cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

3-Cyclopentenon
14320-37-7

3-Cyclopentenon

Conditions
ConditionsYield
With sulfuric acid In water; acetone for 5h; Ambient temperature;A 6%
B 60%
furfural
98-01-1

furfural

cyclopent-2-enone
930-30-3

cyclopent-2-enone

Conditions
ConditionsYield
With [(pentamethylcyclopentadienyl)IrIII(4,4’-dihydroxy-2,2’-bipyridine)(H2O)]SO4; alumina; hydrogen In water at 130℃; under 22502.3 Torr; for 4h; Autoclave;60%
With water; zinc at 250℃; for 2.33333h; Autoclave;23.1%
Multi-step reaction with 2 steps
1: water / 4 h / 160 °C / 750.08 Torr / Inert atmosphere; Autoclave
2: hydrogen; water / 160 °C / Autoclave
View Scheme
cyclopent-2-enone
930-30-3

cyclopent-2-enone

allyl phenyl sulfoxide
19093-37-9

allyl phenyl sulfoxide

1-(3-oxocyclopentyl)-3-phenylsulfinyl-2-(E)-propene
77548-22-2

1-(3-oxocyclopentyl)-3-phenylsulfinyl-2-(E)-propene

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; hexane Product distribution; 1.) -78 deg C, 90 min; 2.) -78 deg C, 1.0 h; other temperature, other time;100%
With hydrogenchloride; lithium diisopropyl amide 1.) THF, hexane, -78 to 20 deg C, 1.5 h, then 20 deg C, 30 min; 2.) -78 deg C, 1 h; Yield given. Multistep reaction;
cyclopent-2-enone
930-30-3

cyclopent-2-enone

n-butylcopper
34948-25-9

n-butylcopper

rac-3-butylcyclopentanone
84131-68-0

rac-3-butylcyclopentanone

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; lithium iodide In various solvent(s) at -78℃; for 0.1h;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

S-tert-butyl cyanothiolacetate
75839-80-4

S-tert-butyl cyanothiolacetate

Cyano-(3-oxo-cyclopentyl)-thioacetic acid S-tert-butyl ester
104725-25-9, 104725-49-7

Cyano-(3-oxo-cyclopentyl)-thioacetic acid S-tert-butyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium hydride In benzene at 10℃; for 3h;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With limonene.; palladium on activated charcoal for 0.5h; Heating;100%
With hydrogen; SC-1 Ni2B In methanol at 25℃; under 760 Torr; for 24h;100%
With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In chloroform for 0.5h; Ambient temperature;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-oxo-2-(3-oxocyclopentyl)butanoate
66077-94-9

ethyl 3-oxo-2-(3-oxocyclopentyl)butanoate

Conditions
ConditionsYield
With hydrotalcite at 80℃; for 6h; Michael addition;100%
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In toluene at 25℃; for 10h; Michael reaction;99%
With zinc trifluoromethanesulfonate at 20℃; for 6h;95%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

thiophenol
108-98-5

thiophenol

3-(phenylthio)cyclopentan-1-one
75717-34-9

3-(phenylthio)cyclopentan-1-one

Conditions
ConditionsYield
triethylamine In chloroform for 2h; Ambient temperature;100%
With SBA-15 supported (N-heterocyclic carbene)copper(I) complex In 1,2-dichloro-ethane at 100℃; for 48h; Schlenk technique; Glovebox; Inert atmosphere; stereoselective reaction;99%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 0.0333333h; Catalytic behavior; Solvent; Michael Addition; Green chemistry;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

diethyl trimethylsilyl phosphite
13716-45-5

diethyl trimethylsilyl phosphite

(3-Trimethylsilanyloxy-cyclopent-2-enyl)-phosphonic acid diethyl ester
81435-28-1

(3-Trimethylsilanyloxy-cyclopent-2-enyl)-phosphonic acid diethyl ester

Conditions
ConditionsYield
In acetonitrile at 180℃; for 12h;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

diethyl malonate
105-53-3

diethyl malonate

3-(bis(ethoxycarbonyl)methyl)cyclopentanone
91766-21-1

3-(bis(ethoxycarbonyl)methyl)cyclopentanone

Conditions
ConditionsYield
With hydrotalcite at 80℃; for 6h; Michael addition;100%
With montmorillonite-enwrapped copper at 100℃; for 14h; Michael reaction;91%
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In toluene at 25℃; for 0.5h; Michael reaction;90%
3-phenyl-propionaldehyde
104-53-0

3-phenyl-propionaldehyde

cyclopent-2-enone
930-30-3

cyclopent-2-enone

2-(1-hydroxy-3-phenylpropyl)-2-cyclopenten-1-one
273219-46-8

2-(1-hydroxy-3-phenylpropyl)-2-cyclopenten-1-one

Conditions
ConditionsYield
With tributylphosphine; 1,1'-bi-2-naphthol In tetrahydrofuran at 20℃; for 1h; Baylis-Hillman addition;100%
With Dimethyl(phenyl)phosphine In methanol; chloroform at 20℃; for 23h; Morita-Baylis-Hillman reaction;98%
With sodium phenoxide; tris[tert-butyl]phosphonium tetrafluoroborate In tetrahydrofuran at 20℃; for 1h; Baylis-Hillman reaction;95%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

Octanal
124-13-0

Octanal

2-(1-hydroxy-octyl)-cyclopent-2-enone

2-(1-hydroxy-octyl)-cyclopent-2-enone

Conditions
ConditionsYield
With tributylphosphine; 1,1'-bi-2-naphthol In tetrahydrofuran at 20℃; for 3h; Baylis-Hillman addition;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

chlorodicyclopentylphosphine
130914-24-8

chlorodicyclopentylphosphine

3-(dicyclopentylphosphinoyl)cyclopentanone

3-(dicyclopentylphosphinoyl)cyclopentanone

Conditions
ConditionsYield
With 4 A molecular sieve; acetic acid at 20℃; for 2h;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

phenylboronic acid
98-80-6

phenylboronic acid

3-phenylcyclopentanone
64145-51-3

3-phenylcyclopentanone

Conditions
ConditionsYield
With chloroform; caesium carbonate; triphenylphosphine; palladium diacetate In toluene at 80℃; for 24h;100%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium carbonate In water at 80℃; for 1h;99%
With tert-butyl-amphos chloride; sodium dodecyl-sulfate; sodium carbonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer In toluene at 20℃;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

Methyl 4,4-dimethyl-3-oxopentanoate
55107-14-7

Methyl 4,4-dimethyl-3-oxopentanoate

(+)-4,4-dimethyl-3-oxo-2-(3-oxocyclopentyl)pentanoic acid methyl ester

(+)-4,4-dimethyl-3-oxo-2-(3-oxocyclopentyl)pentanoic acid methyl ester

Conditions
ConditionsYield
Ru[(S,S)-Msdpen](η6-hexamethylbenzene) In toluene at 30℃; for 24h; Michael reaction;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

(R)-3-(4-methoxyphenyl)cyclopentan-1-one
155325-51-2

(R)-3-(4-methoxyphenyl)cyclopentan-1-one

Conditions
ConditionsYield
With potassium hydroxide; (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; bis(ethylene)rhodium(I) chloride dimer In 1,4-dioxane; water at 50℃; for 1h;100%
With chlorobis(ethylene)rhodium(I) dimer; C22H20N2O4; potassium hydroxide In ethanol at 30℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;98%
With chlorobis(ethylene)rhodium(I) dimer; (R)-6,6'-dimethoxy-P2,P2,P2',P2'-tetrakis-[4-(trifluoromethyl)phenyl]-biphenyl-2,2'-bisphosphine; potassium hydroxide In water; toluene at 20℃; for 6.5h; Inert atmosphere; optical yield given as %ee; stereoselective reaction;96%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

phenylboronic acid
98-80-6

phenylboronic acid

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; (R,R)-(+)-1,4-dimethyl-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene; potassium hydroxide In methanol; dichloromethane at 20℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;100%
With potassium hydroxide; (R,R)-tetrafluorobenzobarrelene rhodium catalyst In 1,4-dioxane at 30℃; for 1h;99%
With chlorobis(ethylene)rhodium(I) dimer; C22H20N2O4; potassium hydroxide In ethanol at 30℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

dimethyl (prop-2-yn-1-yl)malonate
95124-07-5

dimethyl (prop-2-yn-1-yl)malonate

2-(3-oxocyclopentyl)-2-prop-2-ynylmalonic acid dimethyl ester
868388-53-8

2-(3-oxocyclopentyl)-2-prop-2-ynylmalonic acid dimethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 10h;70%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine
93102-05-7

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

7-Benzyl-2-oxo-7-azabicyclo[3.3.0]octane
185692-51-7

7-Benzyl-2-oxo-7-azabicyclo[3.3.0]octane

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 2h;100%
With trifluoroacetic acid In dichloromethane at 20 - 25℃; for 5h;81.4%
With trifluoroacetic acid In dichloromethane at -5 - 0℃;
cyclopent-2-enone
930-30-3

cyclopent-2-enone

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine
93102-05-7

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine

(3aS,6aR)-2-benzylhexahydrocyclopenta[c]pyrrol-4(5H)-one
174293-33-5

(3aS,6aR)-2-benzylhexahydrocyclopenta[c]pyrrol-4(5H)-one

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 18h;100%
With trifluoroacetic acid In dichloromethane at 20℃; for 18h;100%
With trifluoroacetic acid In dichloromethane at 0 - 20℃; Inert atmosphere;84%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

1-methoxy-N-(3-(trifluoromethyl)benzyl)-N-((trimethylsilyl)methyl)methanamine
1219624-35-7

1-methoxy-N-(3-(trifluoromethyl)benzyl)-N-((trimethylsilyl)methyl)methanamine

2-(3-(trifluoromethyl)benzyl)hexahydrocyclopenta[c]pyrrol-4(5H)-one

2-(3-(trifluoromethyl)benzyl)hexahydrocyclopenta[c]pyrrol-4(5H)-one

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 0.75h; Inert atmosphere;100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

3,4-dichlophenylboronic acid
151169-75-4

3,4-dichlophenylboronic acid

(S)-3-(3,4-dichlorophenyl)cyclopentanone
1429345-63-0

(S)-3-(3,4-dichlorophenyl)cyclopentanone

Conditions
ConditionsYield
Stage #1: 3,4-dichlophenylboronic acid With bis(norbornadiene)rhodium(l)tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 20℃; for 2h; Inert atmosphere;
Stage #2: cyclopent-2-enone With triethylamine In 1,4-dioxane; water at 20℃; for 18h;
100%
Stage #1: 3,4-dichlophenylboronic acid With bis(norbornadiene)rhodium(l)tetrafluoroborate; (S)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl In 1,4-dioxane at 20℃; for 2h; Inert atmosphere;
Stage #2: cyclopent-2-enone With triethylamine In 1,4-dioxane; water at 20℃; for 18h;
100%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

5-cyclopropyl-1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-1H-pyrazole-4-carboxylic acid methyl ester

5-cyclopropyl-1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-1H-pyrazole-4-carboxylic acid methyl ester

5-cyclopropyl-1-[3-(3-oxocyclopentyl)phenyl]-1H-pyrazole-4-carboxylic acid methyl ester

5-cyclopropyl-1-[3-(3-oxocyclopentyl)phenyl]-1H-pyrazole-4-carboxylic acid methyl ester

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triethylamine In 1,4-dioxane; water at 20 - 100℃; for 18h; Concentration; Temperature;100%
n-butyl magnesium bromide
693-03-8

n-butyl magnesium bromide

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

cyclopent-2-enone
930-30-3

cyclopent-2-enone

((3-butylcyclopent-1-en-1-yl)oxy)trimethylsilane
108643-82-9

((3-butylcyclopent-1-en-1-yl)oxy)trimethylsilane

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide In tetrahydrofuran at -78℃;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

(Z)-ethyl 2-bromobut-2-enoate
51263-39-9

(Z)-ethyl 2-bromobut-2-enoate

2-Oxo-6-vinyl-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester
105230-72-6, 105307-94-6, 122090-17-9, 122090-18-0

2-Oxo-6-vinyl-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.25h;99%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

dimethyl(phenyl)silyllithium
3839-31-4

dimethyl(phenyl)silyllithium

3-(dimethyl(phenyl)silyl)cyclopentanone
109023-10-1

3-(dimethyl(phenyl)silyl)cyclopentanone

Conditions
ConditionsYield
With copper(I) iodide dimethyl sulfide complex In tetrahydrofuran at -78 - 0℃; for 11h;99%
With copper(l) cyanide 1.) THF, 0 deg C, 20 min, 2.) THF, -78 deg C, 2 h; Yield given. Multistep reaction;
cyclopent-2-enone
930-30-3

cyclopent-2-enone

2-bromo-2-cyclopenten-1-one
10481-34-2

2-bromo-2-cyclopenten-1-one

Conditions
ConditionsYield
With pyridine N-oxide; N-Bromosuccinimide In acetonitrile at 0 - 20℃; Inert atmosphere;99%
With bromine; triethylamine In dichloromethane98%
Stage #1: cyclopent-2-enone With hydrogen bromide In dichloromethane at -20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With bromine In dichloromethane at -24 - -20℃; for 1.5h; Inert atmosphere;
Stage #3: With pyridine In dichloromethane at -20 - 0℃; Inert atmosphere;
97%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

2-iodo-cyclopent-2-enone
33948-35-5

2-iodo-cyclopent-2-enone

Conditions
ConditionsYield
With dmap; iodine; potassium carbonate In tetrahydrofuran for 1h;99%
With dmap; iodine; potassium carbonate In tetrahydrofuran; water at 25 - 30℃; for 4h;99%
With pyridine; iodine In dichloromethane Ambient temperature; further amines as reagents;96%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

2-[hydroxy(4-nitrophenyl)methyl]-2-cyclopenten-1-one

2-[hydroxy(4-nitrophenyl)methyl]-2-cyclopenten-1-one

Conditions
ConditionsYield
With pyrrolidine; 1,4-diaza-bicyclo[2.2.2]octane; sodium hydrogencarbonate In tetrahydrofuran; water at 25℃; for 40h; Baylis-Hillman Reaction;99%
With dmap; N,N,N,N,-tetramethylethylenediamine; magnesium iodide In methanol at 20℃; for 5h; Morita-Baylis-Hillman reaction; Inert atmosphere;94%
With 1H-imidazole In tetrahydrofuran; water at 20℃; for 16h; Product distribution; Further Variations:; Solvents;92%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

diethylzinc
557-20-0

diethylzinc

Conditions
ConditionsYield
With 1-[3-((S)-1-hydroxy-3,3-dimethyl-2-butanylamino)-3-oxopropyl]-3-benzylbenzimidazolium iodide; copper(II) bis(trifluoromethanesulfonate) In tetrahydrofuran; hexane at 20℃; for 3h;99%
Stage #1: diethylzinc With [3-[(1R,2R)-2-(3,5-di-tert-butyl-2-hydroxybenzylamino)cyclohexyl]-1-isopropyl-4-phenyl-3H-imidazol-1-ylidene]copper(I) bromide In diethyl ether at 25℃; for 0.25h; Inert atmosphere;
Stage #2: cyclopent-2-enone In diethyl ether at 25℃; for 1.16667h; Inert atmosphere;
Stage #3: With hydrogenchloride; water In diethyl ether
91%
With copper(I) trifluoromethanesulfonate benzene complex; (+)-3-((tert-butyldimethylsilyl)oxy)-8-(dinaphtho[2,1-d:1',2'-f][1,3,2]dioxa-phosphepin-4-yl)-8-azabicyclo[3.2.1]oct-6-ene In hexane; dichloromethane at 0℃; for 12h; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; Schlenk technique;68%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

ethyl 2-oxo-(3-oxocyclopentyl)cyclopentanecarboxylate

ethyl 2-oxo-(3-oxocyclopentyl)cyclopentanecarboxylate

Conditions
ConditionsYield
europium-containing poly(2,4-OH2-C6H4COO--co-HCHO)-gel In tetrachloromethane for 10h; Michael addition; Heating;99%
silica gel; ytterbium(III) triflate for 144h; Ambient temperature;87%
With trifluoroacetic acid In acetonitrile at 20℃; for 60h; Addition; Michael addition;72%
cyclopent-2-enone
930-30-3

cyclopent-2-enone

phenylboronic acid
98-80-6

phenylboronic acid

Conditions
ConditionsYield
With potassium phosphate; chlorobis(ethylene)rhodium(I) dimer; C25H27NO3S In 1,4-dioxane; water at 60℃; for 1h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;99%
Stage #1: phenylboronic acid With chlorobis(ethylene)rhodium(I) dimer; (R)-N-cinnamyl-2-methylpropane-2-sulfinamide In 1,4-dioxane at 40℃; for 0.5h; Inert atmosphere;
Stage #2: cyclopent-2-enone With potassium phosphate In 1,4-dioxane; water at 40℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
99%
With chlorobis(ethylene)rhodium(I) dimer; (R)-(+)-[(η5-1-bis(3,5-dimethylphenyl)phosphino-2-(3-diphenylphosphino-2-methylpropenyl)cyclopentadienyl-P)]manganese(I) dicarbonyl; potassium hydroxide In 1,4-dioxane; water at 50℃; for 7h; Inert atmosphere; enantioselective reaction;99%

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