Cyclopentylmagnesium Bromide supplier

Name
Cyclopentylmagnesium Bromide
EINECS 251-420-8
CAS No. 33240-34-5
Article Data10
CAS DataBase
Density 0.996 g/mL at 25 °C
Solubility
Melting Point
Formula C₅H₉BrMg
Boiling Point 49.2ºC at 760mmHg
Molecular Weight 173.335
Flash Point −36 °F
Transport Information
Appearance
Safety 16-26-36/37/39-45
Risk Codes 12-14-22-34-66-67
Molecular Structure
Hazard Symbols F, C
Synonyms Cyclopentylmagnesiumbromide (6CI);
PSA 0.00000
LogP 2.74380

Synthetic route

: 137-43-9
Cyclopentyl bromide

A: 1636-39-1
bicyclopentyl

B: 33240-34-5
cyclopentylmagnesium bromide

Conditions

Conditions	Yield
With tetrahydrofuran; magnesium chloride at 37℃; Product distribution; Mechanism; effect of solvent deuteration, other reagents;	A 2% B 71%

: 137-43-9
Cyclopentyl bromide

A: 287-92-3
Cyclopentane

B: 1636-39-1
bicyclopentyl

C: 142-29-0
cyclopentene

D: 33240-34-5
cyclopentylmagnesium bromide

Conditions

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%

...Expand

: 137-43-9
Cyclopentyl bromide

: 33240-34-5
cyclopentylmagnesium bromide

Conditions

Conditions	Yield
With magnesium In diethyl ether
With magnesium In diethyl ether Thermodynamic data; -ΔH(reaction);
With magnesium In tetrahydrofuran at 23℃; Kinetics;

: 33240-34-5
cyclopentylmagnesium bromide

: Carbonic acid ethyl ester (E)-non-2-enyl ester

: (1-Vinyl-heptyl)-cyclopentane

Conditions

Conditions	Yield
CuCl - N-heterocyclic carbene In diethyl ether at 0℃;	100%

: 5,7-di-tert-butyl-1,2,3,3a-tetrahydrobenzo[d]pyrrolo[2,1-b]oxazole

: 33240-34-5
cyclopentylmagnesium bromide

: 2,4-di-tert-butyl-6-(2-cyclopentylpyrrolidin-1-yl)phenol

Conditions

Conditions	Yield
In diethyl ether; 1,2-dichloro-ethane at 0℃; Inert atmosphere;	99%

: 768-33-2
phenyldimethylsilyl chloride

: 33240-34-5
cyclopentylmagnesium bromide

: cyclopentyldimethyl(phenyl)silane

Conditions

Conditions	Yield
With (DrewPhos)2PdI2 In diethyl ether at 20℃; for 24h;	99%

: 33240-34-5
cyclopentylmagnesium bromide

: cyclopentyldimethyl(phenyl)silane

Conditions

Conditions	Yield
With (DrewPhos)2PdI2 In diethyl ether at 20℃; for 24h; Inert atmosphere; Schlenk technique;	99%

: 33240-34-5
cyclopentylmagnesium bromide

: 287-92-3
Cyclopentane

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butyl alcohol In diethyl ether at 34℃;	98%

: C19H25N2S(1+)*F6Sb(1-)

: 33240-34-5
cyclopentylmagnesium bromide

: C13H14S

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -78℃; for 2h; Schlenk technique; Inert atmosphere;	98%

: [(η(5)-C5H4SiMe3)2Ti(C.tplbond.CSiMe3)2Cu(SC6H4(CH2N(CH3)2))]

: 33240-34-5
cyclopentylmagnesium bromide

: (C5H4Si(CH3)3)2Ti(CCSi(CH3)3)2CuC5H9

Conditions

Conditions	Yield
In diethyl ether (N2); addn. of a soln. of magnesium compd. in Et2O to a soln. of copper complex in Et2O at -50°C, stirring for 90 min; filtration through Kieselgur, evapn. at -30°C, dissolving in a mixt. of CH2Cl2/petroleum ether 1:5 at -30°C, filtration through Kieselgur, evapn.;	96%

: 145624-62-0, 145679-46-5
(2S,4S)-4-isopropyl-2-p-toluene-4,5-dihydro-<1,2λ6,3>oxathiazole 2-oxide

: 33240-34-5
cyclopentylmagnesium bromide

: 145624-67-5
C17H27NO2S

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether 1) -78 deg C, 5 min, 2) 0 deg C, 45 min;	94%

: Ni(2+)*C36H44N4C3H2O(2-)

: 33240-34-5
cyclopentylmagnesium bromide

: Ni(II) meso-(3-hydroxy-3-cyclopentyl-propenyl)octaethylporphyrin

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -30℃; for 0.166667h;	94%

: 321-38-0
1-Fluoronaphthalene

: 33240-34-5
cyclopentylmagnesium bromide

: 92578-67-1
1-cyclopentylnaphthalene

Conditions

Conditions	Yield
Stage #1: 1-Fluoronaphthalene With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(diphenylphosphino)ethane In di-isopropyl ether for 0.05h; Sealed tube; Glovebox; Stage #2: cyclopentylmagnesium bromide In diethyl ether; di-isopropyl ether at 100℃; for 24h; Sealed tube; Glovebox;	94%
Stage #1: 1-Fluoronaphthalene With C30H36NiOP2 In tetrahydrofuran for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: cyclopentylmagnesium bromide In tetrahydrofuran at 60℃; for 16h; Inert atmosphere; Schlenk technique;	79%

: 930-68-7
cyclohexenone

: 33240-34-5
cyclopentylmagnesium bromide

: 1-cyclopentyl-cyclohex-2-enol

Conditions

Conditions	Yield
With lanthanum(III) chloride; lithium chloride In tetrahydrofuran at 0℃; for 0.5h;	93%
LaCl3-2LiCl In tetrahydrofuran	93%

: 493-05-0
isochromane

: 33240-34-5
cyclopentylmagnesium bromide

: 3,4-dihydro-1-cyclopentyl-1H-2-benzopyran

Conditions

Conditions	Yield
Stage #1: isochromane With 2-azatricyclo[3.3.1.13,7]decan-2-ol; [bis-(trifluoroacetoxy)iodo]benzene In 1,2-dichloro-ethane at 50℃; for 15h; Inert atmosphere; Stage #2: cyclopentylmagnesium bromide With 2-azatricyclo[3.3.1.13,7]decan-2-ol; [bis-(trifluoroacetoxy)iodo]benzene In diethyl ether; 1,2-dichloro-ethane at -30℃; for 3h; Inert atmosphere;	93%

: 13450-90-3
Gallium trichloride

: 33240-34-5
cyclopentylmagnesium bromide

: 149063-84-3
tricyclopentylgallium

Conditions

Conditions	Yield
In diethyl ether room temp, 16h; evapn.; extn. (hexane); distn. (150-155°C, 0.1 mmHg);	92.4%

: 5464-77-7
N,N-dibenzylformamide

: 33240-34-5
cyclopentylmagnesium bromide

: 6-exo-(N,N-dibenzylamino)bicyclo[3.1.0]hexane

Conditions

Conditions	Yield
With titanium(IV) isopropylate In tetrahydrofuran; benzene Reflux;	92%

: 68211-49-4
1-naphthyl tosylate

: 33240-34-5
cyclopentylmagnesium bromide

: 92578-67-1
1-cyclopentylnaphthalene

Conditions

Conditions	Yield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 23℃; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;	92%

: 14243-23-3
(μ-dithio)bis(tricarbonyliron)

: 33240-34-5
cyclopentylmagnesium bromide

: 102844-59-7, 102918-27-4, 102918-28-5
(CH3S)(C5H9S)Fe2(CO)6

Conditions

Conditions	Yield
With methyl iodide In tetrahydrofuran N2; dropwise addn. of Grignard reagent to Fe-complex (-78°C), stirring (15-20 min), addn. of MeI, stirring (30 min, then 2-3 h, room temp.); solvent removal (reduced pressure), chromy. (silicic acid), distn. (reduced pressure); elem. anal.;	91%

: 1338696-09-5
9-ethyl-6-methoxypurine

: 33240-34-5
cyclopentylmagnesium bromide

: 1383483-98-4
8-cyclopentyl-9-ethyl-6-methoxy-9H-purine

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,2-dichloro-ethane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	91%

: 172538-83-9
benzyl 4-oxoquinoline-1(4H)-carboxylate

: 33240-34-5
cyclopentylmagnesium bromide

: (2R)-benzyl 2-cyclopentyl-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate

Conditions

Conditions	Yield
Stage #1: benzyl 4-oxoquinoline-1(4H)-carboxylate With copper(I) bromide dimethylsulfide complex; (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane In dichloromethane at 18 - 25℃; for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: cyclopentylmagnesium bromide In dichloromethane at -78℃; for 2h; Inert atmosphere; Schlenk technique; enantioselective reaction;	91%

: tert-Butyl 4-(5-(6-(3-Bromo-5-methylphenoxy)pyridin-2-yl)-4-methyl-1H-1,2,3-triazol-1-yl)piperidine-1-carboxylate

: 33240-34-5
cyclopentylmagnesium bromide

: tert-Butyl 4-(5-(6-(3-Cyclopentyl-5-methylphenoxy)pyridin-2-yl)-4-methyl-1H-1,2,3-triazol-1-yl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In diethyl ether at 20 - 60℃; for 1h;	91%

: 1114451-19-2
1-(2-(tert-butylsulfinyl)phenyl)-3-(2-formylphenyl)-1,3-dimethylurea

: 33240-34-5
cyclopentylmagnesium bromide

: 1114451-42-1
C25H34N2O3S

Conditions

Conditions	Yield
With N,N'-dimethylpropylideneurea In tetrahydrofuran; hexane at -78℃; Inert atmosphere; diastereoselective reaction;	90%

: 5-chloro-6-[(triisopropyl)oxy]-1,3-benzoxazol-2(3H)-one

: 33240-34-5
cyclopentylmagnesium bromide

: N-{5-chloro-2-hydroxy-4-[(triisopropylsilyl)oxy]phenyl}cyclopentanecarboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃;	89%

: 1885-29-6
anthranilic acid nitrile

: 33240-34-5
cyclopentylmagnesium bromide

: 106718-47-2
(2-aminophenyl)-cyclopentyl methanone

Conditions

Conditions	Yield
Stage #1: anthranilic acid nitrile; cyclopentylmagnesium bromide With copper(I) bromide dimethylsulfide complex In tetrahydrofuran; diethyl ether at 0 - 20℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In water Cooling with ice;	89%
With hydrogenchloride In diethyl ether; water; ethyl acetate
Stage #1: anthranilic acid nitrile; cyclopentylmagnesium bromide In tetrahydrofuran at 0 - 20℃; Grignard reaction; Stage #2: With hydrogenchloride; water In tetrahydrofuran Grignard reaction; Stage #3: With sodium hydroxide In tetrahydrofuran; water at 0℃;
Stage #1: anthranilic acid nitrile; cyclopentylmagnesium bromide In tetrahydrofuran at 0 - 20℃; Stage #2: With hydrogenchloride; water In tetrahydrofuran Stage #3: With sodium hydroxide In tetrahydrofuran; water at 0℃;
In tetrahydrofuran at 0 - 20℃;

: 185140-87-8
(2S)-2,3-Epoxy-1-(triisopropylsilyloxy)propane

: 33240-34-5
cyclopentylmagnesium bromide

: 1254212-40-2
(S)-1-cyclopentyl-3-(triisopropylsilyloxy)propan-2-ol

Conditions

Conditions	Yield
With dilithium tetrachlorocuprate In tetrahydrofuran at -40℃; for 0.5h; Inert atmosphere;	89%

: 1346993-67-6
9-benzyl-6-(4-ethylphenyl)-9H-purine

: 33240-34-5
cyclopentylmagnesium bromide

: 1383484-01-2
9-benzyl-8-cyclopentyl-6-(4-ethylphenyl)-9H-purine

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,2-dichloro-ethane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	89%

: 153035-24-6
N-Phenyl-2-(trimethylsilyl)propenamide

: 33240-34-5
cyclopentylmagnesium bromide

: 153035-37-1
3-Cyclopentyl-N-phenyl-2-trimethylsilanyl-propionamide

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 20℃; for 4h;	88%

: 6728-26-3
(E)-2-Hexenal

: 33240-34-5
cyclopentylmagnesium bromide

: (E)-1-cyclopentylhex-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -20 - 20℃; Inert atmosphere;	88%

: 1838-94-4
isoprene epoxide

: 33240-34-5
cyclopentylmagnesium bromide

: 1067637-10-8
(E)-4-cyclopentyl-2-methylbut-2-en-1-ol

Conditions

Conditions	Yield
With copper(I) bromide In tetrahydrofuran; diethyl ether at -30℃; for 1h;	87%

: 1190770-72-9
3-(dimethoxymethyl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine

: 33240-34-5
cyclopentylmagnesium bromide

: 1195045-90-9
C26H31NO3

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at 20℃; for 0.5h; regioselective reaction;	87%

: 38917-25-8
6-methoxy-9-methyl-9H-purine

: 33240-34-5
cyclopentylmagnesium bromide

: 1383483-97-3
8-cyclopentyl-6-methoxy-9-methyl-9H-purine

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,2-dichloro-ethane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	87%

: 100-39-0
benzyl bromide

: 33240-34-5
cyclopentylmagnesium bromide

: 14633-48-8
((cyclopentylsulfonyl)methyl)benzene

Conditions

Conditions	Yield
Stage #1: cyclopentylmagnesium bromide With 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide) In tetrahydrofuran at -40℃; for 1h; Inert atmosphere; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 120℃; for 3h; Inert atmosphere; Microwave irradiation;	86%

Cyclopentylmagnesium Bromide Specification

The Cyclopentylmagnesium Bromide is an organic compound with the formula C₅H₉BrMg. The IUPAC name of this chemical is Magnesium cyclopentane bromide. With the CAS registry number 33240-34-5, it is also named as Cyclopentylmagnesium bromide solution. The product's categories are Classes of Metal compounds; Grignard reagents; Grignard reagents and Alkyl metals; Mg (Magnesium) compounds; Synthetic organic chemistry; Typical metal compounds; Alkyl; Organometallic reagents. Besides, it should be stored in a sealed, cool, dry, well-ventilated place.

Physical property about Cyclopentylmagnesium Bromide is: #Freely Rotating Bonds: 1.

Preparation: this chemical can be prepared by Bromocyclopentane. This reaction will need reagent Mg, solvent Diethyl ether. The reaction rate dependence on angular velocity of disk, solution viscosity. And this reaction temperature is 0 °C. The yield is about 50%.

Uses of Cyclopentylmagnesium Bromide: it can be used to produce Cyclopentanecarbaldehyde. It will need solvent Diethyl ether with reaction time of 15 hours. The yield is about 72%.

When you are using this chemical, please be cautious about it as the following:
It is extremely flammable, and harmful if swallowed. It reacts violently with water, causes burns. Besides, if this chemical is repeated exposure may cause skin dryness or cracking. Its vapors may cause drowsiness and dizziness. keep away from sources of ignition - No smoking. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C5H9.BrH.Mg/c1-2-4-5-3-1;;/h1H,2-5H2;1H;/q;;+1/p-1/rC5H9BrMg/c6-7-5-3-1-2-4-5/h5H,1-4H2
(2)InChIKey: PZOJUJCALDFFHC-UKMJFLDZAD
(3)Std. InChI: InChI=1S/C5H9.BrH.Mg/c1-2-4-5-3-1;;/h1H,2-5H2;1H;/q;;+1/p-1
(4)Std. InChIKey: PZOJUJCALDFFHC-UHFFFAOYSA-M

Product Name

Cyclopentylmagnesium Bromide

Synthetic route

Cyclopentylmagnesium Bromide Specification

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