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Basic Information
CAS No.: 287-92-3
Name: Cyclopentane
Article Data: 198
Molecular Structure:
Molecular Structure of 287-92-3 (Cyclopentane)
Formula: C5H10
Molecular Weight: 70.1344
Synonyms: Pentamethylene;HSDB 62;NSC 60213;UNII-T86PB90RNU;
EINECS: 206-016-6
Density: 0.79 g/cm3
Melting Point: -94 °C
Boiling Point: 49.2 °C at 760 mmHg
Flash Point: ?35°F
Solubility: Miscible with ethanol, ether and acetone. Slightly miscible with water.
Appearance: colourless liquid with a petrol-like smell
Hazard Symbols: FlammableF
Risk Codes: 11-52/53
Safety: 9-16-29-33-61
Transport Information: UN 1146 3/PG 2
PSA: 0.00000
LogP: 1.95050
Synthetic route
1333-74-0

hydrogen

142-29-0

cyclopentene

287-92-3

Cyclopentane

Conditions
ConditionsYield
With C55H88ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 3h; Reagent/catalyst; Time;100%
142-29-0

cyclopentene

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%
201230-82-2

carbon monoxide

542-92-7

cyclopenta-1,3-diene

A

872-53-7

cyclopentanealdehyde

B

287-92-3

Cyclopentane

Conditions
ConditionsYield
With hydrogen; N-dodecyl-N-(2-hydroxyethyl)-N,N-dimethylammonium bromide; {Rh(cod)[μ-S(CH2)3Si(OMe)3]}2; triphenylphosphine In water; butan-1-ol at 80℃; under 10350.8 Torr; for 15h; microemulsion/sol-gel;A 98.5%
B 1.5%
542-92-7

cyclopenta-1,3-diene

287-92-3

Cyclopentane

Conditions
ConditionsYield
With hydrogen; osmium(VIII) oxide In benzene under 18751.5 Torr; for 1h;98%
With nickel under 44130.5 - 51485.6 Torr; Hydrogenation;
With molybdenum oxide-aluminium oxide catalysts at 400℃; under 10297.1 Torr; Hydrogenation;
120-92-3

cyclopentanone

287-92-3

Cyclopentane

Conditions
ConditionsYield
With hydrogen; K-10 montmorillonite; platinum In diethylene glycol dimethyl ether under 37503 Torr; for 15h; Reduction;98%
With hydrogen; aluminum oxide; nickel at 190℃;24%
With hydrogen at 350℃; under 760.051 Torr;16.9%
33240-34-5

cyclopentylmagnesium bromide

287-92-3

Cyclopentane

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butyl alcohol In diethyl ether at 34℃;98%
69924-30-7

5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde

A

1003-38-9

2,5-dimethyltetrahydrofuran

B

287-92-3

Cyclopentane

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 180℃; under 9000.9 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Overall yield = 100 %;A 97.4%
B n/a
96-41-3

Cyclopentanol

287-92-3

Cyclopentane

Conditions
ConditionsYield
With hydrogen; nickel at 180℃;95%
With hydrogen; vanadium(V) oxide; iron at 326.9℃; 1.5E5 Pa; Yield given;

1,1-dicarbonyl-1-(η5-cyclopentadienyl)rhenacyclohexane

A

tricarbonylcyclopentadienylrhenium

B

109-67-1

1-penten

C

287-92-3

Cyclopentane

Conditions
ConditionsYield
With carbon monoxide In (2)H8-toluene heated to 150°C for 2.5 h under CO; cooled to 10°C; NMR, GC, GC-MS;A 78%
B 54%
C 13%
111-24-0

1,5-dibromo-pentane

287-92-3

Cyclopentane

Conditions
ConditionsYield
Stage #1: 1,5-dibromo-pentane With pyridine; sodium tetrahydroborate; cobalt In methanol at 24.85℃; for 1h;
Stage #2: In methanol Irradiation;
70%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 600 ppm
ACGIH TLV: TWA 600 ppm
DOT Classification:  3; Label: Flammable Liquid

Specification

The IUPAC name of this chemical is Cyclopentane. With the CAS registry number 287-92-3 and EINECS registry number 206-016-6, it is also named as Pentamethylene. In addition, the molecular formula is C5H10 and the molecular weight is 70.13. It is a kind of colourless liquid with a petrol-like smell and belongs to the classes of Pharmaceutical Intermediates; Organics; Organic Chemicals; Alpha Sort; CAlphabetic; Chemical Class; CO - CZChemical Class; Hydrocarbons; NeatsAnalytical Standards; Volatiles/ Semivolatiles; Solvents - HPLC; Analytical Reagents; Chromatography/CE Reagents; Anhydrous Grade SolventsSolvents; Solvent Bottles; Solvents.

Physical properties about this chemical are: (1)ACD/LogP: 2.82; (2)ACD/LogD (pH 5.5): 2.82; (3)ACD/LogD (pH 7.4): 2.82; (4)ACD/BCF (pH 5.5): 82.09; (5)ACD/BCF (pH 7.4): 82.09; (6)ACD/KOC (pH 5.5): 816.29; (7)ACD/KOC (pH 7.4): 816.29; (8)#Freely Rotating Bonds: 0; (9)Polar Surface Area: 0 Å2; (10)Index of Refraction: 1.433; (11)Molar Refractivity: 23.05 cm3; (12)Molar Volume: 88.7 cm3; (13)Polarizability: 9.14 ×10-24cm3; (14)Surface Tension: 25.9 dyne/cm; (15)Density: 0.79 g/cm3; (16)Enthalpy of Vaporization: 27.3 kJ/mol; (17)Boiling Point: 49.2 °C at 760 mmHg; (18)Vapour Pressure: 314 mmHg at 25°C.

Preparation of Cyclopentane: it can be prepared by cyclopenta-1,3-diene. This reaction will need reagent H2, catalyst OsO4 and solvent benzene. The reaction time is 1 hour with reaction pressure of 18751.5 Pa. The yield is about 98%.

Cyclopentane can be prepared by cyclopenta-1,3-diene

Uses of Cyclopentane: it is used in the manufacture of synthetic resins and rubber adhesives. It also can be used as a blowing agent in the manufacture of polyurethane insulating foam. And it can be used to get chlorocyclopentane. This reaction will need reagents chlorine and tetraethyl lead. The reaction temperature is 155 °C.

Cyclopentane can be used to get chlorocyclopentane

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, you should not empty into drains. And you should take precautionary measures against static discharges and avoid release to the environment. In addition, keep container in a well-ventilated place and keep away from sources of ignition. What's more, you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: C1CCCC1
(2)InChI: InChI=1/C5H10/c1-2-4-5-3-1/h1-5H2
(3)InChIKey: RGSFGYAAUTVSQA-UHFFFAOYAL