CAS No.611-71-2,Mandelic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	611-71-2
Name:	Mandelic acid
Article Data:	453

Formula:	C₈H₈O₃
Molecular Weight:	152.15
Synonyms:	Benzeneaceticacid, a-hydroxy-, (R)-;Mandelic acid, D-(8CI);(-)-(R)-Mandelic acid;(-)-D-Mandelic acid;(-)-Mandelic acid;(-)-a-Hydroxyphenylacetic acid;(R)-(-)-Hydroxyphenylaceticacid;(R)-(-)-Mandelic acid;(R)-2-Hydroxy-2-(phenyl)ethanoic acid;(R)-2-Hydroxy-2-phenylacetic acid;(R)-Hydroxy(phenyl)acetic acid;(R)-Mandelicacid;(R)-Mandelic acid;(R)-a-Hydroxybenzeneaceticacid;(R)-a-Hydroxyphenylacetic acid;D(-)-Mandelic acid;D-2-Phenylglycolic acid;D-Mandelic acid;R-(-)-Mandelic acid;Mandelic acid;
EINECS:	210-276-6
Density:	1.321 g/cm³
Melting Point:	131-133 °C(lit.)
Boiling Point:	321.8 °C at 760 mmHg
Flash Point:	162.6 °C
Solubility:	It is partly soluble in water, freely soluble in isopropyl and ethyl alcohol.
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xi
Risk Codes:	41-36/37/38
Safety:	22-24/25-36-26
PSA:	57.53000
LogP:	0.80460

Synthetic route

: 532-28-5, 613-88-7
(RS)-mandelonitrile

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
In aq. phosphate buffer at 40℃; for 0.5h; pH=8; Reagent/catalyst; Time;	100%
With Escherichia coli M15/BCJ2315 harboring the nitrilase BCJ2315 from Burkholderia cenocepacia J2315 wet cells In methanol; aq. phosphate buffer for 24h; pH=8; Large scale; enantioselective reaction;	93%
With phosphate buffer; nitrilase I In methanol at 37℃; for 3h; pH=8;	86%

: (2R,5R)-2,5-diphenyloxazolidin-4-one

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With hydrogenchloride In water-d2 at 100℃; for 16h; Inert atmosphere;	100%

: 1578-63-8
d'acide 2-fluoro-2-phenyl acetique

A: 611-71-2
(R)-Mandelic Acid

B: 63818-94-0
(R)-α-fluoro-α-phenylacetic acid

Conditions

Conditions	Yield
With fluoroacetate dehalogenase RPA1163-W185N for 1h; Catalytic behavior; Kinetics; Enzymatic reaction; enantioselective reaction;	A 96.4% B 96.7%
With fluoroacetate dehalogenase RPA1163 In aq. buffer at 30℃; for 2h; pH=7.5; Kinetics; Catalytic behavior; Resolution of racemate; Microbiological reaction; Enzymatic reaction; enantioselective reaction;	A n/a B n/a

: 16355-00-3
(R)-1-phenyl-1,2-ethanediol

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In acetone at 0℃; pH=8.3; chemoselective reaction;	96%
With recombinant alditol oxidase from Streptomyces coelicolor A3(2); catalase from bovine liver at 25℃; pH=7.5; Kinetics; Reagent/catalyst; Temperature; pH-value; aq. phosphate buffer; Enzymatic reaction; enantioselective reaction;

: 102061-02-9
(S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With sulfuric acid In water at 90℃; for 0.5h;	95%
With sulfuric acid at 90℃; for 0.5h;	93%

: 611-73-4
Benzoylformic acid

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With C48H50N2O2P2Ru2C18H15P4Cl(1-)*2Ru(2+); hydrogen; sodium acetate; triphenylphosphine In methanol at 0℃; under 30003 Torr; for 24h; Autoclave; enantioselective reaction;	94%
With phosphate buffer; D-glucose; 2-hydroxyethanethiol; sodium chloride; 1,4-dihydronicotinamide adenine dinucleotide; benzoylformate reductase In water; toluene at 30℃; for 48h; Product distribution; Other catalysts: bovine serum albumin, yeast alcohol dehydrogenase, glucose dehydrogenase, formate dehydrogenase;	93%
With phosphate buffer; D-glucose; 2-hydroxyethanethiol; sodium chloride; formate dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide; benzoylformate reductase; bovine serum albumin; yeast alcohol dehydrogenase In ethanol; water; toluene at 30℃; for 48h;	93%

: 882409-00-9
(1S,2S)-trans-2-(N-benzyl)amino-1-cyclohexanol (S)-mandelic acid salt

A: 611-71-2
(R)-Mandelic Acid

B: (1S,2S)-2-trans-2-(benzylamino)cyclohexanol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water; ethyl acetate	A 94% B n/a

: 108-05-4
vinyl acetate

: 611-71-2, 611-72-3, 17199-29-0, 90-64-2
MANDELIC ACID

A: 611-71-2
(R)-Mandelic Acid

B: 7322-88-5
(S)-acetylmandelic acid

Conditions

Conditions	Yield
In acetone; toluene at 37℃; for 24h; Pseudomonas sp. lipase;	A 92% B 84%
With Burkholderia ambifaria YCJ01 lipase In di-isopropyl ether at 50℃; for 26h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;	A n/a B n/a
With lipase LC2-8 from P. stutzeri LC2-8 In di-isopropyl ether at 30℃; Solvent; Temperature; Resolution of racemate; Enzymatic reaction;	A n/a B n/a

...Expand

: L-1-(1-pyrrolidinyl)-1-propanone-D-(-)-mandelic acid

A: 19134-50-0
(SR)-(+/-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone

B: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydroxide In water; ethyl acetate at 0 - 80℃; for 5h; pH=2;	A 89.2% B n/a

: C22H18O4

: 611-71-2
(R)-Mandelic Acid

Conditions

Conditions	Yield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 1h; Irradiation;	89%

Raw Materials

623-59-6

104-53-0

124-40-3

Downstream Products

98-87-3

774-40-3

7732-18-5

55-21-0

65-85-0

530-31-4

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Specification

The D-mandelic acid is an organic compound with the formula C₈H₈O₃. The IUPAC name of this chemical is (2R)-2-hydroxy-2-phenylacetic acid. With the CAS registry number 611-71-2, it is also named as 2-hydroxy-2-phenylacetic acid. The product's categories are Fine Chemical & Intermediates; Chiral Compounds; Chiral; Miscellaneous; Analytical Chemistry; Carboxylic Acids (Chiral); Chiral Building Blocks; e.e. / Absolute Configuration Determination (NMR); Enantiomer Excess & Absolute Configuration Determination; for Resolution of Bases; Optical Resolution; Synthetic Organic Chemistry; Chiral Compound. Besides, it is a white to light yellow crystal powder, which should be stored in a closed cool and dry place.

Physical properties about D-mandelic acid are: (1)ACD/LogP: 0.55; (2)ACD/LogD (pH 5.5): -1.98; (3)ACD/LogD (pH 7.4): -3.12; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 3 ; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.591; (12)Molar Refractivity: 38.904 cm³; (13)Molar Volume: 115.131 cm³; (14)Polarizability: 15.423 10-24cm³; (15)Surface Tension: 60.4739990234375 dyne/cm; (16)Density: 1.322 g/cm³; (17)Flash Point: 162.649 °C; (18)Enthalpy of Vaporization: 59.501 kJ/mol; (19)Boiling Point: 321.827 °C at 760 mmHg

Preparation of D-mandelic acid: this chemical can be prepared by 2,2-dichloro-1-phenyl-ethanone. This reaction will need reagent NaOH-solution.

Uses of D-mandelic acid: it can be used to produce acetoxy-phenyl-acetic acid bt heating. This reaction time is 1 hour.

When you are using this chemical, please be cautious about it as the following:
It is risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1;
(2)InChIKey=IWYDHOAUDWTVEP-SSDOTTSWSA-N;
(3)Smilesc1([C@H](C(O)=O)O)ccccc1