349666
2-Phenylbutyryl chloride
98%
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About This Item
Fórmula lineal:
C2H5CH(C6H5)COCl
Número de CAS:
Peso molecular:
182.65
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
form
liquid
refractive index
n20/D 1.516 (lit.)
bp
122-125 °C/20 mmHg (lit.)
density
1.093 g/mL at 25 °C (lit.)
SMILES string
CCC(C(Cl)=O)c1ccccc1
InChI
1S/C10H11ClO/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3
InChI key
QGXMHCMPIAYMGT-UHFFFAOYSA-N
General description
The kinetic resolution of racemic 2-phenylbutyryl chloride by sterically hindered chiral secondary alcohols has been evaluated. 2-Phenylbutyryl chloride reacts with 4-methoxybenzoyl chloride catalyzed by PdBr(Ph)(PPh3)2 to yield 1-(4-methoxyphenyl)-2-phenyl-2-buten-1-one.
Application
(R)-(-)-2-phenylbutyryl chloride may be employed as chiral reagent for the determination of dopamine and dopamine-derived salsolinol and norsalsolinol in human brain by GC-MS method. Chiral (S)-(+)-2-phenylbutyryl chloride may be used as derivatization reagent for the hydroxyl groups during the GC-MS assay for the enantiomers of 1,2-propanediol, 1,3-butanediol, 1,3-pentanediol and their corresponding hydroxyacids in biological fluids.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk_germany
WGK 3
flash_point_f
208.4 °F - closed cup
flash_point_c
98 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Determining the absolute configuration of hindered secondary alcohols-a modified
Barnekow DE and Cardellina II JH.
Tetrahedron Letters, 30(28), 3629-3632 (1989)
F Musshoff et al.
Forensic science international, 113(1-3), 359-366 (2000-09-09)
Using a solid-phase extraction procedure and a gas chromatographic-mass spectrometric (GC/MS) method the levels of dopamine and the levels of dopamine-derived salsolinol (SAL) and norsalsolinol (NorSAL) were determined in human brain areas involved in the etiology of alcoholism, parkinsonism and
L Powers et al.
Analytical biochemistry, 221(2), 323-328 (1994-09-01)
We developed gas chromatographic-mass spectrometric assays for the enantiomers of 1,2-propanediol, 1,3-butanediol, 1,3-pentanediol, and their corresponding hydroxyacids, lactate, beta-hydroxybutyrate, and beta-hydroxypentanoate (3-hydroxyvalerate) in biological fluids. The corresponding ketoacids, acetoacetate and beta-ketopentanoate, can be assayed simultaneously by pretreating the samples with
Novel synthesis of. alpha.,. beta.-unsaturated ketones by the palladium-catalyzed arylation of ketenes with aroyl chlorides or the decarbonylative cross-condensation of acyl halides.
Mitsudo T, et al.
The Journal of Organic Chemistry, 52(15), 3186-3192 (1987)
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