3-Phenylpropionyl chloride, 98%, Thermo Scientific Chemicals

Description

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Specifications

Chemical Identifiers

• CAS: 645-45-4
• Molecular Formula: C9H9ClO
• Molecular Weight (g/mol): 168.62
• MDL Number: MFCD00000748
• InChI Key: MFEILWXBDBCWKF-UHFFFAOYSA-N
• Synonym: 3-phenylpropionyl chloride, hydrocinnamoyl chloride, benzenepropanoyl chloride, dihydrocinnamoyl chloride, hydrocinnamyl chloride, propionyl chloride, 3-phenyl, hydrocinnamoylchloride, beta-phenylpropionyl chloride, 3-phenylpropionic acid chloride, beta-phenylpropanoyl chloride
• PubChem CID: 64801
• IUPAC Name: 3-phenylpropanoyl chloride
• SMILES: C1=CC=C(C=C1)CCC(=O)Cl

• Melting Point: -7°C
• Density: 1.135
• Boiling Point: 225°C
• Flash Point: 108°C (226°F)
• Odor: Acrid
• Refractive Index: 1.5265
• Quantity: 250 g
• UN Number: UN3265
• Beilstein: 742586
• Sensitivity: Moisture sensitive
• Solubility Information: Soluble in water (reacts),and ether.
• Formula Weight: 168.62
• Percent Purity: 98%
• Chemical Name or Material: 3-Phenylpropionyl chloride

Safety and Handling

Signal Word

• Danger

Hazard Category

• Acute toxicity Category 3
• LONG-TERM AQUATIC HAZARD Chronic 3
• Skin corrosion/irritation Category 2

Hazard Statement

• H315-Causes skin irritation.
• H331-Toxic if inhaled.
• H412-Harmful to aquatic life with long lasting effects.

Precautionary Statement

• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P302+P352-IF ON SKIN: Wash with plenty of water/.
• P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
• P311-Call a POISON CENTER/doctor/ .

RUO – Research Use Only