29255
2-环己烯-1-酮
purum, ≥95.0% (GC)
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关于此项目
线性分子式:
C6H8(=O)
化学文摘社编号:
分子量:
96.13
EC Number:
213-223-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1280477
MDL number:
vapor pressure
760 mmHg ( 168 °C)
grade
purum
assay
≥95.0% (GC)
refractive index
n20/D 1.488 (lit.), n20/D 1.489
bp
171-173 °C (lit.)
mp
−53 °C (lit.)
density
0.993 g/mL at 25 °C (lit.)
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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General description
Aza-Baylis-Hillman reaction of N-sulfonated imines with 2-cyclohexen-1-one in the presence of (R)-2′-dimethylphosphanyl-[1,1′]binaphthalenyl-2-ol (chiral phosphine Lewis base) has been investigated. The asymmetric conjugate addition of medium order alkyl cuprate reagents to 2-cyclohexen-1-one with the help of phosphorus ligand has been reported. Morita-Baylis-Hillman reaction of 2-cyclohexen-1-one with a wide range of aromatic aldehydes catalyzed by bis(thio)urea organocatalysts and DABCO (1,4-diazabicyclo[2.2.2]octane) has been reported.
Application
2-Cyclohexen-1-one has been employed as a catalyst in decarboxylation of α-amino acids to the corresponding amino compounds.
Disclaimer
储存中可能变成棕色
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Flam. Liq. 3
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
132.8 °F - closed cup
flash_point_c
56 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Amino Acid Decarboxylation Catalyzed by 2-Cyclohexen-1-One.
Hashimoto M, et al.
Chemistry Letters (Jpn), 893, 896-896 (1986)
Min Shi et al.
Organic letters, 10(6), 1043-1046 (2008-02-21)
Novel bis(thio)urea organocatalysts were synthesized from axially chiral (R)-(-)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diamine (H8-BINAM), and their catalytic abilities have been examined in the Morita-Baylis-Hillman reaction of 2-cyclohexen-1-one or 2-cyclopenten-1-one with a wide range of aromatic aldehydes in combination with DABCO. The best result was
Catalytic, asymmetric aza-Baylis-Hillman reaction of< i> N</i>-sulfonated imines with 2-cyclohexen-1-one and 2-cyclopenten-1-one in the presence of a chiral phosphine Lewis base.
Shi M and Chao-QunL.
Tetrahedron Asymmetry, 16(7), 1385-1391 (2005)
Chiral phosphorus ligands for the asymmetric conjugate addition of organocopper reagents.
Alexakis A, et al.
Tetrahedron Asymmetry, 4(12), 2427-2430 (1993)
Olivia Dean et al.
Pharmacology, biochemistry, and behavior, 97(2), 293-300 (2010-09-08)
Oxidative stress has been implicated in several psychiatric illnesses, including schizophrenia. Glutathione is the brain's primary antioxidant and decreased levels of brain glutathione are reported in schizophrenia. Prepulse inhibition (PPI) is a measure of sensory gating, and PPI is reduced
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