1,1-Diacetylcyclopropane

Base Information

• Chemical Name: 1,1-Diacetylcyclopropane
• CAS No.: 695-70-5
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2914299000
• NSC Number: 116369
• DSSTox Substance ID: DTXSID70297501
• Nikkaji Number: J1.139.185K
• Wikidata: Q82038620
• Mol file: 695-70-5.mol

Synonyms:1,1-DIACETYLCYCLOPROPANE;695-70-5;1-(1-acetylcyclopropyl)ethanone;DIACETYLCYCLOPROPANE;1-(1-acetyl-cyclopropyl)-ethanone;1,1'-(cyclopropane-1,1-diyl)diethanone;NSC116369;SCHEMBL762293;DTXSID70297501;1-(1-acetylcyclopropyl)ethan-1-one;MFCD00101829;AKOS000365345;NSC-116369;AS-40305;CS-0455007;FT-0690748;1,1'-(Cyclopropane-1,1-diyl)bis(ethan-1-one);A935093

Chemical Property of 1,1-Diacetylcyclopropane

Chemical Property:

• Boiling Point: 192.5 °C at 760 mmHg
• Flash Point: 67.5 °C
• PSA: 34.14000
• Density: 1.104 g/cm³
• LogP: 0.94460
• Solubility.: Dichloromethane, Ethyl Acetate, Hexane
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

1,1-Diacetylcyclopropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CC1)C(=O)C
• Uses: 1,1-Diacetylcyclopropane (cas# 695-70-5) is a compound useful in organic synthesis.

Technology Process of 1,1-Diacetylcyclopropane

There total 10 articles about 1,1-Diacetylcyclopropane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

S-ethenyl-S-(4-methylphenyl)-N-tosylsulfilimine (64648-13-1,81115-85-7,81115-90-4) + acetylacetone (123-54-6,81235-32-7) → 1,1-diacetylcyclopropane (695-70-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 24h;

Reference yield: 79.0%

acetylacetone (123-54-6,81235-32-7) + (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate (247129-85-7) → 1,1-diacetylcyclopropane (695-70-5)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 20 ℃; for 1.5h; Solvent;

DOI:10.1248/cpb.c16-00625

Reference yield: 74.0%

ethylene dibromide (106-93-4) + acetylacetone (123-54-6,81235-32-7) → 1,1-diacetylcyclopropane (695-70-5)

Guidance literature:

With potassium carbonate; [bmim]Br; In N,N-dimethyl-formamide; at 20 ℃; for 9h;

DOI:10.1016/j.tetlet.2004.11.141

upstream raw materials:

3,3-diacetylpropyl mercury chloride

ethene

acetylacetone

1,2-dichloro-ethane

Downstream raw materials:

3,5-dimethyl-4-(2-ethoxyethyl)pyrazole

3,5-dimethyl-4-(2-methoxyethyl)pyrazole

3,5-dimethyl-4-(2-methoxyethyl)isoxazole

methyl 4,6-diethyl-5-(2-bromoethyl)-2-(phenylsulfanyl)-benzoate

Refernces

• 1、 Tan, Weiqiang,Yu, Zhengkun,Liu, Bing,Wu, Kaikai,Liu, Zishuang,Chen, Jinzhu. "Synthesis and structural characterization of (CH2)n-bridged indenyl-pyrazoles and their cyclopentadienyl nickel(II) complexes". scheme or table. p. 199 - 206. Retrieved 2009/04/13.
• 2、 Siegel, Dustin S.,Piizzi, Grazia,Piersanti, Giovanni,Movassaghi, Mohammad. "Enantioselective total synthesis of (-)-acylfulvene and (-)-irofulven". scheme or table. p. 9292 - 9304. Retrieved 2010/03/04.