CAS 20312-36-1 (R)-3-phenyllactic acid (HCID 643327)

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Basic information

CAS: 20312-36-1
Standard SMILES: O=C(O)[C@H](O)Cc1ccccc1
InChIKey: VOXXWSYKYCBWHO-MRVPVSSYSA-N
Molecular formula: C9H10O3
Average molar mass: 166.17 g/mol
Monoisotopic mass: 166.06299418

Overview

(R)-3-phenyllactic acid is a 3-phenyllactic acid that has (R)-configuration at the 2 position. It is a (2R)-2-hydroxy monocarboxylic acid and a 3-phenyllactic acid. It is a conjugate acid of a (R)-3-phenyllactate. It is an enantiomer of a (S)-3-phenyllactic acid.

Names & identifiers

Preferred name: (R)-3-phenyllactic acid
IUPAC: (2R)-2-hydroxy-3-phenylpropanoic acid
English name: L-(-)-3-Phenyllactic acid
Molecular formula: C9H10O3
Molecular weight: 166.17

Names & synonyms

7326-19-4(R)-3-Phenyllactic acidD-3-phenyllactic acid3-Phenyllactic acid, (R)-68L11J0XBSEINECS 230-803-3CHEBI:32978DTXSID70904708(+)-2-Hydroxy-3-phenylpropionic acidRefChem:407303DTXCID301333817230-803-3

Show more names

L-3-PHENYLLACTIC ACID(S)-2-HYDROXY-3-PHENYLPROPANOIC ACID-(?)-3-PhenyLPHENYL L-LACTIC ACIDL-(-)-3-PhenyllacticL-B-PHENYLLACTIC ACID(S)-3-phenyllacticaciL-β-Phenyllactic acidL(-) PHENYLLACTIC ACIDb-Phenyl-L-lactic acid

D-(+)-3-Phenyllactic acid(R)-2-hydroxy-3-phenylpropanoic acid(R)-2-Hydroxy-3-phenylpropionic acid(2R)-2-hydroxy-3-phenylpropanoic acidMFCD00078062D-(+)-Phenyllactic acid(2R)-2-Hydroxy-3-phenyl-propanoic acid(R)-phenyllactate

Database identifiers

CAS: 20312-36-1、7326-19-4
PubChem CID

Properties

Computed structural properties

XLogP: 1.1
Topological polar surface area: 57.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 150

Experimental & physicochemical properties

Melting Point121 - 125 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 123 · 123-125 °C
Boiling point: 254.38 °C · 254.38°C (rough estimate)
alpha: -20.8 · -20.8 º (c=2, H2O)
Density: 1.1708 · 1.1708 (rough estimate)
refractive index: -21 ° · -21 ° (C=2, H2O)
storage temp.: Sealed in dry,Room Temperature
solubility: Acetone (Sparingly), Chloroform (Slightly, Heated), DMSO, Methanol (Slightly)
form: Powder, Crystals or Flakes
pka: 3.72 · 3.72±0.10(Predicted)
color: White to grey to beige-brown
optical activity: 24 · [α]24/D 20.8°, c = 2 in H2O

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 17-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25476

Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29181980
risk_code: 23/24/25-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: T
safety_code: 22-24/25-45-36/37/39-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Chemistry & industry

Applications

UsesL-(-)-3-Phenyllactic Acid is used in the synthetic preparation of peptidomimetics as neuropeptide S receptor agonists as well as many other useful compounds.

General DescriptionL-(-)-3-Phenyllactic acid has been used in the development of degradable self-assembling depsipeptide nanofibers.