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Cyclopentane information


Cyclopentane
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Cyclopentane
Other names
pentamethylene
Identifiers
CAS Number
  • 287-92-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:23492 checkY
ChemSpider
  • 8896 checkY
ECHA InfoCard 100.005.470 Edit this at Wikidata
EC Number
  • 206-016-6
PubChem CID
  • 9253
RTECS number
  • GY2390000
UNII
  • T86PB90RNU checkY
CompTox Dashboard (EPA)
  • DTXSID6024886 Edit this at Wikidata
InChI
  • InChI=1S/C5H10/c1-2-4-5-3-1/h1-5H2 checkY
    Key: RGSFGYAAUTVSQA-UHFFFAOYSA-N checkY
  • InChI=1/C5H10/c1-2-4-5-3-1/h1-5H2
    Key: RGSFGYAAUTVSQA-UHFFFAOYAL
SMILES
  • C1CCCC1
Properties
Chemical formula
C5H10
Molar mass 70.1 g/mol
Appearance clear, colorless liquid
Odor mild, sweet
Density 0.751 g/cm3
Melting point −93.9 °C (−137.0 °F; 179.2 K)
Boiling point 49.2 °C (120.6 °F; 322.3 K)
Solubility in water
156 mg·l−1 (25 °C)[1]
Solubility soluble in ethanol, acetone, ether
Vapor pressure 45 kPa (20 °C) [2]
Acidity (pKa) ~45
Magnetic susceptibility (χ)
-59.18·10−6 cm3/mol
Refractive index (nD)
1.4065
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable[3]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
3
0
Flash point −37.2 °C (−35.0 °F; 236.0 K)
Autoignition
temperature
361 °C (682 °F; 634 K)
Explosive limits 1.1%-8.7%[3]
NIOSH (US health exposure limits):
PEL (Permissible)
none[3]
REL (Recommended)
TWA 600 ppm (1720 mg/m3)[3]
IDLH (Immediate danger)
N.D.[3]
Related compounds
Related compounds
cyclopropane, cyclobutane, cyclohexane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Cyclopentane (also called C pentane) is a highly flammable alicyclic hydrocarbon with chemical formula C5H10 and CAS number 287-92-3, consisting of a ring of five carbon atoms each bonded with two hydrogen atoms above and below the plane. It occurs as a colorless liquid with a petrol-like odor. Its freezing point is −94 °C and its boiling point is 49 °C. Cyclopentane is in the class of cycloalkanes, being alkanes that have one or more carbon rings. It is formed by cracking cyclohexane in the presence of alumina at a high temperature and pressure.

It was first prepared in 1893 by the German chemist Johannes Wislicenus.[4]

  1. ^ Record of cyclopentane in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 28 February 2015.
  2. ^ "ICSC 0353 - CYCLOPENTANE".
  3. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0171". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ J. Wislicenus and W. Hentschel (1893) "Der Pentamethenylalkohol und seine Derivate" (Cyclopentanol and its derivatives), Annalen der Chemie, 275 : 322–330; see especially pages 327-330. Wislicenus prepared cyclopentane from cyclopentanone ("Ketopentamethen"), which is prepared by heating calcium adipate.

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Cyclopentane

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Cyclopentane (also called C pentane) is a highly flammable alicyclic hydrocarbon with chemical formula C5H10 and CAS number 287-92-3, consisting of a ring...

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C5H10

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numbers on the chart). They can be divided into cycloalkanes and alkenes. Cyclopentane (CAS 287-92-3) Methylcyclobutane (CAS 598-61-8) Cyclopropanes Ethylcyclopropane...

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Gonane

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together: three cyclohexane units and one cyclopentane. It can also be viewed as the result of fusing a cyclopentane molecule with a fully hydrogenated molecule...

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Cycloalkane

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monocycloalkanes) are classified as small (cyclopropane and cyclobutane), common (cyclopentane, cyclohexane, and cycloheptane), medium (cyclooctane through cyclotridecane)...

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Pentane

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are called isopentane (methylbutane) and neopentane (dimethylpropane). Cyclopentane is not an isomer of pentane because it has only 10 hydrogen atoms where...

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Glycerol dialkyl glycerol tetraether

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cyclohexane ring moiety in addition to four cyclopentane rings. Branched GDGTs have zero, one, or two cyclopentane moieties and are further classified based...

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Iridoid

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named. Structurally, they are bicyclic cis-fused cyclopentane-pyrans. Cleavage of a bond in the cyclopentane ring gives rise to a subclass known as secoiridoids...

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Steroid

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rings (rings A, B and C in the first illustration) and one five-member cyclopentane ring (the D ring). Steroids vary by the functional groups attached to...

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Alicyclic compound

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compounds are the monocyclic cycloalkanes: cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclooctane, and so on. Bicyclic alkanes...

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Nepetalactone

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fusion of the two rings, and one where the methyl group attaches to the cyclopentane ring. Thus, it has eight (23) stereoisomers. The terms cis and trans...

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Hydrocarbon

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Butene (butylene) Butyne Cyclobutane Butadiene 5 Pentane Pentene Pentyne Cyclopentane Pentadiene (piperylene) 6 Hexane Hexene Hexyne Cyclohexane Hexadiene...

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Limonene

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and trans forms) Monocyclic (single ring) Bicyclic (2 rings) Iridoids (cyclopentane ring) Iridoid glycosides (iridoids bound to a sugar) Steroids (4 rings)...

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Cyclopentanepentone

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hypothetical organic compound with formula C5O5, the fivefold ketone of cyclopentane. It would be an oxide of carbon (an oxocarbon), indeed a pentamer of...

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Ramipril

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structure to another ACE Inhibitor, trandolapril, but it has a second cyclopentane ring instead of a cyclohexane ring. Medical uses include: High blood...

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Aromatic compound

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Alkanes CnH2n + 2 Cycloalkanes Cyclopropane Cyclobutane Cyclopentane Cyclohexane Cycloheptane Cyclooctane Cyclononane Cyclodecane Alkylcycloalkanes Methylcyclopropane...

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Prostaglandin

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stereochemistry of three contiguous stereocenters on the prostaglandin cyclopentane core. Cold exposure and IUDs may increase prostaglandin production. Oxaprostaglandin...

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Single bond

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end with the suffix -ane. Examples include ethane, 2-methylbutane, and cyclopentane (Moore, Stanitski, and Jurs 335). Bond order "covalent bonding - single...

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Petroleum benzine

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to C9 (i.e. n-pentane to n-nonane and their isomers), cycloparaffins (cyclopentane, cyclohexane, ethylcyclopentane, etc.) and aromatic hydrocarbons (benzene...

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Benzene

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Alkanes CnH2n + 2 Cycloalkanes Cyclopropane Cyclobutane Cyclopentane Cyclohexane Cycloheptane Cyclooctane Cyclononane Cyclodecane Alkylcycloalkanes Methylcyclopropane...

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Toluene

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Alkanes CnH2n + 2 Cycloalkanes Cyclopropane Cyclobutane Cyclopentane Cyclohexane Cycloheptane Cyclooctane Cyclononane Cyclodecane Alkylcycloalkanes Methylcyclopropane...

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Glossary of chemical formulae

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C5H9NO2 proline Pro 147-85-3 C5H9NO4 glutamic acid Glu 56-86-0 C5H10 cyclopentane 287-92-3 C5H10N2O3 glutamine Gln 56-85-9 C5H10O2 pivalic acid C5H10O2...

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Water conservation

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Kang, Seong-Pil (February 2017). "Investigation of salt removal using cyclopentane hydrate formation and washing treatment for seawater desalination". Desalination...

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Ticagrelor

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formed quickly via CYP3A4 by de-hydroxyethylation at position 5 of the cyclopentane ring. Plasma concentrations of ticagrelor are slightly increased (12–23%)...

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Oxandrolone

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framework, which consists of three cyclohexane rings (A, B, and C) and one cyclopentane ring (D). This is a common structure shared by all steroids. The oxygen...

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