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170518

Sigma-Aldrich

1-Naphthyl isocyanate

98%

Synonym(s):

α-Naphthyl isocyanate, 1-Isocyanatonaphthalene, 1-Naphthalene isocyanate, Naphthalen-1-ylisocyanate

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About This Item

Linear Formula:
C10H7NCO
CAS Number:
86-84-0
Molecular Weight:
169.18
Beilstein:
742779
EC Number:
201-703-7
MDL number:
MFCD00003881
UNSPSC Code:
12352100
PubChem Substance ID:
24850308
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.6344 (lit.)

bp

267 °C/761 mmHg (lit.)

mp

4 °C (lit.)

solubility

alcohol: soluble
chloroform: soluble
diethyl ether: soluble

density

1.177 g/mL at 25 °C (lit.)

SMILES string

O=C=Nc1cccc2ccccc12

InChI

1S/C11H7NO/c13-8-12-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H

InChI key

BDQNKCYCTYYMAA-UHFFFAOYSA-N

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Application

1-Naphthyl isocyanate was used in the preparation of cationic aromatic urethane.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ming-Ling Chang et al.
World journal of gastroenterology, 11(27), 4167-4172 (2005-07-15)
To build up the research models of hepatic fibrosis in mice. Inbred wild-type FVB/N mice were either treated with alpha-naphthyl-isothiocyanate (ANIT), allyl alcohol (AA), carbon tetrachloride (CCl(4)), 3,5-diethoxycarbonyl-1,4-dihydrocollidine (DDC), and silica, or subjected to common bile duct ligation (CBDL) to
Desheng Zhai et al.
Planta medica, 73(2), 128-133 (2007-01-09)
Alpha-naphthyl isothiocyanate (ANIT) is a known hepatotoxicant that causes acute cholestatic hepatitis characterized by the infiltration of neutrophils around bile ducts and necrotic hepatocytes. The effects of glycyrrhizin (GL), 18beta-glycyrrhetinic acid (GA), matrine (MT), oxymatrine (OMT), salvianolic acid B (SAB)
Christopher J McEntyre et al.
Analytica chimica acta, 644(1-2), 90-94 (2009-05-26)
Choline is an essential nutrient which is difficult to measure because it has no native absorbance or fluorescence and only relatively unreactive functional groups. The method described here uses the reaction of the hydroxyl group on choline with 1-naphthyl isocyanate
Q Yang et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 24(4), 285-289 (1989-01-01)
alpha-Naphthyl isocyanate (NI) as a derivatizing agent to separate several beta-blockers was described. This procedure is simple, rapid and gives good resolution. Experiments with NI derivatives of alprenolol showed that the isocyanate group reacted with the amino group on the
T Ullrich et al.
Biomedical chromatography : BMC, 15(3), 212-216 (2001-06-08)
A method for determining the enantiomers of 10 therapeutically relevant aminoalcohols using HPLC and precolumn derivatization was developed. Naphthyl isocyanate reacted with racemic aminoalcohols to form urea derivatives which were separated isocratically on a cellulose tris(3,5-dimethylphenylcarbamate) coated silica gel column
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