1121-37-5

Basic information

• Product Name: Dicyclopropyl ketone
• Synonyms: Dicyclopropyl ketone,95%;Methanone,dicyclopropyl-;Dicyclopropyl Ketone, 97+%;DICYCLOPROPYLMETHANONE;DICYCLOPROPYL KETONE;CYCLOPROPYL KETONE;Dicyclopropylmethanone 96%;DICYCLOPROPYLMETHYLOXIME
• CAS NO: 1121-37-5
• Molecular Formula: C₇H₁₀O
• Molecular Weight: 110.1537
• EINECS: 214-331-5
• Product Categories: C7 to C8;Carbonyl Compounds;Ketones;Pharmaceutical Intermediates;Cyclopropanes;Simple 3-Membered Ring Compounds
• Mol File: 1121-37-5.mol
• Article Data: 29

Chemical Properties

• Melting Point: 44.0-44.5 °C
• Boiling Point: 160-162 °C(lit.)
• Flash Point: 103 °F
• Appearance: clear colourless to yellowish liquid
• Density: 0.977 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.32mmHg at 25°C
• Refractive Index: n20/D 1.467(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Soluble in water.
• BRN: 774172
• CAS DataBase Reference: Dicyclopropyl ketone(CAS DataBase Reference)
• NIST Chemistry Reference: Dicyclopropyl ketone(1121-37-5)
• EPA Substance Registry System: Dicyclopropyl ketone(1121-37-5)

Safety Data

• Hazard Codes: F,Xn
• Statements: 10-36/37/38-20/21/22-5
• Safety Statements: 16-36-26-3
• RIDADR: UN 1224 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 1121-37-5(Hazardous Substances Data)

Usage

Description

Dicyclopropyl ketone is a clear, colorless to yellowish liquid that serves as a versatile reagent in the synthesis of various chemical compounds. It is particularly utilized in the creation of potent and selective agonists for dimeric carbamoylguanidine-type histamine H2 receptor ligands, as well as in the preparation of chemical space analogs with nicotinic receptor activity.

Uses

Used in Pharmaceutical Industry:
Dicyclopropyl ketone is used as a reagent for the synthesis of new classes of potent and selective agonists. These agonists are specifically designed for dimeric carbamoylguanidine-type histamine H2 receptor ligands, which have potential applications in the development of novel pharmaceuticals targeting histamine receptors.
Used in Chemical Research:
In the field of chemical research, Dicyclopropyl ketone is employed in the preparation of chemical space analogs of PNU-282,987 and SSR180711. These analogs exhibit nicotinic receptor activity, which can be crucial for studying the function and potential therapeutic applications of nicotinic receptors in various biological processes.
Overall, Dicyclopropyl ketone plays a significant role in both the pharmaceutical industry and chemical research, contributing to the development of new drugs and a deeper understanding of receptor functions.

Preparation

Preparation of Dicyclopropyl ketoneReaction: 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.

InChI:InChI=1/C7H10O/c8-7(5-1-2-5)6-3-4-6/h5-6H,1-4H2

Upstream product

• 41886-92-4 (Bromcyclopropylmethylen)cyclopropan 
• 75-89-8 2,2,2-trifluoroethanol 
• 70106-33-1 2-cyclopropylcyclobutenyl triflate 
• 87639-44-9 4-cyclopropylbut-3-yn-1-yl triflate 
• 87639-45-0 4-cyclopropylbut-3-yn-1-yl tosylate 
• 83961-10-8 2-cyclopropyl-1-cyclobutenyl nonaflate 
• 29833-83-8 triphenyl phosphite ozonide 
• 23603-63-6 1,1,2-tricyclopropylethene 
• 822-93-5 1,1-dicyclopropylethylene 
• 16609-27-1 4-Methylendispiro<2.1.2.2>nonan 
• 160320-40-1 3,3-dicyclopropyl-4-methoxy-4-(3-methoxyphenyl)-1,2-dioxetane 
• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 
• 2625-39-0 dicyclopropyl-nitro-methane 

Downstream Products

• 14300-33-5 dicyclopropylmethanol 
• 18895-50-6 dicyclopropylmethylcarbinol 
• 5685-47-2 Bis(cyclopropyliden)methan 
• 13017-60-2 (dicyclopropylmethylene)-malononitrile 
• 23772-87-4 2,2-dicyclopropylacetaldehyde 
• 55091-59-3 1,1-Dicyclopropyl-1-ol-propen-3 
• 68498-81-7 o-Tolyldicyclopropylcarbinol 
• 68498-82-8 Mesityldicyclopropylcarbinol 
• 822-93-5 1,1-dicyclopropylethylene 
• 23719-88-2 tricyclopropylcarbinol 
• 38381-24-7 dicyclopropylmethanethione 
• 95101-93-2 2-phenyl-1,1-dicyclopropyl-1-ethanol 
• 126063-50-1 dicyclopropyl ketone (phenylsulfonyl)hydrazone 
• 5689-19-0 α,α-dicyclopropylphenylmethanol 

Related news

Theoretical studies of the photochemical ring fission reaction of Dicyclopropyl ketone (cas 1121-37-5) and the Norrish type II reaction of cyclopropyl 2,2-dimethyl cyclopropyl ketone09/30/2019

The cyclopropane ring fission reaction of dicyclopropyl ketone and the Norrish type II reaction of cyclopropyl 2,2-dimethyl cyclopropyl ketone have been studied using the AM1 semiempirical molecular orbital method. Both reactions proceed from the first excited singlet 1(n→ π∗) states and the p...detailed

Conjugated cyclopropyls: the molecular structures and conformations of 1,1-dicyclopropylethene and Dicyclopropyl ketone (cas 1121-37-5) as studied by gas phase electron diffraction and ab initio calculations09/28/2019

The molecular structure and conformations of the two structurally related molecules 1,1-dicyclopropylethene and dicyclopropyl ketone have been studied experimentally by the gas electron diffraction method. For the former molecule a conformational mixture of 59(8)% gg (as 47% g+g+, and 11% g+g−) ...detailed

Short communicationNew β-adrenoceptor-blocking agents derived from Dicyclopropyl ketone (cas 1121-37-5) oxime: influence of amino substituents on in vivo activity10/01/2019

A series of oximinopropanolamines derived from dicyclopropyl ketone, in which the amine substituents were alkyl, cycloalkyl, aryl and aralkyl groups, has been synthesized. The β-adrenergic blocking properties were determined on anaesthetized rats. Two N-aralkyl derivatives were found to be as p...detailed

Structure and conformational dynamics of the Dicyclopropyl ketone (cas 1121-37-5) in the ground electronic state09/24/2019

Geometric parameters, harmonic and anharmonic vibrational frequencies, conformer energy differences and barriers to internal rotation were obtained for dicyclopropyl ketone (DCPK) in the ground electronic state through MP2, DFT, CCSD and CCSD(T) calculations. VFPA was used to improve the estimat...detailed

Relevant articles and documents

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Electrochemical Reduction of Bis(α-bromocyclopropyl) Ketone

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Gold nanoparticles supported on the periodic mesoporous organosilicas as efficient and reusable catalyst for room temperature aerobic oxidation of alcohols

Gold nanoparticles supported on the channels of a bifunctional periodic mesoporous organosilica, were found to be a highly efficient catalyst system for the aerobic oxidation of various types of alcohols into their corresponding aldehydes and ketones at room temperature. The catalyst showed no significant loss of efficiency for the aerobic oxidation of benzyl alcohol to give benzaldehyde after 7 reaction cycles. Copyright

Aerobic oxidation of alcohols catalyzed by in situ generated gold nanoparticles inside the channels of periodic mesoporous organosilica with ionic liquid framework

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Synergistic catalysis within TEMPO-functionalized periodic mesoporous organosilica with bridge imidazolium groups in the aerobic oxidation of alcohols

Anchoring 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) within the nanospaces of a periodic mesoporous organosilica with bridged imidazolium groups led to an unprecedented powerful bifunctional catalyst (TEMPO@PMO-IL-Br), which showed enhanced activity in the metal-free aerobic oxidation of alcohols. The catalyst and its precursors were characterized by N2 adsorption-desorption analysis, transmission electron microscopy (TEM), small angle X-ray scattering (SAXS), thermal gravimetric analysis (TGA), diffuse reflectance infrared Fourier transform spectroscopy (DRIFT), solid state electron paramagnetic resonance (EPR) spectroscopy, elemental analysis, transmission electron microscopy (TEM) and high resolution TEM. It was clearly found that the catalytic activity of SBA-15-functionalized TEMPO (TEMPO@SBA-15) not bearing IL, TEMPO@PMO-IL-Cl, PMO-IL-AMP, or individual catalytic functionalities (PMO-IL/TEMPO@SBA-15) was inferior as compared with those obtained from TEMPO@PMO-IL-Br in the metal-free aerobic oxidation of benzyl alcohol, suggesting the critical role of co-supported TEMPO and imidazolium bromide in obtaining high catalytic activity in the described catalyst system. Our observation clearly points to the fact that the combination of imidazolium bromide units in close proximity to TEMPO moieties in the nanospaces of TEMPO@PMO-IL-Br might be indeed one of the key factors explaining the enhanced catalytic activity observed for this catalyst in the oxidation of benzyl alcohol, possibly through a synergistic catalysis relay pathway. A proposed model was suggested for the observed synergistic effect.

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