3-phenylpropanoyl chloride

• ChemBase ID: 85705
• Molecular Formular: C9H9ClO
• Molecular Mass: 168.62016
• Monoisotopic Mass: 168.03419259
• SMILES: ClC(=O)CCc1ccccc1
• Canonical SMILES: ClC(=O)CCc1ccccc1
• InChI: InChI=1S/C9H9ClO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
• InChIKey: MFEILWXBDBCWKF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-phenylpropanoyl chloride
• IUPAC Traditional name: benzenepropanoyl chloride
• Synonyms: Hydrocinnamoyl chloride; 3-Phenylpropionyl chloride; Hydrocinnamoyl chloride; 1-(3-Chloro-3-oxopropyl)benzene; 3-Phenylpropionyl chloride; 3-Phenylpropanoyl chloride; 3-苯基丙酰氯; 3-苯基丙酰氯; 氢肉桂酰氯

Database IDs

• CAS Number: 645-45-4
• EC Number: 211-443-6
• MDL Number: MFCD00000748
• Beilstein Number: 742586
• PubChem SID: 24880319; 24854993; 162072821
• PubChem CID: 64801

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5888925
• LogD (pH = 7.4): 2.5888925
• Log P: 2.5888925
• Molar Refractivity: 45.8251 cm^3
• Polarizability: 17.777365 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: deep greenish-yellow
• Melting Point: -7 to -5°C; -7°C; -7--5 °C(lit.)
• Boiling Point: 107 °C/11 mmHg(lit.); 107°C/11mm; 225°C
• Flash Point: 108 °C; 108°C; 108°C(226°F); 226.4 °F
• Density: 1.135; 1.135 g/mL at 25 °C(lit.)
• Refractive Index: 1.5265; n20/D 1.5265(lit.); n20/D 1.527

Safety Information

• Storage Warning: Corrosive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• RTECS: MW5652395
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 20-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H318-H332; H314-H331
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

Product Information

• Purity: ≥98.0%; 98%
• Grade: purum
• Linear Formula: C6H5CH2CH2COCl

DETAILS

Sigma Aldrich - 249440

Packaging
5, 25 g in glass bottle

REFERENCES

• 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).