102936-05-0

Basic information

• Product Name: (S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID
• Synonyms: CARBAMALACTIC ACID;BROWN'S REAGENT;(S)-(-)-CARBAMALACTIC ACID;(S)-PACOPA;(S)-(-)-2-[(PHENYLAMINO)CARBONYLOXY]PROPIONIC ACID;(S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID;(S)-(-)-Brown'sReagent;(S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID 99%
• CAS NO: 102936-05-0
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.2
• Mol File: 102936-05-0.mol

Chemical Properties

• Melting Point: 150 °C (dec.)(lit.)
• Boiling Point: 348.55°C (rough estimate)
• Flash Point: 150.2±23.2 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.2944 (rough estimate)
• Vapor Pressure: 9.87E-05mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• PKA: 2.85±0.10(Predicted)
• CAS DataBase Reference: (S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(102936-05-0)
• EPA Substance Registry System: (S)-(-)-2-(PHENYLCARBAMOYLOXY)PROPIONIC ACID(102936-05-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 102936-05-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11NO4/c1-7(9(12)13)15-10(14)11-8-5-3-2-4-6-8/h2-7H,1H3,(H,11,14)(H,12,13)/p-1/t7-/m0/s1

Upstream product

• 103-71-9 phenyl isocyanate 
• 687-47-8 (S)-Ethyl lactate 

Downstream Products

• 329046-48-2 t-butyl 5-fluoro-3-[S-2-(phenylamino)carbonyloxypropionamido]-4-hydroxypentanoate 

Relevant articles and documents

Determination of the Enantiomeric Excesses of Chiral Acids by 19F NMR Studies of their Esters deriving from (R)-(+)-2-(Trifluoromethyl)benzhydrol

15-Chiral acids were esterified with optically pure (R)-(+)-2-(trifluoromethyl)benzhydrol (R)-(+)-1, a readily available reagent.With respect to the carboxy group, the stereogenic centre is in the β-position in the case of the acids 5a-10a and 12a-16a, and in the α position in the case of the acids 17a-20a.The diastereomeric excesses of the corresponding esters 5b-10b and 12b-20b, respectively, were easily determined by means of 19F NMR.These d.e. values were in very good agreement with the e.e. values of the corresponding acids when the latter were known compounds.

A NEW CHIRAL ACID FOR THE RESOLUTION OF RACEMIC BASES: (S)-(-)-(2-PHENYLCARBAMOYLOXY)PROPIONIC ACID (CARBAMALACTIC ACID).

(S)-(-)-Carbamalactic acid is the phenylcarbamate derived from natural (S)-lactic acid.This new chiral reagent was efficiently used for the resolution of racemic bases such as α-methylbenzylamine, ephedrine and α-(1-naphthyl)ethylamine.