Cyclopentane, ethenyl- supplier

Name
VINYLCYCLOPENTANE
EINECS 223-133-8
CAS No. 3742-34-5
Article Data27
CAS DataBase
Density 0.877 g/cm³
Solubility
Melting Point -126.5°C
Formula C₇H₁₂
Boiling Point 98.1 °C at 760 mmHg
Molecular Weight 96.1723
Flash Point 10 °C
Transport Information UN 3295
Appearance COLORLESS LIQUID
Safety 16-29-33
Risk Codes 11
Molecular Structure
Hazard Symbols F
Synonyms Cyclopentane,vinyl- (6CI,7CI,8CI);Cyclopentylethylene;Ethylenecyclopentane;NSC 73919;Vinylcyclopentane;
PSA 0.00000
LogP 2.36260

Synthetic route

: (E)-7-iodo-1-methoxy-2-heptene

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
With methyllithium In diethyl ether for 26h; Ambient temperature;	78%

: 7486-35-3
tri-n-butyl(vinyl)tin

: 27008-70-4
cyclopentylmercury chloride

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
In benzene Irradiation (UV/VIS); mixt. of substrate and mercurial is irradiated in nitrogen-purged solvent in Pyrex tube with 350-nm Rayonet photoreactor for 24 h; mixt. is poured into water, extd., extract is washed twice with aq. sodium thiosulfate, dried over anhyd. Na2SO4, concd.; (1)H-NMR;	10%

: 90646-35-8
acetic acid-(1-cyclopentyl-ethyl ester)

A: 2146-37-4
ethylidenecyclopentane

B: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 420℃;
at 420℃;

: 90646-35-8
acetic acid-(1-cyclopentyl-ethyl ester)

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 420℃;
at 520℃;

: 51125-13-4
2-cyclopentylethyl acetate

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 500℃;
at 480℃;

: 628-92-2
Cycloheptene

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 800℃;

: 4-nitro-benzoic acid-(2-cyclopentyl-ethyl ester)

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
(heating);

: 51125-13-4
2-cyclopentylethyl acetate

A: 3742-34-5
vinylcyclopentane

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
at 400℃; Kinetics; Thermodynamic data; var. temp., pressure; ΔH(excit.);

: 79753-68-7
(2-Cyclopentylidene-ethyl)-dimethyl-phenyl-silane

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
With trifluoroacetic acid In tetrachloromethane for 20h; Ambient temperature;	98 % Spectr.

: 185-49-9
spiro[2.4]heptane

A: 34557-54-5
methane

B: 74-84-0
ethane

C: 74-85-1
ethene

D: 2146-38-5
1-ethylcyclopentene

E: 2146-37-4
ethylidenecyclopentane

F: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 196.9℃; for 0.166667h; Product distribution; Mechanism; other temp., other time; also laser-powdered decomposition;

...Expand

: 628-92-2
Cycloheptene

A: 3070-53-9
1,6-heptadiene

B: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 761.9 - 982.9℃; Kinetics; Thermodynamic data; activation energy;

: 2146-38-5
1-ethylcyclopentene

aluminium oxide: aluminium oxide

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
at 250℃;

: 79753-71-2
(1-vinylcyclopentyl) acetate

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.CuI / 1. THF, 0 deg C, 15 min; 2. 0 deg C, 1 h; 3. room temp., overnight 2: 98 percent Spectr. / CF3COOH / CCl4 / 20 h / Ambient temperature View Scheme

: 766-00-7
2-cyclopentyl-ethanol

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphoric acid 2: 500 °C View Scheme

: 930-51-8
cyclopentylacetylene

: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
With formic acid; iron(II) tetrafluoroborate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine In tetrahydrofuran at 40℃; for 5h; Inert atmosphere;	97 %Chromat.
With hydrogen In methanol at 20℃; under 760.051 Torr; for 3h; Catalytic behavior; Temperature; Irradiation;

: 955017-60-4
bis(3-cyclopentylpropanoyl) peroxide

A: 3742-34-5
vinylcyclopentane

B: 766-00-7
2-cyclopentyl-ethanol

C: 2980-70-3
1,4-dicyclopentylbutane

D: 955017-64-8
2-cyclopentylethyl 3-cyclopentylpropanoate

Conditions

Conditions	Yield
In hexane at 80℃; Kinetics;	A 7.4 %Chromat. B 8 %Chromat. C 22 %Chromat. D 22 %Chromat.

...Expand

: 75-09-2
dichloromethane

: 32916-51-1
cyclopentylmagnesium chloride

A: 1640-89-7
ethylcyclopentane

B: 3742-34-5
vinylcyclopentane

Conditions

Conditions	Yield
With C31H37ClFeN3O2 In tetrahydrofuran at 25℃; for 0.0833333h; Inert atmosphere;

...Expand

: 3742-34-5
vinylcyclopentane

: 19158-51-1
P-toluenesulfonyl cyanide

: 2-cyclopentyl-3-tosylpropanenitrile

Conditions

Conditions	Yield
With Eosin Y In dimethyl sulfoxide for 12h; Irradiation; Sealed tube; Inert atmosphere; regioselective reaction;	91%

: 3742-34-5
vinylcyclopentane

: 609-09-6
Diethyl ketomalonate

: 90046-57-4
diethyl 2-(2-cyclopentylideneethyl)-2-hydroxypropane-1,3-dioate

Conditions

Conditions	Yield
at 180℃; for 72h;	90%

: 3742-34-5
vinylcyclopentane

: 367-24-8
4-bromo-2-fluoroaniline

: 1400654-23-0
4-(2-cyclopentylethyl)-2-fluoroaniline

Conditions

Conditions	Yield
Stage #1: vinylcyclopentane With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere; Stage #2: 4-bromo-2-fluoroaniline With tris-(dibenzylideneacetone)dipalladium(0); sodium hydroxide In tetrahydrofuran for 10h; Reflux;	88%
Stage #1: vinylcyclopentane With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere; Stage #2: 4-bromo-2-fluoroaniline With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydroxide In tetrahydrofuran; water for 10h; Inert atmosphere; Reflux;	3.01 g

: 3742-34-5
vinylcyclopentane

: 91193-23-6
O-ethyl S-2-(4-chlorophenyl)-2-oxoethyl carbonodithioate

: S-(4-(4-chlorophenyl)-1-cyclopentyl-4-oxobutyl) O-ethylcarbonodithioate

Conditions

Conditions	Yield
Stage #1: vinylcyclopentane; O-ethyl S-2-(4-chlorophenyl)-2-oxoethyl carbonodithioate for 0.25h; Inert atmosphere; Reflux; Stage #2: With dilauryl peroxide Inert atmosphere;	88%

: 3742-34-5
vinylcyclopentane

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 2-(2-cyclopentylethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions

Conditions	Yield
With C20H22AlN2PSe In neat (no solvent) at 30℃; for 8h; Schlenk technique; Glovebox; Inert atmosphere; chemoselective reaction;	85%

: 3742-34-5
vinylcyclopentane

: 459-57-4
4-fluorobenzaldehyde

: (4-fluorophenyl)(1-vinylcyclopentyl)methanol

Conditions

Conditions	Yield
Stage #1: vinylcyclopentane With C12H19N2(1-)C2H3O2(1-)Pd(2+); potassium carbonate; Selectfluor; bis(pinacol)diborane In nitromethane at 60℃; for 9h; Inert atmosphere; Stage #2: 4-fluorobenzaldehyde In nitromethane at 40℃; for 12h; Inert atmosphere;	84%

: 3742-34-5
vinylcyclopentane

: 104-87-0
4-methyl-benzaldehyde

: 2,2-dimethyl-1-(p-tolyl)but-3-en-1-ol

Conditions

Conditions	Yield
Stage #1: vinylcyclopentane With C12H19N2(1-)C2H3O2(1-)Pd(2+); potassium carbonate; Selectfluor; bis(pinacol)diborane In nitromethane at 60℃; for 9h; Inert atmosphere; Stage #2: 4-methyl-benzaldehyde In nitromethane at 40℃; for 12h; Inert atmosphere;	78%

: 3742-34-5
vinylcyclopentane

: 2-chloro-N-(pivaloyloxy)acrylamide

A: C10H14ClNO

B: 3-chloro-5-cyclopentyl-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 76%

...Expand

: 3742-34-5
vinylcyclopentane

: 2-phenyl-N-(quinolin-8-yl)acetamide

A: C24H24N2O

B: (E)-2-(2-(2-cyclopentylvinyl)phenyl)-N-(quinolin-8-yl)acetamide

Conditions

Conditions	Yield
With 1,1'-binaphthalene-2,2'-diamine; oxygen; palladium diacetate; sodium hydrogencarbonate; p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h;	A n/a B 75%

...Expand

: 3742-34-5
vinylcyclopentane

: 2-benzyl-N-(pivaloyloxy)acrylamide

A: 3-benzyl-5-cyclopentyl-5,6-dihydropyridin-2(1H)-one

B: 3-benzyl-6-cyclopentyl-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; regioselective reaction;	A 75% B n/a
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 16h; regioselective reaction;	A n/a B 39%

...Expand

: 3742-34-5
vinylcyclopentane

: 468732-80-1
(S)-hept-6-en-2-yl-2-(diethoxyphosphoryl)acetate

: (Diethoxy-phosphoryl)-acetic acid (Z)-(S)-6-cyclopentyl-1-methyl-hex-5-enyl ester

Conditions

Conditions	Yield
Grubbs catalyst first generation In dichloromethane Heating;	74%

: 3742-34-5
vinylcyclopentane

: 2-fluoro-N-(pivaloyloxy)acrylamide

A: C10H14FNO

B: 5-cyclopentyl-3-fluoro-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 73%

...Expand

: (E)-N-(4-methoxyphenyl)-1-(1-methyl-1H-indol-3-yl)methanimine

: 3742-34-5
vinylcyclopentane

: (E)-1-(2-(2-cyclopentylethyl)-1-methyl-1H-indol-3-yl)-N-(4-methoxyphenyl)methanimine

Conditions

Conditions	Yield
With tetrakis(trimethylphosphine)cobalt(0) In toluene at 170℃; for 1h; Microwave irradiation;	70%

: 3742-34-5
vinylcyclopentane

: 2-methylene-N-(pivaloyloxy)pent-4-enamide

A: C13H19NO

B: 3-allyl-5-cyclopentyl-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 70%

...Expand

: 3742-34-5
vinylcyclopentane

: methyl 3-((pivaloyloxy)carbamoyl)but-3-enoate

A: C13H19NO3

B: methyl 2-(5-cyclopentyl-2-oxo-1,2,5,6-tetrahydropyridin-3-yl)acetate

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 69%

...Expand

: 3742-34-5
vinylcyclopentane

: 6325-93-5
p-nitrobenzenesulfonamide

: (E)-N-(2-ethylidenecyclopentyl)-4-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With silver hexafluoroantimonate; sodium phosphate dibasic dihydrate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In 2,2,2-trifluoroethanol at 65℃; for 24h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;	65%

: 3742-34-5
vinylcyclopentane

: 52742-32-2
N,N-dibenzyl-O-benzoylhydroxylamine

: C16H8B2O4

: (R)-N,N-dibenzyl-1-cyclopentyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethan-1-amine

Conditions

Conditions	Yield
With (R,R)-PTBP-Skewphos; copper(l) chloride; sodium t-butanolate In tetrahydrofuran at 20℃; for 4h; Schlenk technique; Inert atmosphere; enantioselective reaction;	62%

...Expand

: 3742-34-5
vinylcyclopentane

: N-(pivaloyloxy)methacrylamide

A: C11H17NO

B: 5-cyclopentyl-3-methyl-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 62%

...Expand

: 3742-34-5
vinylcyclopentane

: N-(pivaloyloxy)-2-(4-(trifluoromethyl)phenyl)acrylamide

A: C17H18F3NO

B: 5-cyclopentyl-3-(4-(trifluoromethyl)phenyl)-5,6-dihydropyridin-2(1H)-one

Conditions

Conditions	Yield
With [(C5H3(t)Bu2-1,3)RhCl2]2; cesium acetate In 2,2,2-trifluoroethanol at 22℃; for 20h; regioselective reaction;	A n/a B 61%

...Expand

: 3742-34-5
vinylcyclopentane

: dithiocarbonic acid O-ethyl ester S-(1-oxo-1λ4-[1,3]dithian-2-yl) ester

: 762243-65-2
dithiocarbonic acid S-[1-cyclopentyl-2-(1-oxo-1λ4-[1,3]dithian-2-yl)ethyl] ester O-ethyl ester

Conditions

Conditions	Yield
With dilauryl peroxide In 1,2-dichloro-ethane Heating;	56%

: 68-34-8
phenyl toluenesulfonamide

: 3742-34-5
vinylcyclopentane

: N-Ts-3-cyclopentylindole

Conditions

Conditions	Yield
With bathophenanthroline; palladium diacetate; copper(II) acetate monohydrate; p-benzoquinone In toluene at 120℃; for 36h; regioselective reaction;	56%

Cyclopentane, ethenyl- Specification

This chemical is called Cyclopentane, ethenyl-, and it can also be named as Vinylcyclopentane. With the molecular formula of C₇H₁₂, its molecular weight is 96.17. The CAS registry number of this chemical is 3742-34-5. Additionally, its product categories are Monomers; Polymer Science; Vinyl Halides, Amines, Amides, and Other Vinyl Monomers.

Other characteristics of the Cyclopentane, ethenyl- can be summarised as followings: (1)ACD/LogP: 3.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.33; (4)ACD/LogD (pH 7.4): 3.33; (5)ACD/BCF (pH 5.5): 201.59; (6)ACD/BCF (pH 7.4): 201.59; (7)ACD/KOC (pH 5.5): 1552.89; (8)ACD/KOC (pH 7.4): 1552.89; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.529; (13)Molar Refractivity: 33.83 cm³; (14)Molar Volume: 109.5 cm³; (15)Polarizability: 13.41×10^-24cm³; (16)Surface Tension: 29.3 dyne/cm; (17)Density: 0.877 g/cm³; (18)Flash Point: 10 °C; (19)Enthalpy of Vaporization: 32.36 kJ/mol; (20)Boiling Point: 98.1 °C at 760 mmHg; (21)Vapour Pressure: 46.4 mmHg at 25°C.

Production method of this chemical: The Cyclopentane, ethenyl- could be obtained by the reactant of (E)-7-iodo-1-methoxy-2-heptene. This reaction needs the reagent of MeLi, and the solvent of diethyl ether. The yield is 78 %. In addition, this reaction should be taken for 26 hours at ambient temperature.

Uses of this chemical: The Cyclopentane, ethenyl- could react with oxomalonic acid diethyl ester, and obtain the 2-(2-cyclopentylidene-ethyl)-2-hydroxy-malonic acid diethyl ester. The yield is 90 %. In addition, this reaction should be taken for 72 hours at the temperature of 180 °C.

When you are using this chemical, please be cautious about it as the following: This chemical is highly flammable. Keep it away from sources of ignition. Do not empty into drains. Take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
1.SMILES: C=C\C1CCCC1
2.InChI: InChI=1/C7H12/c1-2-7-5-3-4-6-7/h2,7H,1,3-6H2
3.InChIKey: BEFDCLMNVWHSGT-UHFFFAOYAR

Product Name

VINYLCYCLOPENTANE

Synthetic route

Cyclopentane, ethenyl- Specification

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