Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > O-Acetylmandeloyl chloride

O-Acetylmandeloyl chloride

O-Acetylmandeloyl chloride structure

O-Acetylmandeloyl chloride 

structure
  • CAS No:

    1638-63-7

  • Formula:

    C10H9ClO3

  • Chemical Name:

    O-Acetylmandeloyl chloride

  • 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

Description

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

O-Acetylmandeloyl chloride Basic Attributes

212.63

212.63

216-674-6

28337

29173995

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

Methods of 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.

Uses

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

Material

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.