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349666 Sigma-Aldrich

2-Phenylbutyryl chloride

98%

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Properties

Related Categories Acid Halides, Building Blocks, Carbonyl Compounds, Chemical Synthesis, Organic Building Blocks More...
Quality Level   100
assay   98%
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

Description

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.

Packaging

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
208.4 °F - closed cup
Flash Point(C) 
98 °C - closed cup

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Protocols & Articles
Peer-Reviewed Papers
15

References

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