Basic information Safety Supplier Related

ACETYLSALICYLIC ANHYDRIDE

Basic information Safety Supplier Related

ACETYLSALICYLIC ANHYDRIDE Basic information

Product Name:
ACETYLSALICYLIC ANHYDRIDE
Synonyms:
  • O-ACETYLSALICYLIC ANHYDRIDE
  • 2-(acetyloxy)-benzoicacianhydride
  • 2-(acetyloxy)benzoicacidanhydride
  • acetylsalicylicacidanhydride
  • aspirinanhydride
  • contraflu
  • pircan
  • salicylicacid,acetate,anhydride
CAS:
1466-82-6
MF:
C18H14O7
MW:
342.3
EINECS:
215-987-5
Product Categories:
  • Impurities
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
1466-82-6.mol
More
Less

ACETYLSALICYLIC ANHYDRIDE Chemical Properties

Melting point:
80-83 °C
Boiling point:
511.2±35.0 °C(Predicted)
Density 
1.306±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
color 
White to Off-White
BRN 
2015320
InChI
InChI=1S/C18H14O7/c1-11(19)23-15-9-5-3-7-13(15)17(21)25-18(22)14-8-4-6-10-16(14)24-12(2)20/h3-10H,1-2H3
InChIKey
OAWXYINGQXLWOE-UHFFFAOYSA-N
SMILES
C(=O)(OC(=O)C1C=CC=CC=1OC(C)=O)C1C=CC=CC=1OC(C)=O
More
Less

Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
RIDADR 
UN 1648 3 / PGII
WGK Germany 
3
RTECS 
VO0710000
F 
10-21

MSDS

More
Less

ACETYLSALICYLIC ANHYDRIDE Usage And Synthesis

Chemical Properties

White Solid

Uses

Acetylsalicylic Acid Impurity D

Uses

Acetylsalicylic Acid (A187780) Impurity D.

Synthesis

50-78-2

1466-82-6

General procedure for the synthesis of 2-(acetyloxy)benzoic anhydride from acetylsalicylic acid: 1. prepare a suspension of 2-acetoxybenzoic acid (5.0 g, 28 mmol) in 30 mL of dichloromethane. 2. a solution of N,N'-dicyclohexylcarbodiimide (DCC, 2.9 g, 13.9 mmol) in 10 mL of dichloromethane was added to the above suspension. 3. The reaction mixture was stirred at room temperature overnight. 4. After completion of the reaction, the by-product dicyclohexylurea (DCU) was filtered through a glass filter and washed with a small amount of dichloromethane. 5. The solvent was evaporated and the resulting residue was dissolved in ethyl acetate. 6. The resulting suspension was filtered through a glass filter to remove residual DCU. 7. The filtrate was evaporated to give 2-(acetyloxy)benzoic anhydride as a clear thick oil, which solidified after storage at -20 °C. Yield: 4.6 g (quantitative). 1H NMR (CDCl3, 400 MHz): δ 8.08 (d, 2H, J = 7.9 Hz), 7.70 (t, 2H, J = 7.8 Hz), 7.40 (t, 2H, J = 7.7 Hz), 7.19 (d, 2H, J = 8.1 Hz), 2.31 (s, 6H). 13C NMR (CDCl3, 100 MHz): δ 169.42, 159.29, 151.83, 135.54, 132.24, 126.29, 124.42, 121.69, 20.89. IR (KBr) νmax (cm-1): 3570 (w), 3491 (w), 3445 (w), 3332 (br), 3205 (w), 3100 (s, CH), 2932 (s, CH), 2855 (w), 2409 (w), 2032 (w), 1789 (br, C=O), 1728 (br, C=O) , 1603 (s, C=C), 1581 (s), 1484 (s), 1451 (s), 1369 (s), 916 (s), 506 (s). HRMS m/z Calcd. for C18H14Na7O6: (M + Na)+ 365.0637. Found: 365.0638. Melting point: 80-85°C.

References

[1] Patent: WO2015/89389, 2015, A1. Location in patent: Paragraph 0098
[2] Tetrahedron Letters, 2016, vol. 57, # 3, p. 325 - 328
[3] Synthetic Communications, 2001, vol. 31, # 3, p. 395 - 399
[4] Chemische Berichte, 1910, vol. 43, p. 2990
[5] Chem. Zentralbl., 1911, vol. 82, # I, p. 1568

ACETYLSALICYLIC ANHYDRIDESupplier

Shanghai Sainty Biotechnology Co., Ltd. Gold
Tel
021-58957915 17721108391
Email
907522080@qq.com
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Email
jkinfo@jkchemical.com
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Email
info@chemlin.com.cn
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
More
Less

ACETYLSALICYLIC ANHYDRIDE(1466-82-6)Related Product Information