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469653

Sigma-Aldrich

(R)-(+)-Mandelonitrile

97%

Synonym(s):

(R)-(+)-α-Hydroxybenzeneacetonitrile

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About This Item

Linear Formula:
C6H5CH(OH)CN
CAS Number:
10020-96-9
Molecular Weight:
133.15
MDL number:
MFCD01320485
UNSPSC Code:
12352002
PubChem Substance ID:
24870475

assay

97%

optical activity

[α]20/D +42°, c = 1 in chloroform

refractive index

n20/D 1.532 (lit.)

bp

170 °C (lit.)

mp

28-30 °C (lit.)

density

1.117 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

O[C@@H](C#N)c1ccccc1

InChI

1S/C8H7NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H/t8-/m0/s1

InChI key

NNICRUQPODTGRU-QMMMGPOBSA-N

Application

Useful intermediate in the preparation of optically active α-hydroxy carboxylic acids, α-hydroxy aldehydes, α-hydroxy ketones, and 2-amino alcohols.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKBB0144
18319MD
07111BD
01819HR
12113HA

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Daisuke Matsui et al.
Scientific reports, 7(1), 9558-9558 (2017-08-27)
Insolubility of proteins expressed in the Escherichia coli expression system hinders the progress of both basic and applied research. Insoluble proteins contain residues that decrease their solubility (aggregation hotspots). Mutating these hotspots to optimal amino acids is expected to improve
Raimondas Mozuraitis et al.
Scientific reports, 9(1), 14262-14262 (2019-10-05)
The male butterfly Pieris napi produces the anti-aphrodisiac pheromone methyl salicylate (MeS) and transfers it to the female during mating. After mating she releases MeS, when courted by conspecific males, which decreases her attractiveness and the duration of male harassment
Kruse, C.G. In Collins, A.N. Sheldrake, G.N. Crosby, J., Eds.
Chirality in Industry, 279-279 (1992)

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