O-Acetylmandeloyl chloride
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O-Acetylmandeloyl chloride
structure -
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CAS No:
1638-63-7
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Formula:
C10H9ClO3
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Chemical Name:
O-Acetylmandeloyl chloride
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Synonyms:
Benzeneacetyl chloride,α-(acetyloxy)-;Mandeloyl chloride,acetate;α-(Acetyloxy)benzeneacetyl chloride;Acetoxyphenylacetyl chloride;O-Acetylmandeloyl chloride;2-Acetoxy-2-phenylacetyl chloride;O-Acetylmandelyl chloride;α-Acetoxyphenylacetyl chloride;O-Acetylmandelic acid chloride;DL-O-Acetylmandeloyl chloride;NSC 28337;2-Chloro-2-oxo-1-phenylethyl acetate;49845-72-9;69395-42-2
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CAS No:
Characteristics
43.4
2.05620
Faint yellow - colorless liquid. Chlorine-like odor.
0.943 g/mL at 25 °C(lit.)
36 °C
134-136 °C @ Press: 15 Torr
>230 °F
n 20/D 1.514(lit.)
0-6°C
0.0122mmHg at 25°C
Safety Information
III
8
UN 3265 8/PG 2
3
34-36/37
26-27-28-36/37/39-45
C
Stable at room temperature in closed containers under normal storage and handling conditions.
P260, P261, P264, P271, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P363, P403+P233, P405, P501
H314
|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
O-Acetylmandeloyl chloride Use and Manufacturing
Acetylmandelic acid is obtained by the acetylation reaction of mandelic acid, which is then obtained by chlorination. In the dry reflux device, put the equivalent of 1 part of acetylmandelic acid (about 1.29 parts) obtained by acetylation of mandelic acid. Add 2.38 parts of thionyl chloride and react at 60-65°C for 2.5 hours, and the reaction will release hydrogen chloride and sulfur dioxide gas. Then the temperature was raised to 60-70°C, and the excess thionyl chloride was recovered under reduced pressure. Then add 1.8 times the amount of anhydrous benzene and distill under reduced pressure azeotropically to distill out the excess thionyl chloride and acetyl chloride. When the distillation temperature gradually rises to 80°C and no benzene is distilled out, add anhydrous benzene 1.2 Double the amount, and then distill under reduced pressure once, until the distillation temperature gradually rises to 90 ℃. Obtain a light yellow oil, namely acetylmandelic chloride. The yield is about 1.44 times that of mandelic acid.
Pharmaceutical intermediates, used in semi-synthetic or total synthesis to prepare post-matropine hydrobromide.
Computed Properties
Molecular Weight:212.63
XLogP3:2.4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:212.0240218
Monoisotopic Mass:212.0240218
Topological Polar Surface Area:43.4
Heavy Atom Count:14
Complexity:221
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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