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20698-91-3 molecular structure
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methyl (2R)-2-hydroxy-2-phenylacetate

ChemBase ID: 69754
Molecular Formular: C9H10O3
Molecular Mass: 166.1739
Monoisotopic Mass: 166.06299418
SMILES and InChIs

SMILES:
C(=O)([C@H](O)c1ccccc1)OC
Canonical SMILES:
COC(=O)[C@@H](c1ccccc1)O
InChI:
InChI=1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m1/s1
InChIKey:
ITATYELQCJRCCK-MRVPVSSYSA-N

Cite this record

CBID:69754 http://www.chembase.cn/molecule-69754.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (2R)-2-hydroxy-2-phenylacetate
IUPAC Traditional name
methyl (2R)-2-hydroxy-2-phenylacetate
Synonyms
(R)-(-)-alpha-Hydroxyphenylacetic acid methyl ester
(R)-(-)-Mandelic acid methyl ester
(-)-Methyl (R)-α-hydroxyphenylacetate
(-)-Methyl D-mandelate
Methyl (R)-(-)-mandelate
Methyl (R)-(-)-mandelate
(-)-Methyl D-mandelate
(-)-甲基(R)-α-羟基苯乙酸酯
D-(-)-扁桃酸甲酯
(R)-(-)-扁桃酸甲酯
(R)-(-)-扁桃酸甲酯
D-(-)-扁桃酸甲酯
CAS Number
20698-91-3
MDL Number
MFCD00064247
Beilstein Number
3589447
2937343
PubChem SID
162035479
24855139
PubChem CID
2724623

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.99351  H Acceptors
H Donor LogD (pH = 5.5) 1.0417296 
LogD (pH = 7.4) 1.0417186  Log P 1.0417297 
Molar Refractivity 43.4729 cm3 Polarizability 17.2403 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)
Melting Point
56-58 °C expand Show data source
56-58 °C(lit.) expand Show data source
56-58°C expand Show data source
Flash Point
>110°C(230°F) expand Show data source
Optical Rotation
[α]20/D -144.0°, c = 1 in methanol expand Show data source
[α]20/D -144±3°, c = 1% in methanol expand Show data source
-144 (c=1 in methanol) expand Show data source
Storage Warning
IRRITANT expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99% expand Show data source
≥99.0% (sum of enantiomers, GC) expand Show data source
95+% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Optical Purity
ee: 97% (HPLC) expand Show data source
Linear Formula
C6H5CH(OH)CO2CH3 expand Show data source
Empirical Formula (Hill Notation)
C9H10O3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 251550 external link
General description
Optically active building block.
Packaging
5 g in glass bottle
Sigma Aldrich - 63456 external link
Other Notes
This ester and derivatives are used as chiral building blocks and as auxiliaries1; Chiral derivatizing agent for acids in NMR2,3,4

REFERENCES

REFERENCES

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  • • Chiral derivatizing agent; see following entry.
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PATENTS

PATENTS

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INTERNET

INTERNET

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