pent-4-enoyl chloride

• ChemBase ID: 151153
• Molecular Formular: C5H7ClO
• Molecular Mass: 118.56148
• Monoisotopic Mass: 118.01854252
• SMILES: C=CCCC(=O)Cl
• Canonical SMILES: C=CCCC(=O)Cl
• InChI: InChI=1S/C5H7ClO/c1-2-3-4-5(6)7/h2H,1,3-4H2
• InChIKey: JDKQTIKEGOOXTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pent-4-enoyl chloride
• IUPAC Traditional name: pent-4-enoyl chloride
• Synonyms: 4-Pentenoyl chloride; 4-戊烯酰氯

Database IDs

• CAS Number: 39716-58-0
• MDL Number: MFCD00799572
• PubChem SID: 162245311; 24870517
• PubChem CID: 4228493

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.5956692
• LogD (pH = 7.4): 1.5956692
• Log P: 1.5956692
• Molar Refractivity: 30.3752 cm^3
• Polarizability: 11.650048 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 125 °C(lit.)
• Flash Point: 27 °C; 80.6 °F
• Density: 1.074 g/mL at 25 °C(lit.)

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2920
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 10-34
• Safety Statements: 16-26-27-36/37/39-45
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H314
• GHS Precautionary statements: 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 2920 8/PG 2

Product Information

• Purity: 98%
• Linear Formula: H2C=CHCH2CH2COCl

DETAILS

Sigma Aldrich - 468479

Application
Used in the preparation of an acyclic tripeptide containing a heterochiral D-pro-L-pro template with a propensity to exist as a 310 helical conformation. Cyclization via olefin metathesis (Grubbs Catalyst) provides the coresponding tetrapeptide without disruption of the helical conformation.1
Packaging
5, 25 mL in glass bottle