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116025

Sigma-Aldrich

Mandelonitrile

technical grade

Synonym(s):

α-Hydroxyphenylacetonitrile, Benzaldehyde cyanohydrin, Mandelic acid nitrile

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About This Item

Linear Formula:
C6H5CH(OH)CN
CAS Number:
532-28-5
Molecular Weight:
133.15
Beilstein:
2207122
EC Number:
208-532-7
MDL number:
MFCD00004487
UNSPSC Code:
12352100
PubChem Substance ID:
24847259
NACRES:
NA.22

grade

technical grade

refractive index

n20/D 1.530 (lit.)

bp

170 °C (lit.)

solubility

alcohol: freely soluble
chloroform: freely soluble
diethyl ether: freely soluble

density

1.117 g/mL at 25 °C (lit.)

functional group

hydroxyl
nitrile
phenyl

SMILES string

OC(C#N)c1ccccc1

InChI

1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H

InChI key

NNICRUQPODTGRU-UHFFFAOYSA-N

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Application

Mandelonitrile has been used to extract mandeloamide by the nitrilase variants.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H318

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Dam. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

206.6 °F - closed cup

Flash Point(C)

97 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB6410V
BCBB6459V
BCBB6407V
BCBB6459
BCBB6407

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Laboratory evolved biocatalysts for stereoselective syntheses of substituted benzaldehyde cyanohydrins.
Zhibin Liu et al.
Chembiochem : a European journal of chemical biology, 9(1), 58-61 (2007-12-07)
Olga Sosedov et al.
Applied microbiology and biotechnology, 98(4), 1595-1607 (2013-05-23)
The nitrilase from Pseudomonas fluorescens EBC191 was modified by introducing random mutations via error-prone PCR techniques in order to obtain nitrilase variants, which form increased amounts of mandeloamide from racemic mandelonitrile. A screening system was established and experimentally optimized, which
Y Leong Yeow et al.
Journal of biotechnology, 111(1), 31-39 (2004-06-16)
The progress curves of conversion of racemic-mandelonitrile (R-MN) at different concentrations to benzaldehyde (BA) and hydrogen cyanide (HCN), catalyzed by S-hydroxynitrile lyase from Hevea brasiliensis, together with the enantiomeric excess curves of R-MN are converted into individual progress curves of
A biocatalytic Henry reaction--the hydroxynitrile lyase from Hevea brasiliensis also catalyzes nitroaldol reactions.
Thomas Purkarthofer et al.
Angewandte Chemie (International ed. in English), 45(21), 3454-3456 (2006-04-25)
Diana Uhrich et al.
Frontiers in microbiology, 8, 2111-2111 (2017-11-25)
The preparation and characterization of UV-cured polyurethane-based materials for the mild inclusion immobilization of enzymes was investigated. Full curing of the polymer precursor/enzyme solution mixture was realized by a short irradiation with UV-light at ambient temperatures. The included aqueous enzyme
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