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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/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

206.6 °F - closed cup

flash_point_c

97 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB6410V
BCBB6459V
BCBB6407V
BCBB6459
BCBB6407

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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
D H Sreenivasa Rao et al.
Applied biochemistry and biotechnology, 193(2), 560-576 (2020-10-13)
Enantiopure β-nitroalcohols are versatile intermediates used in the synthesis of important pharmaceuticals and chiral synthons. In this article, immobilized Arabidopsis thaliana HNL (AtHNL)-catalyzed preparation of (S)-β-nitroalcohols from their racemic mixtures via retro-Henry reaction was studied. AtHNL used in biocatalysis was
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)
Zhi-Jun Zhang et al.
Bioprocess and biosystems engineering, 34(3), 315-322 (2010-10-21)
A nitrilase gene from Alcaligenes sp. ECU0401 was cloned and overexpressed in Escherichia coli BL21 (DE3) in a soluble form. The encoded protein with a His₆-tag was purified to nearly homogeneity as revealed by SDS-PAGE with a molecular weight of
Aem Nuylert et al.
Chembiochem : a European journal of chemical biology, 18(3), 257-265 (2016-12-04)
A hydroxynitrile lyase from the passion fruit Passiflora edulis (PeHNL) was isolated from the leaves and showed high stability in biphasic co-organic solvent systems for cyanohydrin synthesis. Cyanohydrins are important building blocks for the production of fine chemicals and pharmaceuticals.
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