2-(carbonochloridoyl)phenyl acetate

• ChemBase ID: 89737
• Molecular Formular: C9H7ClO3
• Molecular Mass: 198.60308
• Monoisotopic Mass: 198.00837176
• SMILES: O=C(c1c(cccc1)OC(=O)C)Cl
• Canonical SMILES: CC(=O)Oc1ccccc1C(=O)Cl
• InChI: InChI=1S/C9H7ClO3/c1-6(11)13-8-5-3-2-4-7(8)9(10)12/h2-5H,1H3
• InChIKey: DSGKWFGEUBCEIE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(carbonochloridoyl)phenyl acetate
• IUPAC Traditional name: 2-(carbonochloridoyl)phenyl acetate
• Synonyms: O-Acetylsalicyloyl chloride; 2-Acetoxybenzoyl chloride; Aspirin chloride; O-Acetylsalicyloyl chloride 97%; 邻乙酰水杨酰氯; O-乙酰基水杨酰氯

Database IDs

• CAS Number: 5538-51-2
• EC Number: 226-899-1
• MDL Number: MFCD00000663
• Beilstein Number: 880372
• PubChem SID: 24845174; 162076593; 24850129; 24845173
• PubChem CID: 79668

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7714193
• LogD (pH = 7.4): 1.7714193
• Log P: 1.7714193
• Molar Refractivity: 48.3051 cm^3
• Polarizability: 18.57474 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-49 °C; 45-49 °C(lit.); 46-49 °C; 47-50°C; 50-51°C
• Boiling Point: 107-110 °C/0.1 mmHg(lit.); 134-136°C/12mm; 134-136°C/12mm
• Flash Point: >110°C; >110°C(230°F); 113 °C; 235.4 °F
• Refractive Index: 1.536; n20/D 1.536(lit.)

Safety Information

• Storage Warning: Irritant/Corrosive/Moisture Sensitive; Moisture Sensitive
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3261; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-29-34; 22-34-37
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H314-H318; H302-H314
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2

Product Information

• Purity: ≥96% (AT); ≥98.0% (AT); 95%; 97%
• Grade: purum; technical
• Impurities: ~3% O-acetyl salicylic acid
• Linear Formula: 2-(CH3CO2)C6H4COCl

DETAILS

Sigma Aldrich - 165190

Packaging
5, 25 g in glass bottle
Application
Used for acylation of cyclobutenediones.1

Sigma Aldrich - 01461

Other Notes
Reagent for the transformation of diols in chloroallyl acetates1

REFERENCES

• Reagent for the conversion of diols into chloroalkyl acetates: Tetrahedron Lett., 1475 (1973), and for the conversion of pyrimidine nucleosides to their 2,2'-anhydro derivatives: Synthesis, 533 (1976). Compare 2-Acetoxyisobutyryl chloride, L00957.