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Cyclopentene

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Name

Cyclopentene

EINECS 205-532-9
CAS No. 142-29-0 Density 0.831 g/cm3
PSA 0.00000 LogP 1.72650
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;

Article Data 296

Cyclopentene Synthetic route

285-67-6

Cyclopentene oxide

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

A

137-43-9

Cyclopentyl bromide

B

2362-50-7

thianthrene-5-oxide

C

142-29-0

cyclopentene

D

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%
542-92-7

cyclopenta-1,3-diene

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;
77861-36-0

C17H17N3O8S2

A

4009-06-7

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

B

142-29-0

cyclopentene

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

bi(cyclopentadiene)

79885-00-0

tetrahydroindene

142-29-0

cyclopentene

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

Cyclopentamine

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;
5057-98-7

cis-1,2-cyclopentanediol

142-29-0

cyclopentene

Conditions
ConditionsYield
With formic acid at 20 - 240℃; Inert atmosphere;86%

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

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%
693-86-7

ethenylcyclopropane

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;
112-17-4

n-decyl acetate

A

592-41-6

1-hexene

B

872-05-9

1-Decene

D

2511-92-4

1-Butyl-2-methylcyclopropane

E

41977-37-1

1-Methyl-2-pentylcyclopropane

F

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%

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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