Conditions | Yield |
---|---|
With large-pore aluminosilicate zeolite ZSM-5 with Si\Al ratio of 40 at 100℃; for 6h; Reagent/catalyst; Temperature; | 80.4% |
Conditions | Yield |
---|---|
With dry acidic ion-exchange resin (SPC108) at 90℃; under 760 Torr; for 7h; | 75.5% |
With dry acidic ion-exchange resin (SPC118) at 90℃; under 760 Torr; for 7h; | 68.9% |
With H-ZSM-5-type zeolite at 150℃; under 16501.7 Torr; Temperature; Pressure; Flow reactor; | 68.3% |
Conditions | Yield |
---|---|
With PPA at 180 - 190℃; for 2h; | 63% |
Conditions | Yield |
---|---|
With C6H16Si*AlCl3 In 2-methyltetrahydrofuran at 80℃; for 2h; | 56% |
With hydrogenchloride; hydrogen; platinum(IV) oxide |
Cyclopentyl bromide
sodium methylate
A
cyclopentyl methyl ether
B
cyclopentene
cyclopentyl chloride
sodium methylate
A
cyclopentyl methyl ether
B
cyclopentene
Conditions | Yield |
---|---|
at 60℃; | |
With methanol at 60℃; |
Conditions | Yield |
---|---|
With sodium methylate at 60℃; |
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
(i) NaNH2, (ii) /BRN= 635994/; Multistep reaction; |
trans-1-bromo-2-methoxycyclopentane
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With sodium In ammonia |
1-chloromercurio-2-methoxycyclopentane
acrylonitrile
A
cyclopentyl methyl ether
trans-2-Methoxy-1-cyclopentanpropannitril
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate In water; N,N-dimethyl-formamide Yield given; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimid 2: Na / liquid ammonia View Scheme |
1-(trichloromethyl)-cyclopentanol
cyclopentyl methyl ether
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. KOH 2: ZnSO4 / (heating) View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: KOH 2: aq. KOH 3: ZnSO4 / (heating) View Scheme |
Conditions | Yield |
---|---|
Stage #1: Cyclopentanol With sodium hydride In DMF (N,N-dimethyl-formamide) at 20 - 120℃; for 2h; Stage #2: methyl iodide In DMF (N,N-dimethyl-formamide) at 50 - 120℃; for 5h; |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 99% |
4-methylpent-2-yne
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
cyclopentyl methyl ether
1-(p-tolyl)-1-hexyne
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With tert-butylethylene at 60℃; for 1.5h; Glovebox; Inert atmosphere; Sealed tube; | 97% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 96% |
cyclopentyl methyl ether
1-chloro-4-(1-hexynyl)benzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 95% |
cyclopentyl methyl ether
1-(hex-1-yn-1-yl)-3-methoxybenzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 95% |
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 94% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 94% |
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 93% |
cyclopentyl methyl ether
2-(hex-1-ynyl)thiophene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 93% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 92% |
cyclopentyl methyl ether
1,4-di(hex-1-yn-1-yl)benzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 91% |
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 91% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 91% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 87% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 85% |
Conditions | Yield |
---|---|
With iron(III) perchlorate hydrate In neat (no solvent) at 100℃; for 2h; Ritter Amidation; | 84% |
cyclopentyl methyl ether
4-(hexyn-1-yl)anisole
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 84% |
1-Azidoadamantane
cyclopentyl methyl ether
Conditions | Yield |
---|---|
With tert-butylethylene; C27H47IrNP2(1+)*C32H12BF24(1-) at 90℃; for 22h; Reagent/catalyst; Temperature; Glovebox; Inert atmosphere; Irradiation; Sealed tube; | 84% |
cyclopentyl methyl ether
2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
Conditions | Yield |
---|---|
With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] In dichloromethane at 0℃; enantioselective reaction; | 83% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; Fe3O(1,4-benzenedicarboxylate)3 at 120℃; for 3h; High pressure; | 83% |
cyclopentyl methyl ether
1-(3-ethynylphenyl) ethan-1-one
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 83% |
cyclopentyl methyl ether
methyl 3-ethynylbenzoate
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction; | 82% |
tert-Butyl acrylate
cyclopentyl methyl ether
4-bromobenzenecarbonitrile
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; 4-(4-methoxybenzoyl)benzonitrile; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide for 24h; Catalytic behavior; Reagent/catalyst; Wavelength; Irradiation; Inert atmosphere; Sealed tube; regioselective reaction; | 81% |
The Cyclopentyl methyl ether, with the cas registry number 5614-37-9, has the IUPAC name of methoxycyclopentane. It is a kind of clear liquid and should be stored in a cool and dry place. In addition, the molecular formula is C6H12O and the molecular weight is 100.16.
Physical properties about Cyclopentyl methyl ether are: (1)ACD/LogP: 1.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.41; (4)ACD/LogD (pH 7.4): 1.41; (5)ACD/BCF (pH 5.5): 6.99; (6)ACD/BCF (pH 7.4): 6.99; (7)ACD/KOC (pH 5.5): 140.01; (8)ACD/KOC (pH 7.4): 140.01; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.423; (14)Molar Refractivity: 29.49 cm3; (15)Molar Volume: 115.7 cm3; (16)Polarizability: 11.69×10-24cm3; (17)Surface Tension: 25 dyne/cm; (18)Density: 0.86 g/cm3; (19)Flash Point: 6.5 °C; (20)Enthalpy of Vaporization: 33 kJ/mol; (21)Boiling Point: 105.3 °C at 760 mmHg; (22)Vapour Pressure: 34.6 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It is highly flammable and harmful if swallowed. What's more, it irritates to eyes and skin. Therefore, if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O(C)C1CCCC1
(2)Std. InChI: InChI=1S/C6H12O/c1-7-6-4-2-3-5-6/h6H,2-5H2,1H3
(3)Std. InChIKey: SKTCDJAMAYNROS-UHFFFAOYSA-N
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