Product Name

  • Name

    Cyclopentyl methyl ether

  • EINECS
  • CAS No. 5614-37-9
  • Article Data19
  • CAS DataBase
  • Density 0.86 g/cm3
  • Solubility Miscible with water, alcohols, ketones and hydrocarbons.
  • Melting Point -140°C
  • Formula C6H12O
  • Boiling Point 105.3 °C at 760 mmHg
  • Molecular Weight 100.161
  • Flash Point 6.5 °C
  • Transport Information UN 3271
  • Appearance
  • Safety 26
  • Risk Codes 11-22-36/38
  • Molecular Structure Molecular Structure of 5614-37-9 (Cyclopentyl methyl ether)
  • Hazard Symbols FlammableF; HarmfulXn
  • Synonyms Ether,cyclopentyl methyl (7CI,8CI);Methoxycyclopentane;Methyl cyclopentyl ether;
  • PSA 9.23000
  • LogP 1.57540

Synthetic route

methanol
67-56-1

methanol

Cyclopentanol
96-41-3

Cyclopentanol

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
With large-pore aluminosilicate zeolite ZSM-5 with Si\Al ratio of 40 at 100℃; for 6h; Reagent/catalyst; Temperature;80.4%
methanol
67-56-1

methanol

cyclopentene
142-29-0

cyclopentene

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
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%
trimethyl phosphite
512-56-1

trimethyl phosphite

Cyclopentanol
96-41-3

Cyclopentanol

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
With PPA at 180 - 190℃; for 2h;63%
methanol
67-56-1

methanol

cyclopentanone
120-92-3

cyclopentanone

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
With C6H16Si*AlCl3 In 2-methyltetrahydrofuran at 80℃; for 2h;56%
With hydrogenchloride; hydrogen; platinum(IV) oxide
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

sodium methylate
124-41-4

sodium methylate

A

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

B

cyclopentene
142-29-0

cyclopentene

cyclopentyl chloride
930-28-9

cyclopentyl chloride

sodium methylate
124-41-4

sodium methylate

A

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
at 60℃;
With methanol at 60℃;
cyclopentyl chloride
930-28-9

cyclopentyl chloride

A

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

B

cyclopentene
142-29-0

cyclopentene

Conditions
ConditionsYield
With sodium methylate at 60℃;
sodium cyclopentanolate
5736-19-6

sodium cyclopentanolate

methyl iodide
74-88-4

methyl iodide

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
With diethyl ether
Cyclopentanol
96-41-3

Cyclopentanol

dimethyl sulfate
77-78-1

dimethyl sulfate

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
(i) NaNH2, (ii) /BRN= 635994/; Multistep reaction;
trans-1-bromo-2-methoxycyclopentane
51422-76-5

trans-1-bromo-2-methoxycyclopentane

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
With sodium In ammonia
1-chloromercurio-2-methoxycyclopentane
1193-67-5

1-chloromercurio-2-methoxycyclopentane

acrylonitrile
107-13-1

acrylonitrile

A

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

trans-2-Methoxy-1-cyclopentanpropannitril
88536-55-4, 91222-87-6

trans-2-Methoxy-1-cyclopentanpropannitril

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In water; N,N-dimethyl-formamide Yield given;
cyclopentene
142-29-0

cyclopentene

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-Bromosuccinimid
2: Na / liquid ammonia
View Scheme
1-(trichloromethyl)-cyclopentanol
10292-51-0

1-(trichloromethyl)-cyclopentanol

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. KOH
2: ZnSO4 / (heating)
View Scheme
cyclopentanone
120-92-3

cyclopentanone

cyclopentanone-vapour

cyclopentanone-vapour

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: KOH
2: aq. KOH
3: ZnSO4 / (heating)
View Scheme
Cyclopentanol
96-41-3

Cyclopentanol

methyl iodide
74-88-4

methyl iodide

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

Conditions
ConditionsYield
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;
1-Phenylprop-1-yne
673-32-5

1-Phenylprop-1-yne

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-phenylprop-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-phenylprop-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;99%
4-methylpent-2-yne
21020-27-9

4-methylpent-2-yne

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-4-methylpent-2-en-3-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-4-methylpent-2-en-3-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;99%
1-phenyl-1-butyne
622-76-4

1-phenyl-1-butyne

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-phenylbut-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-phenylbut-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-(p-tolyl)-1-hexyne
180071-98-1

1-(p-tolyl)-1-hexyne

(E)-1-(1-methoxy-1-(p-tolyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-(p-tolyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

phenylacetylene
536-74-3

phenylacetylene

(E)-1-(2-methoxy-2-phenylvinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-phenylvinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

(E)-1-(2-methoxy-2-(p-tolyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(p-tolyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
4-Octyne
1942-45-6

4-Octyne

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(5-methoxyoct-4-en-4-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(5-methoxyoct-4-en-4-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;97%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

C23H45IrNOP2(1+)*C32H12BF24(1-)

C23H45IrNOP2(1+)*C32H12BF24(1-)

C25H45IrNOP2(1+)*C32H12BF24(1-)

C25H45IrNOP2(1+)*C32H12BF24(1-)

Conditions
ConditionsYield
With tert-butylethylene at 60℃; for 1.5h; Glovebox; Inert atmosphere; Sealed tube;97%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-ethynyl-3-methyl-benzene
766-82-5

1-ethynyl-3-methyl-benzene

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(m-tolyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(m-tolyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;96%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-chloro-4-(1-hexynyl)benzene
112545-94-5

1-chloro-4-(1-hexynyl)benzene

(E)-1-(1-(4-chlorophenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-(4-chlorophenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;95%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-(hex-1-yn-1-yl)-3-methoxybenzene
112545-96-7

1-(hex-1-yn-1-yl)-3-methoxybenzene

(E)-1-(1-methoxy-1-(3-methoxyphenyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-(3-methoxyphenyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;95%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

N,N-dimethyl-8-phenyloct-7-ynamide

N,N-dimethyl-8-phenyloct-7-ynamide

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-7-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-8-methoxy-N,N-dimethyl-8-phenyloct-7-enamide

(E)-7-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-8-methoxy-N,N-dimethyl-8-phenyloct-7-enamide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;94%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

2-methyl-1-buten-3-yne
78-80-8

2-methyl-1-buten-3-yne

(E)-1-(2-methoxy-3-methylbuta-1,3-dien-1-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-3-methylbuta-1,3-dien-1-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;94%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1,1'-biphenyl-1-hexyne

1,1'-biphenyl-1-hexyne

(E)-1-(1-([1,1'-biphenyl]-4-yl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-([1,1'-biphenyl]-4-yl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;93%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

2-(hex-1-ynyl)thiophene
19482-59-8

2-(hex-1-ynyl)thiophene

(E)-1-(1-methoxy-1-(thiophen-2-yl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-(thiophen-2-yl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;93%
1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-(4-fluorophenyl)-2-methoxyvinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-(4-fluorophenyl)-2-methoxyvinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;92%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1,4-di(hex-1-yn-1-yl)benzene
168213-37-4

1,4-di(hex-1-yn-1-yl)benzene

(E)-1-(1-(4-(hex-1-yn-1-yl)phenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-(4-(hex-1-yn-1-yl)phenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;91%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-2-(1-hexyne-1-yl)benzene

1-fluoro-2-(1-hexyne-1-yl)benzene

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-(2-fluorophenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-(2-fluorophenyl)-1-methoxyhex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;91%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

hex-1-yne
693-02-7

hex-1-yne

(E)-1-(2-methoxyhex-1-en-1-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxyhex-1-en-1-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;91%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

4-trifluoromethylphenylacetylene
705-31-7

4-trifluoromethylphenylacetylene

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(4-(trifluoromethyl)phenyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(4-(trifluoromethyl)phenyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;87%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-ethynyl-3-methoxybenzene
768-70-7

1-ethynyl-3-methoxybenzene

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(3-methoxyphenyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(2-methoxy-2-(3-methoxyphenyl)vinyl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;85%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

benzonitrile
100-47-0

benzonitrile

N-cyclopentylbenzamide
53226-42-9

N-cyclopentylbenzamide

Conditions
ConditionsYield
With iron(III) perchlorate hydrate In neat (no solvent) at 100℃; for 2h; Ritter Amidation;84%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

4-(hexyn-1-yl)anisole
131558-77-5

4-(hexyn-1-yl)anisole

(E)-1-(1-methoxy-1-(4-methoxyphenyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

(E)-1-(1-methoxy-1-(4-methoxyphenyl)hex-1-en-2-yl)-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;84%
1-Azidoadamantane
24886-73-5

1-Azidoadamantane

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

cyclopentyl N-(adamantyl)formimidate

cyclopentyl N-(adamantyl)formimidate

Conditions
ConditionsYield
With tert-butylethylene; C27H47IrNP2(1+)*C32H12BF24(1-) at 90℃; for 22h; Reagent/catalyst; Temperature; Glovebox; Inert atmosphere; Irradiation; Sealed tube;84%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate
1641528-26-8

2,2,2-trichloroethyl 2-(4-bromophenyl)-2-diazoacetate

2,2,2-trichloroethyl (R)-2-(4-bromophenyl)-3-(cyclopentyloxy)propanoate

2,2,2-trichloroethyl (R)-2-(4-bromophenyl)-3-(cyclopentyloxy)propanoate

Conditions
ConditionsYield
With dirhodium tetrakis[(R)-(1-(biphenyl)-2,2-diphenylcyclopropanecarboxylate)] In dichloromethane at 0℃; enantioselective reaction;83%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

cyclopentyloxymethyl 4-methoxybenzoate

cyclopentyloxymethyl 4-methoxybenzoate

Conditions
ConditionsYield
With di-tert-butyl peroxide; Fe3O(1,4-benzenedicarboxylate)3 at 120℃; for 3h; High pressure;83%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-(3-ethynylphenyl) ethan-1-one
139697-98-6

1-(3-ethynylphenyl) ethan-1-one

(E)-1-(3-(2-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-1-methoxyvinyl)phenyl)ethan-1-one

(E)-1-(3-(2-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-1-methoxyvinyl)phenyl)ethan-1-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;83%
cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

methyl 3-ethynylbenzoate
10602-06-9

methyl 3-ethynylbenzoate

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

1-fluoro-3,3-bis(trifluoromethyl)-1,3-dihydro-1λ3-benzo[d][1,2]iodaoxole

methyl (E)-3-(2-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-1-methoxyvinyl)benzoate

methyl (E)-3-(2-(3,3-bis(trifluoromethyl)-1λ3-benzo[d][1,2]iodaoxol-1(3H)-yl)-1-methoxyvinyl)benzoate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;82%
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

cyclopentyl methyl ether
5614-37-9

cyclopentyl methyl ether

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

tert-butyl 2-(4-cyanophenyl)-3-(1-methoxycyclopentyl)propanoate

tert-butyl 2-(4-cyanophenyl)-3-(1-methoxycyclopentyl)propanoate

Conditions
ConditionsYield
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%

Cyclopentyl methyl ether Specification

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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