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cyclobutanone

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cyclobutanone

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Cyclobutanone is an organic compound with molecular formula (CH2)3CO. It is a four-membered cyclic ketone (cycloalkanone). It is a colorless volatile liquid at room temperature. Since cyclopropanone is highly sensitive, cyclobutanone is the smallest easily handled cyclic ketone.

Chemical data

Formula
C4H6O
Molecular weight
70.09 g/mol
IUPAC name
cyclobutanone
SMILES
C1CC(=O)C1
InChIKey
SHQSVMDWKBRBGB-UHFFFAOYSA-N
XLogP
0
Polar surface area
17.1 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Subclass of
ketone
Has part
hydrogen
Mass
70.042
Show 4 more facts
chemical formula
C₄H₆O
canonical SMILES
C1CC(=O)C1
melting point
-51.0
Commons category
Cyclobutanone
Sources (3)

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Encyclopedic overview

4 sections
Contents
  • Preparation
  • Reactions
  • See also
  • References

Cyclobutanone is an organic compound with molecular formula (CH2)3CO. It is a four-membered cyclic ketone (cycloalkanone). It is a colorless volatile liquid at room temperature. Since cyclopropanone is highly sensitive, cyclobutanone is the smallest easily handled cyclic ketone.

==Preparation== thumb|left|upright=1.0|Kischner synthesized cyclobutanone from cyclobutanecarboxylic acid The Russian chemist Nikolai Kischner first prepared cyclobutanone in a low yield from cyclobutanecarboxylic acid. Kischner's process, involving several steps, is cumbersome and inefficient; more efficient, high-yielding syntheses have since been developed.

Excerpted from Wikipedia’s “cyclobutanone” article, available under the CC BY-SA 4.0 licence.

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