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Cyclopropyl methyl ketone
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Name

Cyclopropyl methyl ketone

 EINECS 212-146-4
CAS No. 765-43-5 Density 0.995 g/cm3
PSA 17.07000 LogP 0.98540
Solubility Fully miscible in water. Melting Point <-70 °C
Formula C5H8O Boiling Point 114.2 °C at 760 mmHg
Molecular Weight 84.1179 Flash Point 21.1 °C
Transport Information 9-16-29-33 Appearance clear colorless to very slightly yellow liquid
Safety 9-16-29-33 Risk Codes 11
Molecular Structure Molecular Structure of 765-43-5 (Cyclopropyl methyl ketone) Hazard Symbols FlammableF
Synonyms

Ketone,cyclopropyl methyl (6CI,8CI);1-Cyclopropylethanone;Acetylcyclopropane;Methyl cyclopropyl ketone;NSC 1940;Ethanone,1-cyclopropyl-;

Article Data 147

Cyclopropyl methyl ketone Synthetic route

765-42-4

1-cyclopropylethanol

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With acetic acid; 1,1'-(phenyl-l3-iodanediyl)bis(pyridinium)trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; Inert atmosphere; Molecular sieve; chemoselective reaction;99%
With trifluorormethanesulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In 1,4-dioxane at 20℃; for 0.25h;98%
With manganese (VII)-oxide In tetrachloromethane; acetone at -70℃;92%
517-23-7

3-acetyl-2-oxo-4,5-dihydrofuran

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With sodium iodide at 192℃; under 4500.45 Torr; Reagent/catalyst; Temperature; Pressure;97.12%
Stage #1: 3-acetyl-2-oxo-4,5-dihydrofuran With hydrogenchloride In water at 100℃; for 2h;
Stage #2: With sodium hydroxide In water at 80 - 100℃; for 2h;		90.2%
With 1-methyl-pyrrolidin-2-one; sodium iodide at 170℃; for 3h;59%
78-94-4

methyl vinyl ketone

74-95-3

1,2-dibromomethane

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With sodium iodide; nickel dibromide; zinc In tetrahydrofuran at 0℃; for 96h;97%
20177-02-0

2,5-dichloro-2-pentene

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With sulfuric acid at 40 - 45℃; for 2h;95.2%
89625-16-1

3-diphenylphosphinoyl-5-hydroxypentan-2-one

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol at 30℃; for 2h;95%
With potassium tert-butylate In tert-butyl alcohol for 2h;81%
5891-21-4

5-chloro-2-pentanone

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide at 90 - 100℃; for 1.5h; Reagent/catalyst; Temperature;88.04%
With potassium hydroxide Versetzen mit Wasser und anschliessend Erhitzen;
With sodium hydroxide; water Versetzen mit Wasser und anschliessend Erhitzen;
6746-94-7

Cyclopropylacetylene

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); water In methanol at 110℃; for 6h;86%
With 3,4,5-trihydroxybenzoic acid; water at 60℃; for 6h; Sealed tube; Green chemistry;75%
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In methanol; water at 110℃; for 6h; Schlenk technique; regioselective reaction;> 99 %Spectr.
With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); water; silver trifluoromethanesulfonate In methanol at 120℃; for 6h;
105-45-3

acetoacetic acid methyl ester

106-93-4

ethylene dibromide

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
Stage #1: acetoacetic acid methyl ester; ethylene dibromide With sodium hydride at 55℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 60℃; for 2h; pH=8 - 9;		84%
693-86-7

ethenylcyclopropane

765-43-5

Cyclopropyl methyl ketone

Conditions
ConditionsYield
With oxygen; copper(l) chloride; palladium dichloride In water; N,N-dimethyl-formamide at 40℃; for 6h;80%
790-13-6

cyclopropylmethyl ketone 2,4-dinitrophenylhydrazone

A

765-43-5

Cyclopropyl methyl ketone

B

615-71-4

benzene-1,2,4-triamine

Conditions
ConditionsYield
With vanadium(II) chloride In tetrahydrofuran for 1h; Heating;A 74%
B n/a

Cyclopropyl methyl ketone Specification

1.Introduction of Cyclopropyl methyl ketone

Cyclopropyl methyl ketone (CAS NO.765-43-5), its Synonyms are Ethanone, 1-cyclopropyl- ; Ethanone, 1-cyclopropyl- (9CI) ; Ketone, cyclopropyl methyl (8CI) ; Methyl cyclopropyl ketone ; Acetylcyclopropane .

2.Properties of Cyclopropyl methyl ketone

(1) Molecular Weight 84.11642 [g/mol]  (2) Molecular Formula C5H8O (3) XLogP3 0.5 
(4) H-Bond Acceptor 1  (5) Rotatable Bond Count 1 (6) Tautomer Count 3
(7) Exact Mass 84.057515  (8) MonoIsotopic Mass 84.057515 (9) Topological Polar Surface Area 17.1
(10) Heavy Atom Count 6  (11) Complexity 72  (12) Covalently-Bonded Unit Count 1 (13) Feature 3D Acceptor Count 1
(14) Effective Rotor Count 1.6  (15) Conformer Sampling RMSD 0.4  (16) CID Conformer Count 6
 

3.Structure descriptors of Cyclopropyl methyl ketone

IUPAC Name: 1-cyclopropylethanone

InChI: InChI=1S/C5H8O/c1-4(6)5-2-3-5/h5H,2-3H2,1H3

InChIKey: HVCFCNAITDHQFX-UHFFFAOYSA-N

Canonical SMILES : CC(=O)C1CC1
 

4.Safety information of Cyclopropyl methyl ketone

Hazard Codes:FFlammable
Risk Statements:11
11:Highly Flammable
Safety Statements:9-16-29-33
9:Keep container in a well-ventilated place
16:Keep away from sources of ignition-No smoking
29:Do not empty into drains
33:Take precautionary measures against static discharges
RIDADR:UN 1224 3/PG 2
WGK Germany:3
RTECS:KM5648000
HazardClass:3
PackingGroup:II
A dangerous fire hazard when exposed to heat or flame. When heated to decomposition it emits acrid smoke and fumes.
 

5. Toxity data of Cyclopropyl methyl ketone

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD skin > 2gm/kg (2000mg/kg)   National Technical Information Service. Vol. OTS0559687,

 

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