Mandelonitrile

Names

[ CAS No. ]:
532-28-5

[ Name ]:
Mandelonitrile

[Synonym ]:
2-hydroxy-2-phenylacetonitrile
hydroxyphenylacetonitrile
Hydroxy(phenyl)acetonitrile
Amygdalonitrile
UNII:584322E08A
α-Hydroxyphenylacetonitrile
phenyl-glycolonitril
Benzeneacetonitrile, α-hydroxy-
1-phenyl-1-hydroxy acetonitrile
EINECS 208-532-7
Mandelonitrile, (±)-
MANDELIC ACID NITRILE
Benzaldehydkyanhydrin
Phenylglycolonitrile
(±)-α-Hydroxybenzeneacetonitrile
Mandelonitrile
MANDELONITRILE,TECH.
α-Hydroxybenzeneacetonitrile
Benzaldehyde cyanohydrin
MFCD00004487

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
282.7±20.0 °C at 760 mmHg

[ Melting Point ]:
-10 °C

[ Molecular Formula ]:
C₈H₇NO

[ Molecular Weight ]:
133.147

[ Flash Point ]:
97.2±0.0 °C

[ Exact Mass ]:
133.052765

[ PSA ]:
44.02000

[ LogP ]:
0.83

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.568

[ Stability ]:
Stable, but moisture sensitive. Combustible. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OO8400000

CHEMICAL NAME :: Mandelonitrile

CAS REGISTRY NUMBER :: 532-28-5

BEILSTEIN REFERENCE NO. :: 2207122

LAST UPDATED :: 199701

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C8-H7-N-O

MOLECULAR WEIGHT :: 133.16

WISWESSER LINE NOTATION :: QYR&CN

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 23 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 6 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Lungs, Thorax, or Respiration - respiratory depression

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Amphibian - frog

DOSE/DURATION :: 600 ug/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Lungs, Thorax, or Respiration - respiratory stimulation

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 225 nmol/plate

REFERENCE :: SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 198,625,1977

Safety Information

[ Symbol ]:

GHS05, GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311 + H331-H318

[ Precautionary Statements ]:
P261-P280-P301 + P310-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
T:Toxic;

[ Risk Phrases ]:
R23/24/25

[ Safety Phrases ]:
S22-S26-S36/37/39-S45

[ RIDADR ]:
UN 3276 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
OO8400000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2926909090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2926909090

[ Summary ]:
HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

Articles

Protein engineering of a nitrilase from Burkholderia cenocepacia J2315 for efficient and enantioselective production of (R)-o-chloromandelic acid.

Appl. Environ. Microbiol. 81 , 8469-77, (2015)

The nitrilase-mediated pathway has significant advantages in the production of optically pure aromatic α-hydroxy carboxylic acids. However, low enantioselectivity and activity are observed on hydrolyz...

Metabolites of amygdalin under simulated human digestive fluids.

Int. J. Food Sci. Nutr. 61(8) , 770-9, (2010)

In the present study, degradation of amygdalin in the human digestive fluids and absorption of its metabolites by the human small intestine were evaluated by simulating a gastrointestinal digestion mo...

Hydroxynitrile lyase catalysis in ionic liquid-containing systems.

Biotechnol. Lett. 27(18) , 1387-90, (2005)

The cleavage of mandelonitrile catalysed by hydroxynitrile lyases (HNL) from Prunus amygdalus (PaHNL) and Manihot esculenta (MeHNL) proceeded more rapidly in monophasic aqueous media containing 1-prop...