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26164-26-1 molecular structure
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(2S)-2-methoxy-2-phenylacetic acid

ChemBase ID: 137681
Molecular Formular: C9H10O3
Molecular Mass: 166.1739
Monoisotopic Mass: 166.06299418
SMILES and InChIs

SMILES:
CO[C@@H](c1ccccc1)C(=O)O
Canonical SMILES:
CO[C@@H](c1ccccc1)C(=O)O
InChI:
InChI=1S/C9H10O3/c1-12-8(9(10)11)7-5-3-2-4-6-7/h2-6,8H,1H3,(H,10,11)/t8-/m0/s1
InChIKey:
DIWVBIXQCNRCFE-QMMMGPOBSA-N

Cite this record

CBID:137681 http://www.chembase.cn/molecule-137681.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-methoxy-2-phenylacetic acid
IUPAC Traditional name
(S)-methoxy(phenyl)acetic acid
Synonyms
O-Methyl-L-mandelic acid
(S)-(+)-α-Methoxyphenylacetic acid
O-Methyl-(R)-mandelic acid
(R)-(-)-alpha-Methoxyphenylacetic acid
O-Methyl-(S)-mandelic acid
(S)-(+)-alpha-Methoxyphenylacetic acid
L-α-Methoxyphenylacetic Acid
(S)-2-Methoxy-2-(phenyl)ethanoic Acid
(S)-(+)-O-Methylmandelic Acid
α-Methoxy-benzeneacetic Acid
(S)-(+)-α-Methoxyphenylacetic Acid
O-甲基-L-扁桃酸
(S)-(+)-α-甲氧基苯乙酸
(R)-(-)-α-甲氧基苯乙酸
CAS Number
26164-26-1
3966-32-3
EC Number
247-492-5
223-580-9
MDL Number
MFCD00064216
MFCD00004250
Beilstein Number
2361718
3589257
PubChem SID
162231943
24854969
24883690
PubChem CID
643325

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.86125  H Acceptors
H Donor LogD (pH = 5.5) -0.104102835 
LogD (pH = 7.4) -1.6942174  Log P 1.5389621 
Molar Refractivity 43.455 cm3 Polarizability 17.063671 Å3
Polar Surface Area 46.53 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Dichloromethane expand Show data source
Ether expand Show data source
Ethyl Acetate expand Show data source
Water expand Show data source
Apperance
White Solid expand Show data source
Melting Point
58-60°C expand Show data source
63-68°C expand Show data source
64-66 °C(lit.) expand Show data source
64-67 °C expand Show data source
Boiling Point
164-166°C/18mm expand Show data source
Optical Rotation
[α]17/D +150°, c = 1 in ethanol expand Show data source
[α]20/D +148°, c = 0.5 in ethanol expand Show data source
[α]20/D +149±2°, c = 0.5% in ethanol expand Show data source
+146 (c=0.5 in ethanol) expand Show data source
-146 (c=0.5 in ethanol) expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
26-37 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥99% expand Show data source
≥99.0% expand Show data source
≥99.0% (T) expand Show data source
99% expand Show data source
Grade
Flukabrand™ ChiraSelect reagent expand Show data source
for chiral derivatization expand Show data source
Optical Purity
ee: ≥99% (GLC) expand Show data source
enantiomeric ratio: ≥99.5:0.5 (HPLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
C6H5CH(OCH3)CO2H expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 248983 external link
Packaging
1 g in glass bottle
Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6
Sigma Aldrich - 421766 external link
Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6
Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH
Sigma Aldrich - 65208 external link
Application
Reactant involved in the synthesis of biologically active molecules including:
• Acyclonucleoside phosphonates structural analogs of adefovir1
• Labeled discodermolide for studying binding to tubulin2
• 10-Isocyano-4-cadinene used for antifouling activity3Reactant involved in studies of immunostimulating chromanones gonytolides A-C4Reactant involved in:
• Hydroxylations and epoxidations5
• Hydrogenations6

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • With chiral amines, forms diastereomeric amides which have been used to establish absolute configuration by 1 H NMR: J. Org. Chem., 59, 4202 (1994); 60, 1538 (1995).
  • • Chiral derivatization agent for determination of absolute configuration of alcohols by NMR: Topics Stereochem ., 2, 199 (1967); J. Org. Chem., 51, 2370 (1986). Also used in determination of the absolute stereochemistry of chiral amines: J. Org. Chem., 60, 1538 (1995).
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PATENTS

PATENTS

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INTERNET

INTERNET

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