Product Name

  • Name

    Cyclopentene

  • EINECS 205-532-9
  • CAS No. 142-29-0
  • Article Data296
  • CAS DataBase
  • Density 0.831 g/cm3
  • Solubility immiscible with water
  • Melting Point -135 °C
  • Formula C5H8
  • Boiling Point 44.2 °C at 760 mmHg
  • Molecular Weight 68.1185
  • Flash Point <−30°F
  • Transport Information UN 2246 3/PG 2
  • Appearance colourless liquid with a petrol-like odour
  • Safety 9-16-26-33-36-62-61-36/37
  • Risk Codes 11-21/22-36/37/38-65-67-52/53
  • Molecular Structure Molecular Structure of 142-29-0 (Cyclopentene)
  • Hazard Symbols FlammableF,HarmfulXn
  • Synonyms NSC5160;
  • PSA 0.00000
  • LogP 1.72650

Synthetic route

Cyclopentene oxide
285-67-6

Cyclopentene oxide

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With sodium amalgam; chiral Co(II) In tetrahydrofuran-d8 at 20℃; for 6h; deoxygenation;100%
With triphenylphosphine at 200℃; for 8.5h;59%
With trifluoroacetic acid; selenobenzamide In dichloromethane at 20℃; for 30h; Mechanism; With other reagents are dicussed.;85 % Chromat.
5-Cyclopentyloxy-thianthren-5-ium; perchlorate

5-Cyclopentyloxy-thianthren-5-ium; perchlorate

A

Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

B

thianthrene-5-oxide
2362-50-7

thianthrene-5-oxide

C

cyclopentene
142-29-0

cyclopentene

D

Thianthrene
92-85-3

Thianthrene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium bromide Product distribution; Substitution; elimination;A 89%
B 100%
C 1.5%
D 3.5%
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With hydrogen; palladium In methanol at 30℃; under 760 Torr; Rate constant; Product distribution; Thermodynamic data; mechanism of reaction, var. solvents, var. amount of catalyst, var. catalysts, var. conc., var. pressure, eq. constants, activation energy;97.1%
With hydrogen; Ruthenium deposition on Pd/Cu at 199.9℃; Rate constant; effect of catalyst content on the rate on the yield;3%
With hydrogen; ruthenium at 49.9℃; under 140 Torr; Product distribution; variation of temperature;
C17H17N3O8S2
77861-36-0

C17H17N3O8S2

A

(4-nitro-N-((4-nitrophenyl)sulfonyl)benzenesulfonamide)
4009-06-7

(4-nitro-N-((4-nitrophenyl)sulfonyl)benzenesulfonamide)

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
In neat (no solvent) at 175℃; for 0.5h;A 95%
B 90%
bi(cyclopentadiene)
77-73-6, 933-60-8, 1755-01-7

bi(cyclopentadiene)

tetrahydroindene
79885-00-0

tetrahydroindene

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
tert-butylhydroquinone In diphenylether at 215℃; for 2.58333h; Product distribution / selectivity;94.19%
Cyclopentamine
1003-03-8

Cyclopentamine

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With nickel(II) oxide; 1-methyl-2-nitrobenzene; oxalic acid at 280 - 310℃; for 3.16667h; Temperature;92%
With 5,6,8,9-tetrahydro-7-phenyldibenzoxanthenylium tetrafluoroborate In dichloromethane at 20℃; for 27h;
cis-1,2-cyclopentanediol
5057-98-7

cis-1,2-cyclopentanediol

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With formic acid at 20 - 240℃; Inert atmosphere;86%
(Z)-5-bromo-1-iodo-1-pentene

(Z)-5-bromo-1-iodo-1-pentene

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; pentane 1.) -78 deg C; 2.) 25 deg C over 1 h;85%
With n-butyllithium85%
ethenylcyclopropane
693-86-7

ethenylcyclopropane

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With [i-PrNDI]Ni2(C6H6); 1,3,5-trimethyl-benzene In benzene for 24h; Reagent/catalyst; Inert atmosphere; Glovebox; regioselective reaction;83%
at 526.9℃; Rate constant; pyrolysis, other temperature;
at 341.2℃; under 485 - 500 Torr; Rate constant; Mechanism;
at 303.9 - 780.9℃; Kinetics;
n-decyl acetate
112-17-4

n-decyl acetate

A

1-hexene
592-41-6

1-hexene

B

1-Decene
872-05-9

1-Decene

D

1-Butyl-2-methylcyclopropane
2511-92-4

1-Butyl-2-methylcyclopropane

E

1-Methyl-2-pentylcyclopropane
41977-37-1

1-Methyl-2-pentylcyclopropane

F

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
at 495℃; for 0.00727778h; Rate constant; Product distribution; various temp., also in toluene, also with 14C-labelled ester;A 1.03%
B 81.3%
C 1.91%
D 1.2%
E 0.497%
F 0.45%
Cyclopentanol
96-41-3

Cyclopentanol

A

cyclopentyl chloride
930-28-9

cyclopentyl chloride

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane 1.) 0 deg C; 2.) rt., 3h;A 80%
B n/a
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In dichloromethane 1.) 0 deg C; 2.)rt., 3h;
With bismuth(III) chloride In tetrachloromethane for 1.5h; Heating;
2,4,6-triphenylpyridine
580-35-8

2,4,6-triphenylpyridine

1-cyclopentyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

1-cyclopentyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
at 178℃; under 200 Torr; Mechanism;78%
5-Cyclopentyloxy-thianthren-5-ium; perchlorate

5-Cyclopentyloxy-thianthren-5-ium; perchlorate

A

thianthrene-5-oxide
2362-50-7

thianthrene-5-oxide

B

cyclopentyl iodide
1556-18-9

cyclopentyl iodide

C

cyclopentene
142-29-0

cyclopentene

D

Thianthrene
92-85-3

Thianthrene

Conditions
ConditionsYield
With potassium iodide In acetonitrile for 2h; Product distribution; Substitution; elimination;A 78%
B 55%
C 21%
D 19%
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

Cp*Mo(NO)(κ2-1,2-bis(dimethylphosphino)ethane)

Cp*Mo(NO)(κ2-1,2-bis(dimethylphosphino)ethane)

A

[Mo(NO)(Br)2(1,2-bis(dimethylphosphino)ethane)]2

[Mo(NO)(Br)2(1,2-bis(dimethylphosphino)ethane)]2

B

cyclopentene
142-29-0

cyclopentene

C

2-pentene
109-68-2

2-pentene

Conditions
ConditionsYield
In tetrahydrofuran at 70℃; for 72h; Glovebox;A 75%
B n/a
C n/a
1,3-dibromocyclopentane
797056-11-2

1,3-dibromocyclopentane

A

bicyclo[2.1.0]pentane
185-94-4

bicyclo[2.1.0]pentane

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With tetra-n-propylammonium bromide In N,N-dimethyl-formamide electrolytic reduction: platinum electrodes; reference: Ag wire. cathode and anode separated by a membrane;A 71%
B 15%
2-(cyclopentyloxy)tropone
87563-16-4

2-(cyclopentyloxy)tropone

A

2-hydroxy-2,4,6-cycloheptatrien-1-one
533-75-5

2-hydroxy-2,4,6-cycloheptatrien-1-one

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
In dimethylsulfoxide-d6 at 180℃; for 2h;A n/a
B 70%
In dimethyl sulfoxide at 180℃; for 8h;
penta-1,3-diene
504-60-9

penta-1,3-diene

A

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With hydrogen sulfide at 600℃;A 12%
B 59%
With silica-supported tetrakis(triphenylphosphite)platinum(0)-derived nanocatalyst In benzene at 600℃;A 58.1%
B 2.2%
penta-1,3-diene
504-60-9

penta-1,3-diene

A

Cyclopentane
287-92-3

Cyclopentane

B

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

C

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With silica-supported tetrakis(triphenylphosphine)platinum(0)-derived nanocatalyst In benzene at 600℃;A 0.1%
B 53.6%
C 4.7%
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

A

Cyclopentane
287-92-3

Cyclopentane

B

bicyclopentyl
1636-39-1

bicyclopentyl

C

cyclopentene
142-29-0

cyclopentene

D

cyclopentylmagnesium bromide
33240-34-5

cyclopentylmagnesium bromide

Conditions
ConditionsYield
With magnesium In diethyl ether at 0℃; Mechanism; Rate constant; reaction rate dependence on angular velocity of disk, solution viscosity;A 13 % Chromat.
B 21 % Chromat.
C 13 % Chromat.
D 50%
cyclopentyl chloride
930-28-9

cyclopentyl chloride

water-d2
7789-20-0

water-d2

A

monodeuterocyclopentane
55980-41-1

monodeuterocyclopentane

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
Stage #1: cyclopentyl chloride With magnesium In tetrahydrofuran for 1h; Reflux; Inert atmosphere;
Stage #2: water-d2 In tetrahydrofuran at 0℃; Inert atmosphere;
A 50%
B n/a
pentane
109-66-0

pentane

A

methylbutane
78-78-4

methylbutane

B

hexane
110-54-3

hexane

C

Cyclopentane
287-92-3

Cyclopentane

D

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

E

cyclopentene
142-29-0

cyclopentene

F

benzene
71-43-2

benzene

G

C1-C4

C1-C4

Conditions
ConditionsYield
With hydrogen; Platinum-copper at 334.9℃; Product distribution; various temp. and percent Pt;A 1%
B n/a
C 49.2%
D 25.9%
E 15.1%
F n/a
G n/a
cyclopentylmagnesium bromide
33240-34-5

cyclopentylmagnesium bromide

A

Cyclopentane
287-92-3

Cyclopentane

B

bicyclopentyl
1636-39-1

bicyclopentyl

C

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With copper dichloride In diethyl ether at 0℃;A 46%
B 1%
C 42%
cyclopentanecarboxylic acid
3400-45-1

cyclopentanecarboxylic acid

A

Cyclopentane
287-92-3

Cyclopentane

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With hydrogen; silica gel; palladium at 330℃;A n/a
B 45%
With hydrogen; silica gel; palladium at 330℃;A 40%
B n/a
endo-1,4-Dimethyl-2,3,9-trioxatricyclo<4.2.1.15,8>decane
134312-49-5

endo-1,4-Dimethyl-2,3,9-trioxatricyclo<4.2.1.15,8>decane

A

1-(cyclopent-3-en-1-yl)ethanone
20521-56-6

1-(cyclopent-3-en-1-yl)ethanone

B

cis-1,3-Diacetylcyclopentane
61764-97-4

cis-1,3-Diacetylcyclopentane

C

acetic anhydride
108-24-7

acetic anhydride

D

acetic acid
64-19-7

acetic acid

E

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
In chloroform-d1 at 55℃; for 40h; Mechanism;A 28%
B 32%
C 4%
D 33%
E 2%
In pentane at -20℃; for 7.5h; Mechanism; Irradiation;A 23%
B 8%
C 4%
D 25%
E 3%
cis-1,2-cyclopentanediol
5057-98-7

cis-1,2-cyclopentanediol

A

Cyclopentane
287-92-3

Cyclopentane

trans-cyclopentane-1,2-diol
5057-99-8

trans-cyclopentane-1,2-diol

C

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 24h;A 32%
B 11%
C 6%
Cyclopentene oxide
285-67-6

Cyclopentene oxide

A

Cyclopentanol
96-41-3

Cyclopentanol

B

(+)-(R)-2-cyclopentene-1-ol
109431-72-3

(+)-(R)-2-cyclopentene-1-ol

C

(-)-(S)-2-cyclopenten-1-ol
6426-28-4

(-)-(S)-2-cyclopenten-1-ol

D

cyclopentanone
120-92-3

cyclopentanone

E

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With ammonium chloride; hydroxocobalamine hydrochloride; zinc In methanol for 96h; Product distribution; Equilibrium constant; Kinetics; Ambient temperature; dark, isomerization, different solvents (also deuterated ones), different temperatures, ΔH(excit.), ΔS(excit.);A 0.5%
B n/a
C n/a
D 5.5%
E 30%
isobutene
115-11-7

isobutene

A

1-butylene
106-98-9

1-butylene

B

(Z)-2-Butene
590-18-1

(Z)-2-Butene

C

2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

D

Z-piperylene
1574-41-0

Z-piperylene

E

1-methylbuta-1,3-diene
2004-70-8

1-methylbuta-1,3-diene

F

propene
187737-37-7

propene

G

methane
34557-54-5

methane

H

trans-2-Butene
624-64-6

trans-2-Butene

I

(Z)-pent-2-ene
627-20-3

(Z)-pent-2-ene

J

(E)-pent-2-ene
646-04-8

(E)-pent-2-ene

K

ethane
74-84-0

ethane

L

propane
74-98-6

propane

M

Isobutane
75-28-5

Isobutane

N

methylbutane
78-78-4

methylbutane

O

ethene
74-85-1

ethene

P

1-penten
109-67-1

1-penten

Q

Cyclopentane
287-92-3

Cyclopentane

R

2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

S

3-Methyl-1-butene
563-45-1

3-Methyl-1-butene

T

cyclopentene
142-29-0

cyclopentene

U

n-butane
106-97-8

n-butane

V

pentane
109-66-0

pentane

Conditions
ConditionsYield
CBV1502 at 579.84℃; under 900.09 Torr; Product distribution / selectivity;A 2.6%
B 2.4%
C 1.29%
D 0.05%
E 0.03%
F 24.95%
G 0.73%
H 3.19%
I 0.32%
J 0.58%
K 0.36%
L 2.08%
M 2.15%
N 0.34%
O 9.61%
P 0.23%
Q 0.4%
R 0.71%
S 0.14%
T 0.14%
U 1.8%
V 0.16%
CBV28014 at 509.84℃; under 900.09 Torr; Product distribution / selectivity;A 6.71%
B 7.3%
C 5.62%
D 0.02%
E 0.03%
F 23.29%
G 0.09%
H 9.97%
I 1.1%
J 2.06%
K 0.07%
L 1.24%
M 1.95%
N 0.59%
O 3.25%
P 0.7%
Q 0.31%
R 2.72%
S 0.47%
T 0.21%
U 1.37%
V 0.26%
pentane
109-66-0

pentane

A

Cyclopentane
287-92-3

Cyclopentane

B

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

C

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With silica-supported tetrakis(triphenylphosphine)platinum(0)-derived nanocatalyst In benzene at 600℃;A 0.3%
B 21.4%
C 2.7%
With silica-supported tetrakis(triphenylphosphite)platinum(0)-derived nanocatalyst In benzene at 600℃;A 2.1%
B 6%
C 1.2%
With platinum on alumina In water at 600℃;A 0.1%
B 1.4%
C 0.1%
With hydrogen at 575℃; under 3087.28 Torr; for 15h; Overall yield = 32 percent;
1,4-Pentadiene
591-93-5

1,4-Pentadiene

A

1-methylbuta-1,3-diene
2004-70-8

1-methylbuta-1,3-diene

B

ethenylcyclopropane
693-86-7

ethenylcyclopropane

C

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

D

buta-1,3-diene
106-99-0

buta-1,3-diene

E

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
Product distribution; Mechanism; Plasmolysis (40 W, 3.48mmol/min, 13.56 MHz);A n/a
B 5%
C 21%
D n/a
E 18%
cyclopentene
142-29-0

cyclopentene

Cyclopentene oxide
285-67-6

Cyclopentene oxide

Conditions
ConditionsYield
With [NiII(tetrakis(2,6-di(n-butoxy)phenyl)porphyrinato)]; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;100%
With dihydrogen peroxide; teterabutylammonium In acetonitrile at 31.85℃; for 3h;99%
With tert.-butylhydroperoxide In acetonitrile at 65 - 68℃; for 9h;99%
cyclopentene
142-29-0

cyclopentene

Cyclopentanol
96-41-3

Cyclopentanol

Conditions
ConditionsYield
With zinc(II) tetrahydroborate; dihydrogen peroxide In acetonitrile for 0.166667h; Mechanism; Ambient temperature;100%
With zinc(II) tetrahydroborate; dihydrogen peroxide In acetonitrile for 0.166667h; Ambient temperature;100%
With lithium borohydride; alkaline H2O2; ethyl acetate94%
cyclopentene
142-29-0

cyclopentene

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

Conditions
ConditionsYield
With n-butyllithium; potassium 2-methylbutan-2-olate In hexane 1) r.t., 14 h, 2) reflux, 5 h;100%
at 850℃; Erhitzen unter vermindertem Druck;
With chromium (III)-oxide-aluminium oxide contacts at 450 - 500℃;
With palladium at 180 - 200℃;
cyclopentene
142-29-0

cyclopentene

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With oxygen; palladium(II) sulfate; PdSO4-H3PMo6W6O40 In cyclohexane; water at 30℃; for 6h;100%
With oxygen; H3PMo6W6O40 In cyclohexane; water at 29.9℃; under 760 Torr; for 6h;100%
With palladium(II) sulfate; oxygen; H3PMo6W6O40 In cyclohexane; water at 29.9℃; under 760 Torr; for 6h; Product distribution; Rate constant; other time, other Pd(II) salt, other concentration of catalyst;100%
propargyl alcohol
107-19-7

propargyl alcohol

cyclopentene
142-29-0

cyclopentene

1-Bromo-2-prop-2-ynyloxy-cyclopentane
80997-78-0

1-Bromo-2-prop-2-ynyloxy-cyclopentane

Conditions
ConditionsYield
With N-Bromosuccinimide at 0℃; for 1h;100%
With N-Bromosuccinimide In dichloromethane 1.) -20 deg C, 2 h, 2.) 15 deg C;70%
propionaldehyde
123-38-6

propionaldehyde

cyclopentene
142-29-0

cyclopentene

1-cyclopentyl-1-propanone
6635-67-2

1-cyclopentyl-1-propanone

Conditions
ConditionsYield
With dibenzoyl peroxide at 90℃; for 10h;100%
methyl (2E)-3-bromoacrylate
6213-87-2

methyl (2E)-3-bromoacrylate

cyclopentene
142-29-0

cyclopentene

3-Cyclopent-2-en-(Z)-ylidene-propionic acid methyl ester
119946-66-6

3-Cyclopent-2-en-(Z)-ylidene-propionic acid methyl ester

Conditions
ConditionsYield
With palladium diacetate; tetrabutyl-ammonium chloride; potassium acetate In N,N-dimethyl-formamide at 25℃; for 24h;100%
cyclopentene
142-29-0

cyclopentene

(+/-)-trans-1-azido-2-iodocyclopentane

(+/-)-trans-1-azido-2-iodocyclopentane

Conditions
ConditionsYield
With sodium azide; Iodine monochloride In acetonitrile 1.) -20 deg C, 30 min; 2.) up to RT, 10 h;100%
With sodium azide; iodine In tetrahydrofuran; methanol; water at 20 - 25℃; for 3h;74%
cyclopentene
142-29-0

cyclopentene

4-Aza-2-oxo-1-oxaspiro<5.4>dec-3-ene 4-oxide
155052-20-3

4-Aza-2-oxo-1-oxaspiro<5.4>dec-3-ene 4-oxide

rel-(5aS,8aR,8bS)-1-oxo-1,5a,8a,8b-tetrahydrocyclopent[f]isoxazolo[2,3-c]oxazole-3-spiro-1'-cyclohexane

rel-(5aS,8aR,8bS)-1-oxo-1,5a,8a,8b-tetrahydrocyclopent[f]isoxazolo[2,3-c]oxazole-3-spiro-1'-cyclohexane

Conditions
ConditionsYield
at 30℃; under 6000480 Torr; for 48h;100%
cyclopentene
142-29-0

cyclopentene

(5R,6S,9R)-6-isopropyl-9-methyl-2-oxo-4-aza-1-oxaspiro[5.4]dec-3-ene 4-oxide
176504-23-7

(5R,6S,9R)-6-isopropyl-9-methyl-2-oxo-4-aza-1-oxaspiro[5.4]dec-3-ene 4-oxide

(3R,5aR,8aR,8bS,1'R,4'S)-1-oxo-1,5a,8a,8b-tetrahydrocyclopent[f]isoxazolo[2,3-c]oxazole-3-spiro-3'-menthane
190077-58-8

(3R,5aR,8aR,8bS,1'R,4'S)-1-oxo-1,5a,8a,8b-tetrahydrocyclopent[f]isoxazolo[2,3-c]oxazole-3-spiro-3'-menthane

Conditions
ConditionsYield
at 30℃; under 6000480 Torr; for 72h;100%
(2,6-(C6H3But)2pyridine)Au(CF3CO2)
1384526-43-5

(2,6-(C6H3But)2pyridine)Au(CF3CO2)

tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

cyclopentene
142-29-0

cyclopentene

[(2,6-bis(4-tBuC6H3)2pyridine dianion)Au(eta2-cyclopentene)][CF3COOB(C6F5)4]
1422722-13-1

[(2,6-bis(4-tBuC6H3)2pyridine dianion)Au(eta2-cyclopentene)][CF3COOB(C6F5)4]

Conditions
ConditionsYield
In dichloromethane-d2 at -78 - -40℃;100%
hydrogen
1333-74-0

hydrogen

cyclopentene
142-29-0

cyclopentene

Cyclopentane
287-92-3

Cyclopentane

Conditions
ConditionsYield
With C55H88ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 3h; Reagent/catalyst; Time;100%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

cyclopentene
142-29-0

cyclopentene

C12H15IO2S

C12H15IO2S

Conditions
ConditionsYield
With iodine In dichloromethane; water at 20℃;100%
cyclopentene
142-29-0

cyclopentene

trans,trans-bis(2-chlorocyclopentyl)selenide

trans,trans-bis(2-chlorocyclopentyl)selenide

Conditions
ConditionsYield
With selenium(II) chloride In dichloromethane at -78 - 20℃; for 5h; stereoselective reaction;100%
cyclopentene
142-29-0

cyclopentene

trans,trans-bis(2-bromocyclopentyl)selenide

trans,trans-bis(2-bromocyclopentyl)selenide

Conditions
ConditionsYield
With selenium dibromide In dichloromethane at -78 - 20℃; for 5h; stereoselective reaction;100%
Phenylselenyl bromide
34837-55-3

Phenylselenyl bromide

cyclopentene
142-29-0

cyclopentene

2-bromocyclopentyl phenyl selenide

2-bromocyclopentyl phenyl selenide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;100%
(C2H5)2O*(chloro)dihydroborane

(C2H5)2O*(chloro)dihydroborane

cyclopentene
142-29-0

cyclopentene

(cyclopentyl)dichloroborane
39105-80-1

(cyclopentyl)dichloroborane

Conditions
ConditionsYield
In not given99.5%
In not given99.5%
cyclopentene
142-29-0

cyclopentene

Cyclopentane
287-92-3

Cyclopentane

Conditions
ConditionsYield
With 0.42C23H20N4O4*2Cl(1-)*Zn(2+)*10.16H2O*0.58Pd(2+)*0.58C23H20N4O4(1-); hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h;99%
With C22H34FeO2Si4; hydrogen In toluene at 20℃; for 6h; Inert atmosphere; Schlenk technique;99%
With C40H56FeN2Si4(2-); hydrogen In 1,2-dimethoxyethane at 80℃; under 7600.51 Torr; for 2h; Schlenk technique; Autoclave;99%
cyclopentene
142-29-0

cyclopentene

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With 1H-imidazole; sodium periodate; MnCl-TPP-(PEO750)4 In water; acetonitrile at 20℃; for 24h;99%
With W-MCM41; dihydrogen peroxide In tert-butyl alcohol at 35℃; for 24h;71%
With sodium periodate; water In 1,2-dichloro-ethane at 20℃; for 1h;70.9%
iodobenzene
591-50-4

iodobenzene

cyclopentene
142-29-0

cyclopentene

cyclopent-1-en-1-ylbenzene
825-54-7

cyclopent-1-en-1-ylbenzene

Conditions
ConditionsYield
Stage #1: cyclopentene With bis(1,5-cyclooctadiene)diiridium(I) dichloride; bis(pinacol)diborane at 60℃; for 16h; Inert atmosphere;
Stage #2: iodobenzene With palladium diacetate; triphenylphosphine; barium(II) hydroxide In tetrahydrofuran; water at 50℃; for 16h; Suzuki-Miyaura coupling; Inert atmosphere; regioselective reaction;
99%
at 20℃; Irradiation;
2-iodobenzyl alcohol
5159-41-1

2-iodobenzyl alcohol

cyclopentene
142-29-0

cyclopentene

2-Cyclopent-2-eneylbenzyl alcohol
126087-58-9

2-Cyclopent-2-eneylbenzyl alcohol

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; potassium acetate; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 24h;99%
tert-butyl 4-nitrobenzoperoxoate
16166-61-3

tert-butyl 4-nitrobenzoperoxoate

cyclopentene
142-29-0

cyclopentene

cyclopent-2-en-1-yl 4-nitrobenzoate
21985-86-4

cyclopent-2-en-1-yl 4-nitrobenzoate

Conditions
ConditionsYield
Stage #1: cyclopentene With copper-boron encapsulated with (3-aminopropyl)trimethoxysilane grafted SBA-15 In acetonitrile at 25℃; for 0.5h;
Stage #2: tert-butyl 4-nitrobenzoperoxoate In acetonitrile at 25℃; for 50h; Reagent/catalyst;
99%
With copper(I) triflate In acetonitrile at 20℃; for 13h; Reagent/catalyst; Sealed tube; Schlenk technique; Inert atmosphere;90%
With Cu(CH3CN)4PF6 immobilized on halloysite, functionalized with ionic liquid and 2-aminopyrimidine In acetonitrile at 25℃; for 45h; Inert atmosphere;67%
copper(I) bromide In acetonitrile at 45℃; for 72h; Oxidation;54%
3,5-diphenyl-1,2,4-oxadiazole-4-oxide
20594-92-7

3,5-diphenyl-1,2,4-oxadiazole-4-oxide

cyclopentene
142-29-0

cyclopentene

N-(cyclopent-2-en-1-yl)-N-hydroxybenzamide

N-(cyclopent-2-en-1-yl)-N-hydroxybenzamide

Conditions
ConditionsYield
In methanol Irradiation;99%
In methanol at 20℃; for 5h; Irradiation;94%
methyl vinyl ketone
78-94-4

methyl vinyl ketone

cyclopentene
142-29-0

cyclopentene

(3E,8E)-undeca-3,8-diene-2,10-dione
136202-50-1

(3E,8E)-undeca-3,8-diene-2,10-dione

Conditions
ConditionsYield
With copper(l) iodide; C39H52Cl2N2O3Ru In diethyl ether at 35℃; for 16h; Cross Metathesis; Inert atmosphere;99%
Hoveyda-Grubbs catalyst second generation In dichloromethane at 45℃; for 6h;86%
ethyl 2,2-difluoro-2-iodoacetate
7648-30-8

ethyl 2,2-difluoro-2-iodoacetate

cyclopentene
142-29-0

cyclopentene

trans-ethyl-α,α-difluoro-(2-iodocyclopentanyl)acetate

trans-ethyl-α,α-difluoro-(2-iodocyclopentanyl)acetate

Conditions
ConditionsYield
With diethylzinc In hexane; acetonitrile at -20℃; for 16h; Schlenk technique; Inert atmosphere;99%
With sodium dithionite; sodium hydrogencarbonate In acetonitrile at 20℃; for 6h;75%
(1R,2S,7R,8S)-1,11,11-Trimethyl-6-oxy-3-oxa-6-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one
898555-43-6

(1R,2S,7R,8S)-1,11,11-Trimethyl-6-oxy-3-oxa-6-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one

cyclopentene
142-29-0

cyclopentene

C17H25NO3
898555-47-0

C17H25NO3

Conditions
ConditionsYield
In toluene at 30℃; for 46h;99%
(1S,2R,7S,8R)-8,11,11-Trimethyl-6-oxy-3-oxa-6-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one
898555-33-4

(1S,2R,7S,8R)-8,11,11-Trimethyl-6-oxy-3-oxa-6-aza-tricyclo[6.2.1.02,7]undec-5-en-4-one

cyclopentene
142-29-0

cyclopentene

C17H25NO3

C17H25NO3

Conditions
ConditionsYield
In toluene at 30℃; for 25h;99%
carbon monoxide
201230-82-2

carbon monoxide

phenylhydrazine
100-63-0

phenylhydrazine

cyclopentene
142-29-0

cyclopentene

N-cyclopentylmethylene-N'-phenylhydrazine
104563-25-9

N-cyclopentylmethylene-N'-phenylhydrazine

Conditions
ConditionsYield
With hydrogen; toluene-4-sulfonic acid; acetylacetonatodicarbonylrhodium(l) In tetrahydrofuran at 100℃; under 52504.2 Torr; for 72h;99%

Cyclopentene Chemical Properties

Product Name: Cyclopentene (CAS NO.142-29-0)

Molecular Formula: C5H8
Molecular Weight: 68.117
Index of Refraction: 1.464
Molar Refractivity: 22.66 cm3
Molar Volume: 82 cm3
Surface Tension: 29.7 dyne/cm
Density: 0.83 g/cm3
Enthalpy of Vaporization: 27.63 kJ/mol
Boiling Point: 44.2 °C at 760 mmHg
Vapour Pressure: 378 mmHg at 25°C 
Appearance: colorless liquid with a petrol-like odor
XLogP3-AA: 1.9
H-Bond Donor: 0
H-Bond Acceptor: 0
Structure Descriptors of Cyclopentene (CAS NO.142-29-0):
  IUPAC Name: cyclopentene
  Canonical SMILES: C1CC=CC1
  InChI: InChI=1S/C5H8/c1-2-4-5-3-1/h1-2H,3-5H2 
  InChIKey: LPIQUOYDBNQMRZ-UHFFFAOYSA-N
Product Categories: Pharmaceutical Intermediates; Alkenes; Cyclic; Organic Building Blocks

Cyclopentene Uses

 Cyclopentene (CAS NO.142-29-0) is  used as a monomer for synthesis of plastics, and in a number of chemical syntheses.

Cyclopentene Production

 It can be obtained from vinylcyclopropane in the vinylcyclopropane-cyclopentene rearrangement.

Cyclopentene Toxicity Data With Reference

1.    

orl-rat LD50:1656 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
2.    

skn-rbt LD50:1231 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.

Cyclopentene Consensus Reports

Reported in EPA TSCA Inventory.

Cyclopentene Safety Profile

Moderately toxic by ingestion and skin contact. A very dangerous fire hazard when exposed to flame or heat; can react with oxidizing materials. Keep away from heat and open flame. To fight fire, use foam, CO2, dry chemical.
Hazard Codes: FlammableF,HarmfulXn
Risk Statements: 11-21/22-36/37/38-65-67-52/53
R11:Highly flammable. 
R21/22:Harmful in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R65:Harmful: may cause lung damage if swallowed. 
R67:Vapours may cause drowsiness and dizziness. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 9-16-26-33-36-62-61-36/37 
S9:Keep container in a well-ventilated place.
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S33:Take precautionary measures against static discharges. 
S36:Wear suitable protective clothing. 
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 2246 3/PG 2
WGK Germany: 3
RTECS: GY5950000
F: 10-23
HazardClass: 3
PackingGroup: II

Cyclopentene Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Cyclopentene Specification

The Cas Register Number of  Cyclopentene is 142-29-0 .The chemical synonyms of  Cyclopentene (CAS NO.142-29-0) are 3-cyclopentene cyclopentene ; Cyclopentene ; 1-Cyclopentene ; Cyclopent-1-ene . 

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