2-(benzyloxy)acetyl chloride

• ChemBase ID: 52894
• Molecular Formular: C9H9ClO2
• Molecular Mass: 184.61956
• Monoisotopic Mass: 184.02910721
• SMILES: c1cccc(c1)COCC(=O)Cl
• Canonical SMILES: ClC(=O)COCc1ccccc1
• InChI: InChI=1S/C9H9ClO2/c10-9(11)7-12-6-8-4-2-1-3-5-8/h1-5H,6-7H2
• InChIKey: QISAUDWTBBNJIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzyloxy)acetyl chloride
• IUPAC Traditional name: 2-(benzyloxy)acetyl chloride
• Synonyms: 2-(Benzyloxy)acetyl chloride; Benzyloxyacetyl chloride; 苄氧基乙酰氯

Database IDs

• CAS Number: 19810-31-2
• MDL Number: MFCD00010768
• Beilstein Number: 1947363
• PubChem SID: 162057657; 24858157
• PubChem CID: 177085

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.8603355
• LogD (pH = 7.4): 1.8603355
• Log P: 1.8603355
• Molar Refractivity: 47.5682 cm^3
• Polarizability: 18.490005 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 84-87 °C/0.4 mmHg(lit.); 84-87°C/0.4mm; 84-87°C/0.4mm
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.17 g/mL at 25 °C(lit.); 1.189
• Refractive Index: 1.5230; n20/D 1.523(lit.)

Safety Information

• Storage Warning: Moisture Sensitive; MOISTURE SENSITIVE, CORROSIVE
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 14-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; 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
• Supplemental Hazard Statements: Reacts violently with water.
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 98%
• Linear Formula: C6H5CH2OCH2COCl

DETAILS

Sigma Aldrich - 301019

Application
Commonly employed reagent for asymmetric synthesis of β-lactams.1,2
Reagent used to construct substituted 2-azetidinones for further elaboration into annulated β-lactams.
Packaging
5, 25 g in glass bottle