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645-45-4 - 3-Phenylpropionyl chloride, 98% - Hydrocinnamoyl chloride - A10860 - Alfa Aesar

A10860 3-Phenylpropionyl chloride, 98%

CAS Number
645-45-4
Synonyms
Hydrocinnamoyl chloride

Size Price ($) Quantity Availability
10g 33.99
50g 100.23
250g 385.60
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3-Phenylpropionyl chloride, 98%

MDL
MFCD00000748
EINECS
211-443-6

Chemical Properties

Formula
C6H5(CH2)2COCl
Formula Weight
168.62
Melting point
-7°
Boiling Point
225°
Flash Point
108°(226°F)
Density
1.135
Refractive Index
1.5265
Sensitivity
Moisture Sensitive
Solubility
Soluble in water (reacts), and ether.

Applications

The 3-phenylpropionate (dihydrocinnamoyl) ester has been used as a protecting group in nucleoside synthesis. Used in the synthesis of 1-Phenyl-3-methyl-4-acyl-5- pyrazolones. N-(3-phenyl-n-propyl)-1-phenyl-2-aminopropane were prepared by acylation of the appropriate amine with 3-phenylpropionyl chloride followed by reduction of the resulting amide with either LiA1H4. For the preparation of the phenylacetyl (PA) and 3-phenylpropionyl (PP) derivatives, the corresponding amino acids were coupled in the usual manner with phenylacetyl chloride or 3-phenylpropionyl chloride in the presence of either NaOH(PA-LD- and DL-Pgly. 3-Phenylpropionyl chloride (4) was treated with diazomethane to give diazoketone. Allyloxy resin 12 was acylated with 3-phenylpropionyl chloride and treated with 50% TFA for 1 h followed by treatment with Pd(PPh3)4/PPh3 in solution to furnish the desired hydrox- amic acid.

Notes

Moisture Sensitive. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, amines, alcohols, active metals, bases, water, moisture.

Literature References

Khehyong Ngu,; Dinesh V. Patel. A New and Efficient Solid Phase Synthesis of Hydroxamic Acids. 1997. 1991, 61 (21), 7088-7089.

Masayuki Sakakibara,; Kenji Mori & Masanao Matsui.ynthesis of l,7-Diphenyl-l,3-heptadien-5-one, Oneof the Components in the Fresh Catkin of Alnus pendula . Agricultural and Biological Chemistry. 1972, 36 (10),1825-1827 .

The 3-phenylpropionate (dihydrocinnamoyl) ester has been used as a protecting group in nucleoside synthesis: Tetrahedron Lett., 733 (1969). It can be cleaved enzymatically with ɑ-chymotrypsin at pH 7.8; acetate esters are unaffected: J. Org. Chem., 38, 977; 3575 (1973).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318-H332

Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if inhaled.

Precautionary Statements: P260-P261-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
742586
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2916.39
TSCA
Yes
RTECS
MW5652395

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