(S)-(+)-O-Acetyl-L-mandelic acid
- Product Name
- (S)-(+)-O-Acetyl-L-mandelic acid
- CAS No.
- 7322-88-5
- Chemical Name
- (S)-(+)-O-Acetyl-L-mandelic acid
- Synonyms
- (S)-ALPHA-ACETOXYPHENYLACETIC ACID;2-ACETOXY-2-PHENYLACETIC ACID;pha-AcetoxyphenyL;S-AcetylMandelic Acid;O-ACETYL MANDELIC ACID;Fexolodine impurity 22;L-O-AcetylMandelic Acid;Fesoterodine Impurity 22;(+)-O-Acetylmandelic acid;S- 0 - ACETYLMANDELIC ACID
- CBNumber
- CB4298539
- Molecular Formula
- C10H10O4
- Formula Weight
- 194.18
- MOL File
- 7322-88-5.mol
(S)-(+)-O-Acetyl-L-mandelic acid Property
- Melting point:
- 98-101 °C
- Boiling point:
- 317.8±30.0 °C(Predicted)
- alpha
- 153 º (c=2 in acetone)
- Density
- 1.259±0.06 g/cm3(Predicted)
- refractive index
- 153 ° (C=2, Acetone)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Acetone, Chloroform
- form
- Solid
- pka
- 2.76±0.10(Predicted)
- color
- White
- optical activity
- [α]28/D +153°, c = 2 in acetone
- BRN
- 2694109
- InChIKey
- YCCSWLJUVZBEAS-VIFPVBQESA-N
- LogP
- 1.780 (est)
- CAS DataBase Reference
- 7322-88-5(CAS DataBase Reference)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- HS Code
- 29181990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 253022
- Product name
- (S)-(+)-O-Acetylmandelic acid
- Purity
- 99%
- Packaging
- 5g
- Price
- $28.5
- Updated
- 2023/06/20
- Product number
- A1454
- Product name
- (+)-O-Acetyl-L-mandelic Acid
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $62
- Updated
- 2025/07/31
- Product number
- A1454
- Product name
- (+)-O-Acetyl-L-mandelic Acid
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $181
- Updated
- 2025/07/31
- Product number
- A185960
- Product name
- (S)-(+)-O-Acetylmandelic acid
- Packaging
- 250mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 075729
- Product name
- (S)-(+)-O-Acetyl-L-mandelic acid
- Purity
- 95+%
- Packaging
- 25g
- Price
- $218
- Updated
- 2021/12/16
(S)-(+)-O-Acetyl-L-mandelic acid Chemical Properties,Usage,Production
Chemical Properties
(S)-(+)-O-Acetyl-L-mandelic acid is white to light yellow crystal powde
Uses
(S)-(+)-O-Acetyl-L-mandelic acid is an antibacterial used particularly in the treatment of urinary tract infections.
Uses
The (R)- and (S)-isomers are chiral derivatizing agents for NMR determination of enantiomeric purity of α-deuterated carboxylic acids, alcohols, and amines.
Synthesis
17199-29-0
108-24-7
7322-88-5
Example 1; Preparation of (S)-2-acetoxy-2-phenylacetic acid 1; To a round bottom flask containing mandelic acid (15 g, 111 mmol) was added 100 mL of acetic anhydride. After stirring for 5 min, 10 mL of anhydrous ether and a catalytic amount of DMAP were added sequentially. the reaction mixture was stirred at room temperature for 16 h. The reaction was carried out at room temperature. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure to give an amorphous solid. The solid was dissolved with EtOAc (50 mL) and washed sequentially with 1N HCl (2 x 10 mL), water (2 x 10 mL) and saturated saline (10 mL). The organic phase was dried with anhydrous MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography with hexane solution of 20% EtOAc as eluent gave the target product (15.8 g, 81 mmol) in 73% yield.The Rf value was 0.54 by TLC (unfolding reagent ratio 1:1 hexane:EtOAc).1H NMR (CDCl3, δ): 11.5 (s, 1H), 7.43 (m, 5H), 5.99 ( s, 1H), 2.20 (s, 3H).
Purification Methods
Recrystallise it from *benzene/hexane or toluene, and it has characteristic NMR and IR spectra. [Pracejus Justus Liebig
References
[1] Tetrahedron Asymmetry, 1999, vol. 10, # 19, p. 3701 - 3718
[2] Patent: US2009/215763, 2009, A1. Location in patent: Page/Page column 11
[3] Patent: US2009/311318, 2009, A1. Location in patent: Page/Page column 11-12
(S)-(+)-O-Acetyl-L-mandelic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-(+)-O-Acetyl-L-mandelic acid manufacturers
- Product
- (S)-(+)-O-Acetyl-L-mandelic acid 7322-88-5
- Price
- US $7.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2018-12-17