Acetylsalicyloyl chloride
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Acetylsalicyloyl chloride
structure -
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CAS No:
5538-51-2
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Formula:
C9H7ClO3
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Chemical Name:
Acetylsalicyloyl chloride
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Synonyms:
Benzoyl chloride,2-(acetyloxy)-;Salicyloyl chloride,acetate;2-(Acetyloxy)benzoyl chloride;Acetylsalicyloyl chloride;Aspiryl chloride;Acetylsalicylic acid chloride;o-Acetoxybenzoyl chloride;2-Acetoxybenzoyl chloride;O-Acetylsalicyloyl chloride;Acetylsalicyl chloride;O-Acetylsalicylic acid chloride;2-Acetylsalicyloyl chloride;o-(Acetyloxy)benzoyl chloride;NSC 97216;2-(Chlorocarbonyl)phenyl acetate;Acetic acid 2-chlorocarbonylphenyl ester;Acetoxybenzoic acid chloride;Aspirin acyl chloride;Aspirinyl chloride;2-(Carbonochloridoyl)phenyl acetate
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CAS No:
Acetylsalicyloyl chloride Basic Attributes
198.6
198.60
880372
226-899-1
97216
DTXSID10203924
2916399090
Characteristics
43.4
1.36
white crystal
1.3±0.1 g/cm3
43 °C
135 °C @ Press: 12 Torr
>230 °F
1.536
soluble in toluene. Reacts with water.
Refrigerator
Safety Information
II
8
UN 3261 8/PG 2
3
22-34-37-29
26-36/37/39-45
C,Xi
Irritant/Corrosive/Moisture Sensitive
P280-P305 + P351 + P338-P310
H302-H314
|Danger|H302 (97.83%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, and P501|Aggregated GHS information provided by 46 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Acetylsalicyloyl chloride Use and Manufacturing
t is obtained by chlorination using acetylsalicylic acid as raw material. Add 1 part of acetylsalicylic acid and 0.0055 part of pyridine into the dry reaction tank, and add 0.91 part of thionyl chloride dropwise to the temperature below 50°C. When the temperature was raised to 90°C and the reactant dissolved into yellow, the reaction was continued for 2.5 hours. The excess thionyl chloride and pyridine are evaporated under reduced pressure at 90-100°C to obtain o-acetoxybenzoyl chloride. The yield is 95%. Another method also uses acetylsalicylic acid and thionyl chloride as raw materials, but uses anhydrous aluminum trichloride, reacts in anhydrous benzene for 3 hours, the first hour is 50-55°C, the second hour is 60-65°C , 73-79°C for the third hour. The ingredients (weight) ratio is: acetylsalicylic acid: thionyl chloride: aluminum trichloride: benzene=1:0.56:0.02:3. The yield is over 91%.
Used as pharmaceutical intermediate
Computed Properties
Molecular Weight:198.60
XLogP3:2.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:198.0083718
Monoisotopic Mass:198.0083718
Topological Polar Surface Area:43.4
Heavy Atom Count:13
Complexity:215
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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