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% |
A
Cyclopentyl bromide
B
thianthrene-5-oxide
C
cyclopentene
D
Thianthrene
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium bromide Product distribution; Substitution; elimination; | A 89% B 100% C 1.5% D 3.5% |
Conditions | Yield |
---|---|
With t-butyl bromide; n-pentylmethylimidazolium bromide for 2h; sonication; | 82% |
With sulfuric acid; hydrogen bromide at 100℃; | |
With hydrogen bromide at 100℃; |
Conditions | Yield |
---|---|
With [FeIV(1,1-di(pyridin-2-yl)-N,N-bis(quinolin-2-ylmethyl)methanamine)(O)]2+; [FeII(1,1-di(pyridin-2-yl)-N,N-bis(quinolin-2-ylmethyl)methanamine)(Br)]Br In acetonitrile at 25℃; for 0.5h; Inert atmosphere; Glovebox; | A 52% B n/a |
Conditions | Yield |
---|---|
With hydrogen bromide |
Bromotrichloromethane
bicyclo[2.1.0]pentane
A
Cyclopentyl bromide
B
cyclopent-3-enyl bromide
trans-1-bromo-2-(trichloromethyl)cyclopentane
trans-1,2-dibromocyclopentane
trans-1-bromo-2-chlorocyclopentane
cis-1-bromo2-chlorocyclopentane
Conditions | Yield |
---|---|
for 4h; Product distribution; Mechanism; Ambient temperature; Irradiation; Effect of added t-butyl hypochlorite; |
Cyclopentane
A
Succinimide
B
Cyclopentyl bromide
C
1,2-dibromopentane
D
3-bromopropanoyl isocyanate
Conditions | Yield |
---|---|
With N-Bromosuccinimide; cyclohexane In acetonitrile at 23℃; for 16h; Product distribution; Mechanism; Irradiation; Effect of solvent on the Relative Rates of Bromination; Effect of Added Bromine; Effect of Added Olefine (C2H4); |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; bromine In dichloromethane; cyclohexane at 15℃; Product distribution; Mechanism; Irradiation; relative reactivity; other cycloalkanes; other bromination agents; var temp.; | A 37.6 % Chromat. B 13.7 % Chromat. |
With hydrogen bromide; dihydrogen peroxide In water at 50℃; for 6h; Irradiation; | A 64.3 %Spectr. B 15 %Spectr. |
Conditions | Yield |
---|---|
With iodobenzene; tetrabutylammomium bromide In tetrachloromethane; acetonitrile at 25℃; Rate constant; |
bicyclo[2.1.0]pentane
A
Cyclopentyl bromide
B
cis-1,3-dibromocyclopentane
trans-1,2-dibromocyclopentane
trans-1,3-dibromocyclopentane
Conditions | Yield |
---|---|
With bromine In tetrachloromethane at 0℃; Product distribution; Mechanism; |
Conditions | Yield |
---|---|
With bromine In dichloromethane -70 deg C to r.t.; | A 67 % Chromat. B 19 % Chromat. |
Conditions | Yield |
---|---|
With borane; bromine; sodium methylate 1.) THF, 2.) 20-25 deg C, MeOH; Yield given. Multistep reaction; |
Cyclopentyl bromide
Conditions | Yield |
---|---|
With chloroform; bromine |
Conditions | Yield |
---|---|
at 100℃; im Rohr; |
butyl-cyclopentyl ether
hydrogen bromide
A
1-bromo-butane
B
Cyclopentyl bromide
Conditions | Yield |
---|---|
at 26℃; |
Conditions | Yield |
---|---|
Stage #1: cyclopenta-1,3-diene With borane-THF In tetrahydrofuran at 20℃; for 2h; Stage #2: With sodium hydroxide; dihydrogen peroxide In diethyl ether for 0.5h; Stage #3: With phosphorus tribromide In pentane for 12h; Heating; Title compound not separated from byproducts; |
cyclopentylpentaaquochromium(III)
A
Cyclopentyl bromide
B
chromium(III) hexahydrate cation
Conditions | Yield |
---|---|
With bromine In water Kinetics; byproducts: Br(1-); reaction complex with bromine at 25°C; |
Conditions | Yield |
---|---|
With bromine In water at 20℃; for 0.316667h; Flow reactor; UV-irradiation; Overall yield = 92 %Chromat.; |
Conditions | Yield |
---|---|
With boron trichloride; boron tribromide In dichloromethane at -78 - 20℃; for 16h; Inert atmosphere; regioselective reaction; |
Cyclopentyl bromide
cyclopentyl azide
Conditions | Yield |
---|---|
With sodium azide In dimethyl sulfoxide | 100% |
With sodium azide In dimethyl sulfoxide at 25℃; for 9h; | 98% |
With sodium azide In dimethyl sulfoxide | 94% |
Cyclopentyl bromide
4-Hydroxyacetophenone
1-(4-cyclopentyloxy-phenyl)-ethanone
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 80℃; for 3h; | 100% |
With sodium hydroxide |
Cyclopentyl bromide
5-bromo-2-methoxyphenol
4-bromo-2-cyclopentyloxyanisole
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 10h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 20h; | 93% |
Cyclopentyl bromide
N-ethylidenecyclohexylamine
4-t-butoxy-3-methyl-2,5-difluoropyridine
Conditions | Yield |
---|---|
With lithium diisopropyl amide at 0 - 25℃; | 100% |
Cyclopentyl bromide
4-difluoromethoxy-3-hydroxybenzaldehyde
3-Cyclopentyloxy-4-difluoromethoxybenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) | 100% |
With potassium carbonate In N-methyl-acetamide | 89% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 65℃; for 22h; | 87% |
Cyclopentyl bromide
4-azatricyclo<4.3.1.1.3,8>undecan-5-one
4-(cyclopentyl)-4-azatricyclo[4.3.1.13,8]undecan-5-one
Conditions | Yield |
---|---|
With 18-crown-6 ether; sodium hydride at 80℃; for 120h; | 100% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone for 24h; Inert atmosphere; Reflux; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere; Sealed vial; | |
With sodium hydride In N,N-dimethyl-formamide at 10 - 35℃; for 2h; |
Conditions | Yield |
---|---|
With sodium chloride; potassium carbonate In N,N-dimethyl-formamide | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 4h; |
Conditions | Yield |
---|---|
100% |
Cyclopentyl bromide
5-Bromo-2-hydroxyacetophenone
1-(5-bromo-2-cyclopentyloxyphenyl)ethanone
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 13.5h; | 100% |
Cyclopentyl bromide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; | 100% |
Cyclopentyl bromide
5-nitroguaiacol
1-cyclopentyloxy-2-methoxy-5-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 10h; | 99.6% |
With potassium carbonate In acetone for 24h; Heating; | 98% |
With potassium carbonate In acetonitrile at 90℃; | 76.9% |
isovanillin
Cyclopentyl bromide
3-cyclopentyloxy-4-methoxybenzylaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 16h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h; | 97% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; | 97% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 120℃; for 12h; | 99% |
Conditions | Yield |
---|---|
With oxygen; kieselguhr; copper(l) chloride In hexane for 2.5h; Oxidation; Heating; | 99% |
Cyclopentyl bromide
N-hydroxyphthalimide
2-(cyclopentyloxy)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Stage #1: N-hydroxyphthalimide With potassium carbonate In dimethyl sulfoxide at 20℃; for 0.0833333h; Stage #2: Cyclopentyl bromide In dimethyl sulfoxide at 80℃; for 3h; | 99% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 2h; | 87% |
Stage #1: N-hydroxyphthalimide With potassium carbonate In dimethyl sulfoxide at 25℃; for 0.0833333h; Stage #2: Cyclopentyl bromide In dimethyl sulfoxide at 80℃; for 3h; | 85% |
Conditions | Yield |
---|---|
With aluminum (III) chloride at -40 - 20℃; Inert atmosphere; | 99% |
With aluminum (III) chloride In dichloromethane at 0℃; for 2h; Friedel-Crafts Alkylation; Inert atmosphere; | 90% |
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | |
With aluminum (III) chloride at -40 - 20℃; Inert atmosphere; | |
With aluminum (III) chloride at -40 - 20℃; Inert atmosphere; |
Cyclopentyl bromide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 15h; | 99% |
Cyclopentyl bromide
2-(3,4,5-trimethoxybenzoyl)-4-phenyl-1H-imidazole
C24H26N2O4
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Reflux; | 98.3% |
Conditions | Yield |
---|---|
With potassium iodide In acetonitrile at 170℃; under 4875.39 Torr; for 0.166667h; microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol for 16h; Reflux; | 98% |
With tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran; water; ethyl acetate | 97% |
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 8h; Inert atmosphere; | 97% |
Cyclopentyl bromide
4-benzyloxy-3-hydroxy-benzaldehyde
3-cyclopentoxy-4-(benzyloxy)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; | 98% |
With potassium carbonate In N-methyl-acetamide; diethyl ether; water | |
With potassium carbonate In N-methyl-acetamide; diethyl ether; water |
Cyclopentyl bromide
4-bromo-2-chlorophenol
4-bromo-2-chloro-1-(cyclopentyloxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 96h; | 98% |
With caesium carbonate In N,N-dimethyl acetamide at 150℃; for 16h; | |
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 145 - 155℃; for 24h; |
6-chloro-2-hydroxypyridine
Cyclopentyl bromide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 98% |
Cyclopentyl bromide
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); N,N'-di-tert-butylethylenediamine; lithium tert-butoxide In 1,4-dioxane at 120℃; for 16h; Inert atmosphere; Schlenk technique; | 98% |
Cyclopentyl bromide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 60℃; Sealed tube; | 98% |
Conditions | Yield |
---|---|
Stage #1: Cyclopentyl bromide With magnesium; lithium chloride In tetrahydrofuran at 25℃; Inert atmosphere; Schlenk technique; Stage #2: zinc(II) chloride In tetrahydrofuran at 0 - 25℃; for 0.25h; Inert atmosphere; Schlenk technique; | 98% |
Molecule structure of Bromocyclopentane (CAS NO.137-43-9):
IUPAC Name: Bromocyclopentane
Molecular Weight: 149.02896 g/mol
Molecular Formula: C5H9Br
Density: 1.445 g/cm3
Boiling Point: 135 °C at 760 mmHg
Flash Point: 35 °C
Index of Refraction: 1.51
Molar Refractivity: 30.84 cm3
Molar Volume: 103 cm3
Surface Tension: 35.4 dyne/cm
Enthalpy of Vaporization: 35.71 kJ/mol
Vapour Pressure: 9.73 mmHg at 25 °C
Storage Temp.: store at R.T.
Stability: stable. flammable. incompatible with strong oxidizing agents, strong bases.
XLogP3-AA: 2.3
Exact Mass: 147.988763
MonoIsotopic Mass: 147.988763
Canonical SMILES: C1CCC(C1)Br
InChI: InChI=1S/C5H9Br/c6-5-3-1-2-4-5/h5H,1-4H2
InChIKey: BRTFVKHPEHKBQF-UHFFFAOYSA-N
EINECS: 205-294-6
Product Categories: Pharmaceutical Intermediates; CHLORO ALKANE COMPOUNDS
Bromocyclopentane (CAS NO.137-43-9) is used as a solvent. It is used as an intermediate to manufacture surfactant, pharmaceuticals and other organic compounds.
Risk Statements: 10
R10:Flammable.
Safety Statements: 23-24/25-16
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S16:Keep away from sources of ignition.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
F: 8
HazardClass: 3
PackingGroup: III
HS Code: 29035990
APPEARANCE: clear to yellow liquid
CONTENT: 98.0% min
WATER: 0.1% max
Bromocyclopentane (CAS NO.137-43-9) is also named as AI3-23448 ; Cyclopentyl bromide ; NSC 1110 ; Cyclopentane, bromo- . Bromocyclopentane (CAS NO.137-43-9) is colorless to yellow liquid.
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