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Dicyclopropyl ketone

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CAS:1121-37-5
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CAS:1121-37-5
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  • CAS:1121-37-5
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  • Dicyclopropyl ketone
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  • $10.70 / 1kg
  • 2024-10-11
  • CAS:1121-37-5
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Dicyclopropyl ketone Basic information
Product Name:Dicyclopropyl ketone
Synonyms:Dicyclopropyl ketone,95%;DICYCLOPROPYLMETHYLOXIME;DICYCLOPROPYL METHYL KETONE;Methanone,dicyclopropyl-;Dicyclopropyl Ketone, 97+%;DICYCLOPROPYL KETONE;Dicyclopropylmethanone 96%;DicyclopropylKetone>
CAS:1121-37-5
MF:C7H10O
MW:110.15
EINECS:214-331-5
Product Categories:C7 to C8;Carbonyl Compounds;Ketones;Cyclopropanes;Simple 3-Membered Ring Compounds;Pharmaceutical Intermediates
Mol File:1121-37-5.mol
Dicyclopropyl ketone Structure
Dicyclopropyl ketone Chemical Properties
Melting point 44.0-44.5 °C
Boiling point 160-162 °C(lit.)
density 0.977 g/mL at 25 °C(lit.)
refractive index n20/D 1.467(lit.)
Fp 103 °F
storage temp. Store below +30°C.
Specific Gravity0.957
Water Solubility Soluble in water.
BRN 774172
InChIInChI=1S/C7H10O/c8-7(5-1-2-5)6-3-4-6/h5-6H,1-4H2
InChIKeyBIPUHAHGLJKIPK-UHFFFAOYSA-N
SMILESC(C1CC1)(C1CC1)=O
CAS DataBase Reference1121-37-5(CAS DataBase Reference)
NIST Chemistry ReferenceMethanone, dicyclopropyl-(1121-37-5)
Safety Information
Hazard Codes F,Xn
Risk Statements 10-36/37/38-20/21/22-5
Safety Statements 16-36-26-3
RIDADR UN 1224 3/PG 3
WGK Germany 3
Hazard Note Harmful/Flammable
HazardClass 3
PackingGroup III
HS Code 29142900
MSDS Information
ProviderLanguage
Dicyclopropyl ketone English
SigmaAldrich English
ACROS English
ALFA English
Dicyclopropyl ketone Usage And Synthesis
Chemical Propertiesclear colourless to yellowish liquid
UsesDicyclopropyl Ketone is used as a reagent in the synthesis of a new class of potent and selective agonists of dimeric carbamoylguanidine-type histamine H2 receptor ligands. Also used in the preparation of chemical space analogs of PNU-282,987 and SSR180711, which have nicotinic receptor activity.
PreparationPreparation of Dicyclopropyl ketone
Reaction: To a one liter three-necked flask fitted with a reflux condenser and a metal Hershberg stirrer there was added 600 ml. of 20% sodium hydroxide and 165g . (0.9mole) of 1,7 -dichloro-4-heptanone. The mixture was refluxed for 30 minutes with vigorous stirring, then steam distilled until the characteristic odor of dicyclopropyl ketone was absent from the distillate. The distillate was then saturated with potassium carbonate, the upper layer separated and the water layer extracted once with ether. The combined organic layers were dried over potassium carbonate. after removal of the ether there was dist illed 69g. (70%) of dicyclopropyl ketone, b.p . 69° at 20 mm, nD25 1.4648-1.4654.
References [1] G A Olah, G Liang, G K Prakash. “The unusual Favorskii-Nazarov reaction of dicyclopropyl ketone.” Proceedings of the National Academy of Sciences of the United States of America (1976): 2945–6.
[2] Gerd Schrumpf, Thomas Alshuth. “Conformational equilibrium of dicyclopropyl ketone.” Spectrochimica acta. Part A: Molecular spectroscopy 43 7 (1987): Pages 939-942.
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