1-Cyclopropyl-1,3-butanedione

Base Information

• Chemical Name: 1-Cyclopropyl-1,3-butanedione
• CAS No.: 21573-10-4
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2914299000
• European Community (EC) Number: 696-044-9
• DSSTox Substance ID: DTXSID40452004
• Nikkaji Number: J2.429.021B
• Wikidata: Q72460757
• Mol file: 21573-10-4.mol

Synonyms:1-Cyclopropyl-1,3-butanedione;1-cyclopropylbutane-1,3-dione;21573-10-4;1,3-Butanedione, 1-cyclopropyl-;1-cyclopropyl-butane-1,3-dione;1-Cyclopropyl-1,3-Butandione;SCHEMBL221424;1-cyclopropylbutan-1,3-dione;4-cyclopropylbutan-2,4-dione;4-cyclopropyl-2,4-butanedione;DTXSID40452004;KLCGMDWRXACELA-UHFFFAOYSA-N;BCP23092;MFCD00511094;AKOS009265119;CS-W006361;AS-11349;1-Cyclopropyl-1,3-butanedione, AldrichCPR;AM20090193;BB 0262839;FT-0659532;EN300-70179;O10401;A815490;Q-103240

Chemical Property of 1-Cyclopropyl-1,3-butanedione

Chemical Property:

• Vapor Pressure: 0.359mmHg at 25°C
• Refractive Index: 1.476
• Boiling Point: 198.5 °C at 760 mmHg
• PKA: 9.63±0.20(Predicted)
• Flash Point: 70.1 °C
• PSA: 34.14000
• Density: 1.1 g/cm³
• LogP: 0.94460
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

1-Cyclopropyl-1,3-butanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)C1CC1
• Uses: 1-Cyclopropyl-1,3-butanedione is a reagent in regioselective synthesis of pyrazolylpyrazolopyrimidine derivatives in aqueous medium for antimicrobial agents.

Technology Process of 1-Cyclopropyl-1,3-butanedione

There total 8 articles about 1-Cyclopropyl-1,3-butanedione 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: 90.4%

Cyclopropyl methyl ketone (765-43-5) + ethyl acetate (141-78-6) → 1-cyclopropyl-butane-1,3-dione (21573-10-4)

Guidance literature:

With sodium methylate; In tert-butyl methyl ether; Inert atmosphere;

DOI:10.1002/jlcr.1657

Reference yield:

magnesium acetoacetate + cyclopropanecarboxylic acid (1759-53-1) → 1-cyclopropyl-butane-1,3-dione (21573-10-4)

Guidance literature:

cyclopropanecarboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

magnesium acetoacetate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 92h;

With hydrogenchloride; water; In N,N-dimethyl-formamide;

Reference yield:

magnesium acetoacetate → 1-cyclopropyl-butane-1,3-dione (21573-10-4)

Guidance literature:

cyclopropanecarboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;

magnesium acetoacetate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 92h;

With hydrogenchloride; water; In N,N-dimethyl-formamide;

upstream raw materials:

Cyclopropyl methyl ketone

acetic anhydride

ethyl acetate

cyclopropanecarboxylic acid

Downstream raw materials:

3-(acetylpropylcarbonylmethyl)-1,2,3-triphenylcyclopropene

4-[2-bromo-5-(trifluoromethyl)benzyl]-3-cyclopropyl-5-methylisoxazole

4-[2-bromo-5-(trifluoromethyl)benzyl]-5-cyclopropyl-3-methylisoxazole

2-[2-bromo-5-(trifluoromethyl)benzyl]-1-cyclopropylbutane-1,3-dione

Refernces

• 1、 Wang, Ning-Yu,Zuo, Wei-Qiong,Xu, Ying,Gao, Chao,Zeng, Xiu-Xiu,Zhang, Li-Dan,You, Xin-Yu,Peng, Cui-Ting,Shen, Yang,Yang, Sheng-Yong,Wei, Yu-Quan,Yu, Luo-Ting. "Discovery and structure-activity relationships study of novel thieno[2,3-b]pyridine analogues as hepatitis C virus inhibitors". supporting information. p. 1581 - 1588. Retrieved 2014/03/21.
• 2、 -. "NEW CRTH2 ANTAGONISTS". Page/Page column 166-167. . Retrieved 2013/03/26.