ChemicalBook >> CAS DataBase List >>Cyclobutanone

Cyclobutanone

CAS No.
1191-95-3
Chemical Name:
Cyclobutanone
Synonyms
CBON;obutanone;CYCLOBUTANONE;Oxocyclobutane;1-Oxocyclobutane;Cyclobutanone 98%;Cyclobutanone, 98+%;OS-7558Cyclobutanone;cyclobutanone(SALTDATA: FREE);Cyclobutanone, 98%, stabilized
CBNumber:
CB7231982
Molecular Formula:
C4H6O
Lewis structure
c4h6o_2.0 lewis structure
Molecular Weight:
70.09
MDL Number:
MFCD00001332
MOL File:
1191-95-3.mol
MSDS File:
SDS
Last updated:2023-07-03 17:51:04

Cyclobutanone Properties

Melting point -50.9 °C
Boiling point 99 °C (lit.)
Density 0.938 g/mL at 25 °C (lit.)
refractive index n20/D 1.421(lit.)
Flash point 50 °F
storage temp. 2-8°C
solubility soluble in Dichloromethane
form Liquid
Specific Gravity 0.938
color Clear colorless to slightly yellow
Water Solubility INSOLUBLE
BRN 1560289
Stability Volatile
InChIKey SHQSVMDWKBRBGB-UHFFFAOYSA-N
CAS DataBase Reference 1191-95-3(CAS DataBase Reference)
FDA UNII 6PF2SH405U
EPA Substance Registry System Cyclobutanone (1191-95-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  F,F+
Risk Statements  10-11
Safety Statements  23-24/25-9-33-29-16-7/9
RIDADR  UN 1224 3/PG 3
WGK Germany  3
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29142900
NFPA 704
3
0 0

Cyclobutanone price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C96001 Cyclobutanone 99% 1191-95-3 1g $33.4 2024-03-01 Buy
Sigma-Aldrich C96001 Cyclobutanone 99% 1191-95-3 5g $159 2024-03-01 Buy
TCI Chemical C1913 Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) 1191-95-3 1g $55 2024-03-01 Buy
TCI Chemical C1913 Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) 1191-95-3 5g $180 2024-03-01 Buy
Alfa Aesar A13068 Cyclobutanone, 98%, stab. with ca 0.01% BHT 1191-95-3 1g $74.65 2024-03-01 Buy
Product number Packaging Price Buy
C96001 1g $33.4 Buy
C96001 5g $159 Buy
C1913 1g $55 Buy
C1913 5g $180 Buy
A13068 1g $74.65 Buy

Cyclobutanone Chemical Properties,Uses,Production

Description

Cyclobutanone is an organic compound with a four-membered cyclic ketone. It is used in preparation of cyclobutane derivatives, as a starting material for aminocyclobutanecarboxylic acid through sulfonyloxiranes, to prepare dihydro-furan-2-one in presence of polystyrene-bound phenylselenic acid as catalyst. It is also involved in the photochemical synthesis of nucleoside analogues such as bicyclic nucleosides and isonucleosides. Furthermore, it is used to synthesis fatty acid, 2-oxo-cyclobutane undecanoic acid, which is used in the development of an enzyme-linked immunosorbent assy for the detection of irradiated foods.

References

[1] https://en.wikipedia.org/wiki/Cyclobutanone
[2] https://www.alfa.com/de/catalog/A13068/
[3] https://www.scbt.com/scbt/de/product/2-oxo-cyclobutane-undecanoic-acid-169263-77-8/;jsessionid=Ay2KMCxORq9y-EC6YoYnGGtCnymUGxQi5Lpd-YuCZoW22Re8Xf4w!-2072765631

Chemical Properties

Clear colourless to slightly yellow liquid

Uses

Cyclobutanone is used in preparation of cyclobutane derivatives. It is used as a starting material for aminocyclobutanecarboxylic acid through sulfonyloxiranes. It is also used to prepare dihydro-furan-2-one in presence of polystyrene-bound phenylselenic acid as catalyst. Further, it is involved in the photochemical synthesis of nucleoside analogues such as bicyclic nucleosides and isonucleosides.

Preparation

The Russian chemist Nikolai Kischner first prepared cyclobutanone in 1905. He synthesized cyclobutanone in a low yield from cyclobutanecarboxylic acid in several reaction steps.
Another synthesis of cyclobutanone involves lithium-catalyzed rearrangement of oxaspiropentane, which is formed by epoxidation of the easily accessible methylenecyclopropane.

Purification Methods

Treat cyclobutanone with dilute aqueous KMnO4, dry it with molecular sieves and fractionally distil it. Purify it via the semicarbazone, then regenerate the ketone, dry it (CaSO4), and distil it in a stainless steel spinning-band (or Vigreux, p 11) column. Alternatively, purify it by preparative gas chromatography using a Carbowax 20-M column at 80o. (This treatment also removes acetone). The oxime has m 84-85o (from pet ether) and the semicarbazone has m 212-212-5o (220-221o from MeOH or H2O, Buchanan et al. J Am Chem Soc 64 2701 1942). [Salaun Org Synth 57 36 1977, Fitzer & Quabeck Synthesis 299 1987, Beilstein 7 IV 3.]

2919-23-5
1191-95-3
Synthesis of Cyclobutanone from Cyclobutanol
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View Lastest Price from Cyclobutanone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclobutanone pictures 2024-02-26 Cyclobutanone
1191-95-3
US $0.00-0.00 / kg 1kg 98% Kgs BTC Nantong Pharmaceuticals Technology Co.,Ltd
Cyclobutanone pictures 2023-11-01 Cyclobutanone
1191-95-3
US $0.00-0.00 / kg 0.10000000149011612kg 99.0%min 200kg Hangzhou ICH Biofarm Co., Ltd
Cyclobutanone pictures 2023-05-12 Cyclobutanone
1191-95-3
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
  • Cyclobutanone pictures
  • Cyclobutanone
    1191-95-3
  • US $0.00-0.00 / kg
  • 98%
  • BTC Nantong Pharmaceuticals Technology Co.,Ltd
  • Cyclobutanone pictures
  • Cyclobutanone
    1191-95-3
  • US $0.00-0.00 / kg
  • 99.0%min
  • Hangzhou ICH Biofarm Co., Ltd
  • Cyclobutanone pictures
  • Cyclobutanone
    1191-95-3
  • US $5.00-2.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co,.LTD
CBON CYCLOBUTANONE Cyclobutanone, 98+% Cyclobutanone 98% Cyclobutanone, 98%, stab. with ca 0.01% BHT Oxocyclobutane Cyclobutanone (stabilized with Na2CO3) Cyclobutanone, 98%, stabilized OS-7558Cyclobutanone Cyclobutanone, Stab. With ca 0.01% Bht cyclobutanone(SALTDATA: FREE) 1-Oxocyclobutane CYCLOBUTANONE FOR SYNTHESIS 1 ML CYCLOBUTANONE FOR SYNTHESIS 5 ML Cyclobutanone, stabilized with &ap:0.01% BHT obutanone Cyclobutanone - stabilise 0.01 % BHT Cyclobutanone (stabilized with Na2CO3)> Cyclobutanone(For export only) Cyclobutanone, stab. with 0.1% BHT Cyclobutanone (6CI, 8CI, 9CI, ACI) 1191-95-3 C4H60 Ketones Organic Building Blocks C3 to C6 Carbonyl Compounds Building Blocks Cyclobutanes & Cyclobutenes Simple 4-Membered Ring Compounds C3 to C6 Carbonyl Compounds Ketones ketone Carbonyl Compounds Pharmaceutical Intermediates cyclic compounds bc0001 1191-95-3