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Home > Encyclopedia > 1-Naphthyl isothiocyanate

1-Naphthyl isothiocyanate

1-Naphthyl isothiocyanate structure

1-Naphthyl isothiocyanate 

structure
  • CAS No:

    551-06-4

  • Formula:

    C11H7NS

  • Chemical Name:

    1-Naphthyl isothiocyanate

  • Synonyms:

    Naphthalene,1-isothiocyanato-;Isothiocyanic acid,1-naphthyl ester;1-Isothiocyanatonaphthalene;α-Naphthyl isothiocyanate;ANI;ANIT;1-Naphthyl isothiocyanate;NSC 89741;Naphthalen-1-yl isothiocyanate;2124236-76-4

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

white crystalline powder


Alpha-naphthylisothiocyanate appears as odorless white needles or powder. Tasteless. (NTP, 1992)


Alpha-naphthylisothiocyanate appears as odorless white needles or powder. Tasteless. (NTP, 1992)|1-naphthyl isothiocyanate is an isothiocyanate. It has a role as an insecticide. It derives from a hydride of a naphthalene.|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. It may cause skin and kidney damage.

1-Naphthyl isothiocyanate Basic Attributes

185.24

185.24

637868

208-990-8

HG44814A3V

89741

2811

DTXSID8025703

29309090

Characteristics

44.4

4.47

Yellow Fine Crystalline Powder

1.81 (NTP, 1992)

58 °C

190 °C @ Press: 20 Torr

167.2±27.1 °C

1.623

H2O: insoluble

2-8°C

Oral-rat LD50: 200 mg/kg; Oral-Mouse LD50: 105 mg/kg

Open flame is flammable; burning releases toxic nitrogen oxide and sulfur oxide fumes

This chemical is moisture sensitive. (NTP, 1992). Undergoes slow hydrolysis. Insoluble in water.

Isocyanates and Isothiocyanates

Water-Reactive

Isocyanates and thioisocyanates, such as ALPHA-NAPHTHYLISOTHIOCYANATE, 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)].

Safety Information

II

6.1

UN 2811 6.1/PG 3

3

20/21-25-36/37/38-42-23/24/25

22-26-36/37-45-24/25

NX9100000

T

The warehouse is ventilated at low temperature and dry; stored separately from oxidants, acids and food additives

Stable, but moisture sensitive. Incompatible with strong oxidizing agents.

P261-P280-P301 + P310-P305 + P351 + P338-P342 + P311

H301-H312 + H332-H315-H319-H334-H335

Flash point data for this material is not available, but it is probably combustible. (NTP, 1992)

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P285, P301+P310, P302+P352, P304+P312, P304+P340, P304+P341, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P342+P311, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled using a CO2, foam, and/or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly-closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

highly toxic

Drug Information

SYMPTOMS: This material can cause dermatitis, chills, fever, and kidney injury. ACUTE/CHRONIC HAZARDS: This chemical has high acute toxicity. It is hepatotoxic, may cause dermatitis and can be absorbed through the skin when in solution. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

1 Naphthylisothiocyanate

1-Naphthyl isothiocyanate Use and Manufacturing

Methods of Manufacturing

It is prepared by heating and refluxing α-naphthylthiourea in chlorobenzene. Add α-naphthylthiourea to chlorobenzene, heat to reflux to dissolve, and continue to reflux for 8 hours. After the chlorobenzene is recovered under reduced pressure, it is cooled and crystallized, extracted with hexane, and recovered hexane to obtain a crude product, which is recrystallized with acetone to obtain a finished product with a yield of over 85%.

Uses

Used as analytical reagent and organic synthesis intermediate.

Naphthalene, 1-isothiocyanato-: ACTIVE

Computed Properties

Molecular Weight:185.25
XLogP3:4.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:185.02992040
Monoisotopic Mass:185.02992040
Topological Polar Surface Area:44.4
Heavy Atom Count:13
Complexity:220
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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