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Cyclobutanone

CAS No.
1191-95-3
Chemical Name:
Cyclobutanone
Synonyms
CBON;obutanone;CYCLOBUTANONE;Oxocyclobutane;1-Oxocyclobutane;Cyclobutanone 98%;Cyclobutanone, 97%;Cyclobutanone, 98+%;OS-7558Cyclobutanone;cyclobutanone(SALTDATA: FREE)
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:2026-05-28 03:04:26
Product description Number Pack Size Price
Cyclobutanone 99% C96001 1g $36.6
Cyclobutanone 99% C96001 5g $174
Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) C1913 1g $55
Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) C1913 5g $180
Cyclobutanone TRC-C982230-25G 25g $567
More product size

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
InChI 1S/C4H6O/c5-4-2-1-3-4/h1-3H2
InChIKey SHQSVMDWKBRBGB-UHFFFAOYSA-N
SMILES O=C1CCC1
CAS DataBase Reference 1191-95-3(CAS DataBase Reference)
FDA UNII 6PF2SH405U
EPA Substance Registry System Cyclobutanone (1191-95-3)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P233-P240-P241-P242-P243
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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  TSCA listed
HazardClass  3
PackingGroup  II
HS Code  29142900
Storage Class 3 - Flammable liquids
Hazard Classifications Flam. Liq. 2
REACH Registrations Active
Limited Quantities 5.0 L (1.3 gallons) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
3
0 0

Cyclobutanone price More Price(84)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C96001 Cyclobutanone 99% 1191-95-3 1g $36.6 2026-04-30 Buy
Sigma-Aldrich C96001 Cyclobutanone 99% 1191-95-3 5g $174 2026-04-30 Buy
TCI Chemical C1913 Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) 1191-95-3 1g $55 2026-04-30 Buy
TCI Chemical C1913 Cyclobutanone (stabilized with Na2CO3) >97.0%(GC) 1191-95-3 5g $180 2026-04-30 Buy
TRC TRC-C982230-25G Cyclobutanone 1191-95-3 25g $567 2026-06-03 Buy
Product number Packaging Price Buy
C96001 1g $36.6 Buy
C96001 5g $174 Buy
C1913 1g $55 Buy
C1913 5g $180 Buy
TRC-C982230-25G 25g $567 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.

Synthesis

In a 2-L, three-necked, round-bottomed flask equipped with a reflux condenser are placed 250 mL of water, 48 mL (ca. 0.55 mol) of concentrated hydrochloric acid, and 49.5 g (0.65 mol) of cyclopropylcarbinol; the reaction mixture is refluxed for ca. 100 min. The flask is then immersed in an ice bath equipped with a mechanical stirrer, a thermometer, and a dropping funnel (using a three-way adapter, parallel sidearm), and the reflux condenser is replaced by an ethanol–dry ice trap connected to a U-tube immersed in an ethanol–dry ice bath to ensure condensation of the very volatile cyclobutanone. The flask is charged with an additional 48 mL (ca. 0.55 mol) of concentrated hydrochloric acid in 200 mL of water and 440 g (3.5 mol) of oxalic acid dihydrate. The heterogeneous mixture is stirred for ca. 15 min to saturate the solution with oxalic acid. A solution of 162 g (1.62 mol) of chromium trioxide in 250 mL of water is added dropwise with stirring at such a rate that the temperature of the reaction mixture is kept between 10°C and 15°C (NaCl–ice bath, −5°C to −10°C) and the generation of carbon dioxide remains gentle. After the oxidation is completed, the ice bath is removed and stirring is continued for ca. 1 hr to bring the reaction mixture to room temperature.
The reaction mixture is poured into a 2-L separatory funnel and extracted with four 200-mL portions of methylene chloride. The extracts (the lower phase) are combined, dried over anhydrous magnesium sulfate containing a small amount of anhydrous potassium carbonate (to remove traces of hydrochloric acid), and filtered, and the filtrate is concentrated by distillation through a vacuum-insulated silvered column packed with glass helices and equipped with an adjustable stillhead, until the pot temperature rises to 80°C. The crude product is then transferred to a 100-mL flask and distilled through the same column (reflux ratio 10:1) to give 14–16 g (0.20–0.23 mol), 31–35% overall yield (based on pure cyclopropyl carbinol) of cyclobutanone.
epibromohydrin cyclobutanone synthesis

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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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyclobutanone pictures 2026-05-28 Cyclobutanone
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$2.00-5.00 1KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
Cyclobutanone pictures 2026-01-04 Cyclobutanone
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99.0%min 200kg Hangzhou ICH Biofarm Co., Ltd
Cyclobutanone pictures 2024-02-26 Cyclobutanone
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1kg 98% BTC Nantong Pharmaceuticals Technology Co.,Ltd
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  • Cyclobutanone
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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) Cyclobutanone, 97% 1191-95-3 74853-03-0 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