2-(4-chlorophenoxy)acetyl chloride

• ChemBase ID: 149750
• Molecular Formular: C8H6Cl2O2
• Molecular Mass: 205.03804
• Monoisotopic Mass: 203.97448479
• SMILES: c1cc(ccc1OCC(=O)Cl)Cl
• Canonical SMILES: ClC(=O)COc1ccc(cc1)Cl
• InChI: InChI=1S/C8H6Cl2O2/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4H,5H2
• InChIKey: VRBVHQUSAOKVDH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-chlorophenoxy)acetyl chloride
• IUPAC Traditional name: 2-(4-chlorophenoxy)acetyl chloride
• Synonyms: 4-Chlorophenoxyacetyl chloride; (4-Chlorophenoxy)acetyl chloride; 4-氯苯氧基乙酰氯; (4-氯苯氧基)乙酰氯. 85%

Database IDs

• CAS Number: 4122-68-3
• EC Number: 223-923-2
• MDL Number: MFCD00000727
• Beilstein Number: 609718
• PubChem SID: 24851623; 162243912
• PubChem CID: 77771

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4309323
• LogD (pH = 7.4): 2.4309323
• Log P: 2.4309323
• Molar Refractivity: 47.2691 cm^3
• Polarizability: 18.57563 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 18.8 °C(lit.); 18-20°C
• Boiling Point: 141-142°C/17mm; 142 °C/17 mmHg(lit.)
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.314; 1.314 g/mL at 25 °C(lit.)
• Refractive Index: 1.5486; n20/D 1.5486(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 23-26-36/37/39-45
• TSCA Listed: 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

Product Information

• Purity: 98%; tech. 85%
• Linear Formula: ClC6H4OCH2COCl

DETAILS

Sigma Aldrich - 193941

Packaging
25 g in glass bottle

REFERENCES

• Can be used to protect OH groups in nucleoside synthesis. The 4-chlorophenoxyacetate is rapidly cleaved by 0.2M NaOH at 0^o: J. Am. Chem. Soc., 101, 7399 (1979).