ChemicalBook--->CAS DataBase List--->551-06-4

551-06-4

551-06-4 Structure

551-06-4 Structure
IdentificationMore
[Name]

1-Naphthyl isothiocyanate
[CAS]

551-06-4
[Synonyms]

1-NAPHTHYL ISOTHIOCYANATE
ALPHA-NAPHTHYL ISOTHIOCYANATE
ISOTHIOCYANIC ACID 1-NAPHTHYL ESTER
α-Naphthyl isothiocyanate
Naphthyl mustard oil
1-Isothiocyanatenaphthalene
1-isothiocyanate-naphthalene
1-isothiocyanato-naphthalen
1-Isothiocyanatonaphthalene
1-iso-Thiocyanatonaphthalene
1-Naftylisothiokyanat
1-Naphthalene isothiocyanate
alpha-Naphthysothiocyanate
ANI
ANIT
isothiocyanato-naphthalen
Kesscocide
Naphthalene, isothiocyanato-
1-Naphtyl isothiocyanate
1-NAPHTHYL ISOTHIOCYANATE >95%
[EINECS(EC#)]

208-990-8
[Molecular Formula]

C11H7NS
[MDL Number]

MFCD00003882
[Molecular Weight]

185.24
[MOL File]

551-06-4.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

55.5-57 °C(lit.)
[Boiling point ]

190 °C(Press: 20 Torr)
[density ]

1.1142 (rough estimate)
[refractive index ]

1.5500 (estimate)
[storage temp. ]

2-8°C
[form ]

Fine Crystalline Powder
[color ]

Yellow
[Stability:]

Stable, but moisture sensitive. Incompatible with strong oxidizing agents.
[Water Solubility ]

insoluble
[Sensitive ]

Moisture Sensitive
[Merck ]

14,6411
[BRN ]

637868
[InChI]

1S/C11H7NS/c13-8-12-11-7-3-5-9-4-1-2-6-10(9)11/h1-7H
[InChIKey]

JBDOSUUXMYMWQH-UHFFFAOYSA-N
[SMILES]

S=C=Nc1cccc2ccccc12
[CAS DataBase Reference]

551-06-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Naphthalene, 1-isothiocyanato-(551-06-4)
[EPA Substance Registry System]

551-06-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R20/21:Harmful by inhalation and in contact with skin .
R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R42:May cause sensitization by inhalation.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

NX9100000
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

II
[HS Code ]

29309090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Irrit. 2
Resp. Sens. 1
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1-(1-NAPHTHYL)-2-THIOUREA
[Preparation Products]

MFCD01134714-->Naphtho[1,2-d]thiazole (8CI,9CI)-->1,2-dihydro-1-naphthyl-5H-tetrazole-5-thione-->4-(1-NAPHTHYL)-3-THIOSEMICARBAZIDE-->N,N'-DI-(1-NAPHTHYL)UREA
Hazard InformationBack Directory
[General Description]

Odorless white needles or powder. Tasteless.
[Reactivity Profile]

Isocyanates and thioisocyanates, such as ALPHA-NAPHTHYLISOTHIOCYANATE(551-06-4), are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].
[Air & Water Reactions]

This chemical is moisture sensitive. . Undergoes slow hydrolysis. Insoluble in water.
[Fire Hazard]

Flash point data for this material is not available, but ALPHA-NAPHTHYLISOTHIOCYANATE is probably combustible.
[Description]

1-Napthylisothiocyanate is a toxic chemical that has been used to create experimental cholestasis in rodents. Laboratory studies have also shown that 1-napthylisothiocyanate can act as a chemoprotectant in rodents challenged with a tumorinducing agent such as phorbol-12 myristate 13-acetate.
[Chemical Properties]

white crystalline powder
[Uses]

1-Naphthyl isothiocyanate is a tool for the study of liver damage which causes bile stasis and hyperbilirubinemia acutely and bile duct hyperplasia and biliary cirrhosis chronically, with changes in hepatocyte function.
[Uses]

1-Naphthylisothiocyanate is used as an ingredient in insecticides. It is also found in cyanamide, which is used in many industrial applications. It is commonly used in medical and drug studies in animals as a model hepatotoxicant producing experimental cholestasis in rats and mice.
[Definition]

ChEBI: 1-naphthyl isothiocyanate is an isothiocyanate. It has a role as an insecticide. It derives from a hydride of a naphthalene.
[Environmental Fate]

Naphthylisothiocyanate is moisture sensitive and insoluble in water. The hydrolysis rate is slow.
[Purification Methods]

Crystallise the isothiocyanate from hexane (1g in 9 mL). It forms white needles and is soluble in most organic solvents but is insoluble in H2O. It is absorbed through the skin and may cause dermatitis. [Cymmerman-Craig et al. Org Synth Coll Vol IV 700 1963, Beilstein 12 H 1244, 12 III 2948.]
[Toxicity evaluation]

1-Naphthylisothiocyanate causes separation of extracellular tight junctions that seal bile canaliculi, impairing bile formation. 1-Naphthylisothiocyanate inhibits microsomal drug-metabolizing activity. In rats, 1-naphthylisothiocyanteglutathione complex is formed in hepatocytes, then transported to the bile ducts, where it is released from the glutathione, and then selectively injures biliary epithelial cells, resulting in reduced bile flow.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-Naphthyl isothiocyanate(551-06-4).msds
Spectrum DetailBack Directory
[Spectrum Detail]

1-Naphthyl isothiocyanate(551-06-4)MS
1-Naphthyl isothiocyanate(551-06-4)1HNMR
1-Naphthyl isothiocyanate(551-06-4)IR1
1-Naphthyl isothiocyanate(551-06-4)IR2
1-Naphthyl isothiocyanate(551-06-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1-Naphthyl isothiocyanate, 98%(551-06-4)
[Alfa Aesar]

1-Naphthyl isothiocyanate, 98%(551-06-4)
[Sigma Aldrich]

551-06-4(sigmaaldrich)
[TCI AMERICA]

1-Naphthyl Isothiocyanate,>98.0%(GC)(551-06-4)
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