Conditions | Yield |
---|---|
With C55H88ClN3P2Ru In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 3h; Reagent/catalyst; Time; | 100% |
Conditions | Yield |
---|---|
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% |
carbon monoxide
cyclopenta-1,3-diene
A
cyclopentanealdehyde
B
Cyclopentane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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% |
cyclopentylmagnesium bromide
Cyclopentane
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butyl alcohol In diethyl ether at 34℃; | 98% |
5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde
A
2,5-dimethyltetrahydrofuran
B
Cyclopentane
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With hydrogen; nickel at 180℃; | 95% |
With hydrogen; vanadium(V) oxide; iron at 326.9℃; 1.5E5 Pa; Yield given; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
Stage #1: 1,5-dibromo-pentane With pyridine; sodium tetrahydroborate; cobalt In methanol at 24.85℃; for 1h; Stage #2: In methanol Irradiation; | 70% |
[(CoN4(CH2)3(C2CH3C2H5)2OOH)](1+)*I(1-)=(CoN4(CH2)3(C2CH3C2H5)2OOH)I
B
Cyclopentane
Conditions | Yield |
---|---|
In methanol Irradiation (UV/VIS); anaerobic irradiation; reaction mixture analyzed by GLC and GC-MS; | A n/a B 70% |
Cyclopentyl bromide
bromobenzene
A
biphenyl
B
Cyclopentane
C
cyclopentylbenzene
D
bicyclopentyl
E
benzene
Conditions | Yield |
---|---|
With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 4,4'-Dimethoxy-2,2'-bipyridin; NiI2*3.5H2O; sodium iodide; zinc at 20 - 60℃; for 25h; chemoselective reaction; | A n/a B n/a C 63% D n/a E n/a |
penta-1,3-diene
A
Cyclopentane
B
cyclopenta-1,3-diene
C
cyclopentene
Conditions | Yield |
---|---|
With silica-supported tetrakis(triphenylphosphine)platinum(0)-derived nanocatalyst In benzene at 600℃; | A 0.1% B 53.6% C 4.7% |
Cyclopentyl bromide
A
Cyclopentane
B
bicyclopentyl
C
cyclopentene
D
cyclopentylmagnesium bromide
Conditions | Yield |
---|---|
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% |
pentane
A
methylbutane
B
hexane
C
Cyclopentane
D
cyclopenta-1,3-diene
E
cyclopentene
F
benzene
Conditions | Yield |
---|---|
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
A
Cyclopentane
B
bicyclopentyl
C
cyclopentene
Conditions | Yield |
---|---|
With copper dichloride In diethyl ether at 0℃; | A 46% B 1% C 42% |
Conditions | Yield |
---|---|
With hydrogen; silica gel; palladium at 330℃; | A n/a B 45% |
With hydrogen; silica gel; palladium at 330℃; | A 40% B n/a |
Conditions | Yield |
---|---|
With hydrogen at 350℃; under 760.051 Torr; | A 5.4% B 40.8% C 32.6% |
methane
cyclopentene
A
Cyclopentane
B
toluene
C
benzene
Conditions | Yield |
---|---|
Ni on sodalite at 310℃; under 735.5 Torr; | A 13% B 9% C 33% |
Ni on sodalite at 310℃; under 735.5 Torr; | A 13% B 9% C 33% |
cis-1,2-cyclopentanediol
A
Cyclopentane
trans-cyclopentane-1,2-diol
C
cyclopentene
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 24h; | A 32% B 11% C 6% |
isobutene
A
1-butylene
B
(Z)-2-Butene
C
2-methyl-but-2-ene
D
Z-piperylene
E
1-methylbuta-1,3-diene
F
propene
G
methane
H
trans-2-Butene
I
(Z)-pent-2-ene
J
(E)-pent-2-ene
K
ethane
L
propane
M
Isobutane
N
methylbutane
O
ethene
P
1-penten
Q
Cyclopentane
R
2-Methyl-1-butene
S
3-Methyl-1-butene
T
cyclopentene
U
n-butane
V
pentane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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; |
2-cyclohexylphenol
A
Cyclopentane
B
methyl-cyclopentane
C
cyclohexane
D
1-phenyl-1-cyclohexane
E
toluene
F
benzene
Conditions | Yield |
---|---|
With hydrogen; nickel(II) oxide; aluminum oxide; molybdenum(VI) oxide at 450℃; under 21001.7 Torr; for 0.75h; Product distribution; further products; | A 2% B 14% C 16% D 11% E 3% F 20% |
Conditions | Yield |
---|---|
In benzene-d6 byproducts: AgBr; Addn. of a soln. of iron compound to a frozen suspn. of AgBF4 at liquid nitrogen temp., sealing NMR tube under high vac., warming to room temp. and shaking.; Not isolated, NMR, MS, GC.; | 8% |
Conditions | Yield |
---|---|
With platinum on activated charcoal; hydrogen at 325℃; | |
With silica-supported chloroplatinic acid-derived nanocatalyst In water at 600℃; | 0.7% |
Conditions | Yield |
---|---|
With aluminium hydride In tetrahydrofuran at 25℃; for 24h; Product distribution; var. aluminum hydrides, rate of reduction; | 31 % Chromat. |
With lithium triethylborohydride In tetrahydrofuran at 25℃; for 1h; Rate constant; Product distribution; var. time; | 99 % Chromat. |
With palladized zinc; hydrogen bromide |
Conditions | Yield |
---|---|
With ethanol; zinc man fuegt rauchende Salzsaeure hinzu; | |
With acetic acid; zinc | |
With tri-n-butyl-tin hydride In 2,2,4-trimethylpentane Thermodynamic data; ΔH, heat of reduction; |
(Dichloroiodo)benzene
A
iodobenzene
B
1,5-dichloropentane
C
Cyclopentane
cyclopentanone hydrazone
Cyclopentane
Conditions | Yield |
---|---|
With sodium ethanolate at 170 - 180℃; |
Cyclopentane
Conditions | Yield |
---|---|
With diethyl ether; dichloroiodo-benzene |
Conditions | Yield |
---|---|
With bromine; aluminium trichloride; Acetyl bromide In pentane at 0℃; for 1.83333h; | 100% |
With bromine; aluminium trichloride; Acetyl bromide In pentane at 0℃; for 1.83333h; Product distribution; ionic bromination of other cycloalkanes and n-alkanes with various catalysts and at different temperatures; | 100% |
With bromine; sodium t-butanolate In cyclohexane Heating; | 100% |
Conditions | Yield |
---|---|
With aluminum tri-bromide at -20℃; | 100% |
Stage #1: Cyclopentane; carbon monoxide With aluminum tri-bromide; carbon tetrabromide In various solvent(s) at 0℃; under 760.051 Torr; for 4h; Stage #2: 2-nitro-aniline In various solvent(s) at -20 - 20℃; under 760.051 Torr; Further stages.; | 100 % Chromat. |
Stage #1: Cyclopentane; carbon monoxide With 2AlBr3*CBr4 In dibromomethane Stage #2: 2-nitro-aniline In dibromomethane at 0℃; for 2h; chemoselective reaction; | 97 %Chromat. |
piperidine
Cyclopentane
carbon monoxide
cyclopentyl(piperidin-1-yl)methanone
Conditions | Yield |
---|---|
With aluminum tri-bromide at -20℃; | 100% |
Stage #1: Cyclopentane; carbon monoxide With aluminum tri-bromide; carbon tetrabromide In various solvent(s) at -20℃; under 760.051 Torr; Stage #2: piperidine In various solvent(s) at -20 - 20℃; under 760.051 Torr; Further stages.; | 100 % Chromat. |
N,N-bis(2-hydroxy-4,5-dimethylbenzyl)propylamine
C14H6(C4H9)4H2NC3H7O2Ti(OC3H7)2
Cyclopentane
Conditions | Yield |
---|---|
In diethyl ether the mixt. in ether was stirred for 2 h at room temp. under N2; volatiles were removed under reduced pressure; elem. anal.; | 99% |
Cyclopentane
carbon monoxide
4-chlorophenyltrimethylsilane
(4-chlorophenyl)(cyclopentyl)methanone
Conditions | Yield |
---|---|
With aluminum tri-bromide; 1,1-dibromomethane In tetrachloromethane at 0℃; | 98% |
tetramethylsilane
Cyclopentane
carbon monoxide
1-cyclopentylethanone
Conditions | Yield |
---|---|
With aluminum tri-bromide; 1,1-dibromomethane In tetrachloromethane at 0℃; | 97% |
Conditions | Yield |
---|---|
With hydrogenchloride; tetraethylammonium chloride In water; acetonitrile at 33 - 46℃; Electrochemical reaction; Irradiation; Inert atmosphere; | 97% |
With di-tert-butyl peroxide; dimethylglyoxal; trifluoroacetic acid In acetonitrile at 20℃; for 20h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; | 89% |
Conditions | Yield |
---|---|
With potassium chloride; tetrabutyl-ammonium chloride; acetic acid In water at 20℃; for 6.5h; Reagent/catalyst; | 96% |
With sodium hypochlorite In water; acetone at 20℃; for 2h; Inert atmosphere; | 95% |
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry; | 94% |
Conditions | Yield |
---|---|
With hydrogenchloride; FeH6Mo6O24(3-)*3H3N*3H(1+)*7H2O; tetrabutylammomium bromide; dihydrogen peroxide In 1,4-dioxane; water at 85℃; for 24h; | 96% |
With [Fe4III(μ-O)2(μ-acetate)6(2,2'-bipyridine)2(H2O)2](NO3-)(OH-); dihydrogen peroxide; acetic acid In water; acetonitrile at 32℃; for 3h; Catalytic behavior; | 60% |
With dihydrogen peroxide; vanadium phosphorus oxide In acetonitrile at 50℃; for 20h; | 48% |
[(η3-[2.1.1]-2,6-pyridinophane)Pt(IV)HMe2]B[3,5-(CF3)2C6H3]4
Cyclopentane
[Pt(η2-(cyclopentene))H(η3-[2.1.1]-(2,6)-pyridinophane)] tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
Conditions | Yield |
---|---|
In dichloromethane Kinetics; byproducts: CH4; by a react. of cyclopentane with Pt-contg. compd. at room temp. in CH2Cl2 soln. for 8 h; NMR studies; 1 isomer; | 95% |
Cyclopentane
Conditions | Yield |
---|---|
With tetrakis(tetrabutylammonium)decatungstate(VI); (S)-6,6'-bis(2,4,6-triisopropylphenyl)-1,1'-spirobiindane-7,7'-diyl hydrogenphosphate In benzonitrile at 0℃; for 3h; Inert atmosphere; Schlenk technique; Irradiation; Molecular sieve; enantioselective reaction; | 95% |
Conditions | Yield |
---|---|
Stage #1: C14H10ClF3N2O2S With sodium hydride In dichloromethane; mineral oil at 20℃; for 1h; Sealed tube; Stage #2: Cyclopentane With C26H18Ag2B2Br18N12O2 In dichloromethane; mineral oil at 60℃; for 48h; Sealed tube; Inert atmosphere; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With trifluoroacetic acid; dibenzoyl peroxide In 1,2-dichloro-ethane at 100℃; for 4h; Inert atmosphere; | 93% |
With di-tert-butyl peroxide; manganese(II) acetate In 1,2-dichloro-benzene at 130℃; for 8h; Inert atmosphere; Sealed tube; | 86% |
With tetrakis(tetrabutylammonium)decatungstate(VI); bis(trifluoromethane)sulfonimide lithium In water; acetonitrile for 20h; Electrolysis; Inert atmosphere; Irradiation; | 73% |
With tert-butyl peroxyacetate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; trifluoroacetic acid In acetone at 20℃; for 48h; Irradiation; Sealed tube; Green chemistry; | 48% |
Cyclopentane
carbon monoxide
toluene
cyclopentyl(p-tolyl)methanone
Conditions | Yield |
---|---|
With aluminum tri-bromide; 1,1-dibromomethane In tetrachloromethane at 0℃; | 92% |
Conditions | Yield |
---|---|
With sodium hydroxide; iodoform at 25℃; for 16h; Iodination; | 92% |
With iodine; sodium t-butanolate at 40℃; | 85% |
With CCl4*2AlI3 In dichloromethane at -20℃; for 1.5h; | 66% |
Cyclopentane
Cinnamic acid
(E)-1-cyclopentyl-2-phenylethene
Conditions | Yield |
---|---|
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Inert atmosphere; stereoselective reaction; | 92% |
With di-tert-butyl peroxide at 120℃; for 24h; Inert atmosphere; Sealed tube; | 74% |
With di-tert-butyl peroxide; potassium carbonate; copper(II) oxide at 120℃; under 760.051 Torr; for 10h; Schlenk technique; Inert atmosphere; | 70% |
Conditions | Yield |
---|---|
With tert-Butyl peroxybenzoate In dichloromethane at 20℃; for 36h; Catalytic behavior; Irradiation; Inert atmosphere; | 92% |
With dipotassium peroxodisulfate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; trifluoroacetic acid In acetonitrile at 20℃; for 16h; Irradiation; Inert atmosphere; | 89% |
With trifluoroacetic acid; dibenzoyl peroxide In 1,2-dichloro-ethane at 100℃; for 4h; Inert atmosphere; | 87% |
With Selectfluor; trifluoroacetic acid In acetonitrile at 25℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation; | 79% |
With dipotassium peroxodisulfate; tetrabutylammomium bromide In water; 1,2-dichloro-ethane at 120℃; for 8h; | 28% |
1,1-Diphenylethylene
Cyclopentane
(2-cyclopentylethene-1,1-diyl)dibenzene
Conditions | Yield |
---|---|
With decacarbonyldirhenium(0); 2-(1-acetoxy-3-oxo-1,3-dihydro-1λ3-benzo[d][1,2]iodazol-2-yl)-propionic acid methyl ester at 150℃; for 12h; Sealed tube; Inert atmosphere; Schlenk technique; Green chemistry; regioselective reaction; | 91% |
Cyclopentane
trans-1,2-dibromocyclopentane
Conditions | Yield |
---|---|
With bromine In dichloromethane at -5 - 10℃; | 90.18% |
With bromine at 60℃; Irradiation; |
Conditions | Yield |
---|---|
With hydrogen; osmium(VIII) oxide at 120℃; under 37503 Torr; for 15h; or 100 to 180 deg C, different Os-catalysts and -concentrations; Further byproducts given; | 90% |
With hydrogen; osmium(VIII) oxide at 120℃; under 37503 Torr; for 15h; Product distribution; different Os-catalysts and concentration; reaction temperatures; other alkanes, cycloalkanes, benzene, toluene; | 90% |
With platinum on activated charcoal at 300℃; Hydrogenation; |
Conditions | Yield |
---|---|
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Inert atmosphere; stereoselective reaction; | 90% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide at 120℃; for 24h; | 90% |
With di-tert-butyl peroxide at 120℃; for 18h; Reagent/catalyst; | 86% |
With tert.-butylhydroperoxide at 120℃; for 18h; Sealed tube; Inert atmosphere; | 67% |
With di-tert-butyl peroxide at 120℃; for 24h; Sealed tube; |
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%.
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.
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
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