92509
2-Cyclohexen-1-one
produced by BASF, ≥98.0% (GC)
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About This Item
Linear Formula:
C6H8(=O)
CAS Number:
Molecular Weight:
96.13
Beilstein:
1280477
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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grade
produced by BASF
vapor pressure
760 mmHg ( 168 °C)
Assay
≥98.0% (GC)
form
liquid
impurities
≤0.5% water
refractive index
n20/D 1.488 (lit.)
bp
171-173 °C (lit.)
mp
−53 °C (lit.)
density
0.993 g/mL at 25 °C (lit.)
functional group
ketone
SMILES string
O=C1CCCC=C1
InChI
1S/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2
InChI key
FWFSEYBSWVRWGL-UHFFFAOYSA-N
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
132.8 °F - closed cup
Flash Point(C)
56 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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M Teresa Barros et al.
Chemical communications (Cambridge, England), 48(88), 10901-10903 (2012-10-02)
An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving
Albert Poater et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(48), 14348-14353 (2010-11-18)
The current approach to improve and tune the enantioselective performances of transition-metal catalysts for asymmetric synthesis is mostly focused to modifications of the steric properties of the ancillary ligands of the active metal. Nevertheless, it is also known that electrostatic
Masaki Okamoto et al.
Chemical communications (Cambridge, England), (47)(47), 7363-7365 (2009-12-22)
Conjugate addition of Et(2)Zn to 2-cyclohexen-1-one catalyzed by Cu(OTf)(2) combined with an azolium salt derived from (S)-leucinol produced the corresponding (S)-adduct, while the use of Cu(acac)(2) in combination with the same ligand afforded the (R)-adduct as a major product.
Tatsushi Imahori et al.
Organic letters, 14(4), 1172-1175 (2012-02-03)
An efficient approach to prepare para-aryl phenols has been developed by using a Pd-catalyzed tandem γ-arylation/aromatization of 2-cyclohexen-1-one derivatives with aryl bromides. This approach provides various p-aryl phenols from the phenol surrogates, 2-cyclohexen-1-one derivatives, in a single reaction step on
Tania I Houjeiry et al.
Organic letters, 14(17), 4394-4397 (2012-08-21)
Recently, Nicolaou and Baran independently synthesized optically active 4-substituted 2-cyclohexenones via an efficient LiOH-mediated intramolecular aldol condensation. Thus far, application of their cyclization approach has been limited to ketoaldehydes where the R-group is branched. It is demonstrated that the LiOH-mediated
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