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Diphenylthiourea

Diphenylthiourea structure

Diphenylthiourea 

structure
  • CAS No:

    102-08-9

  • Formula:

    C13H12N2S

  • Chemical Name:

    Diphenylthiourea

  • Synonyms:

    Thiourea,N,N′-diphenyl-;Carbanilide,thio-;N,N′-Diphenylthiourea;s-Diphenylthiocarbamide;sym-Diphenylthiourea;1,3-Diphenyl-2-thiourea;Sulfocarbanilide;Thiocarbanilide;N,N′-Diphenylthiocarbamide;1,3-Diphenylthiourea;Diphenylthiourea;Stabilisator C;Vulkacit CA;Rhenocure CA;Nocceler C;NSC 28134;NSC 686;Accelerant CA;1,3-Bis(phenyl)thiourea;CA;Accelerator CA;CA 50;Accelerator C;1198616-09-9

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

white powderWhite to off-white powder.


Thiocarbanilide is an organic chemical compound with the formula (C6H5NH)2CS. This white solid is a derivative of thiourea. It is prepared by the reaction of aniline and carbon disulfide.


Thiocarbanilide is a white to off-white powder. (NTP, 1992)|DryPowder


Thiocarbanilide is a white to off-white powder. (NTP, 1992)|N,N'-diphenylthiourea is thiourea in which each nitrogen carries a phenyl substituent. It has a role as an allergen.

Diphenylthiourea Basic Attributes

228.31

228.31

644277

203-004-2

9YCB5VR86Z

28134|686

2811

DTXSID4026139

CRYSTALLINE LEAFLETS|GRAY POWDER|WHITE TO FAINT GRAY POWDER

2930909090

Characteristics

56.2

2.2

White to pale yellow Crystalline Powder

1.32 g/cm3

154 °C

50℃

164.7±23.2 °C

1.5700 (estimate)

H2O: <0.01 g/100 mL at 19 ºC;VERY SOL IN CHLOROFORM & OLIVE OIL

Store below +30°C.

4.93E-05mmHg at 25°C

MLD orally in rabbits: 1.5 g/kg (Hanzlik, Irvine)

Insoluble in water.

Amides and Imides

An organosulfide amide. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Safety Information

II

6.1

UN 2811 6.1/PG 2

3

25

36/37/39-45-24/25

FE1225000

T

Stable. Combustible. Incompatible with strong oxidizing agents.

P301 + P310 + P330

H300

UN 2811

P301 + P310 + P330

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Danger|H300 (30.94%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P272, P273, P280, P281, P301+P310, P302+P352, P308+P313, P314, P321, P330, P333+P313, P363, P391, P405, and P501|Aggregated GHS information provided by 139 companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P301+P310, P302+P352, P321, P330, P333+P313, P363, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide 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: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol 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 store this material in a refrigerator. (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)

COMBUSTIBLE.

Toxicity

MLD RABBITS ORAL 1500 MG/KG

Drug Information

1,3-DIPHENYLTHIOUREA YIELDS 1-(P-HYDROXYPHENYL)-3-PHENYLTHIOUREA IN RABBIT: WILLIAMS, RT, BIOCHEM J, 80, 1 PAGE (1961). /FROM TABLE/

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits highly toxic fumes. (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)

LOW TOXICITY.

1,3-diphenyl-2-thiourea

Diphenylthiourea Use and Manufacturing

Methods of Manufacturing

FROM ANILINE & CARBON DISULFIDE: FRY, J AM CHEM SOC 35, 1539 (1913); STASSE, US PATENT 2,435,295 (1948 TO ALLIED CHEM & DYE); FROM POTASSIUM ETHYLXANTHATE & ANILINE: ARAVINDAKSKAN ET AL, INDIAN J CHEM 1(9), 395 (1963).

Uses

Vulcanizing accelerator; sulfur dyes.


Accelerator

Production

100,000 - 500,000 lb

Rubber product manufacturing|Thiourea, N,N'-diphenyl-: ACTIVE|TESTED AS A FUNGICIDE ON ASPERGILLUS NIGER & FUSARIUM OXYSPORUM IN VITRO.|TESTED AS AN INSECTICIDE AGAINST COTTON LEAFWORM LARVAE (SPODOPTERA LITTORALIS) & MOSQUITO (CULEX PIPIENS).|USED IN SURGICAL SCRUBS, ANTISEPTIC SKIN CLEANSERS & HAND LOTIONS.|INHIBITORY ACTION BY THE THIOCARBANILIDE DERIV AW 16' 1989 UPON MYCOBACTERIUM TUBERCULOSIS, M KANSASII & M MARINUM WAS STUDIED. MYCOBACTERIUM TUBERCULOSIS & M KANSASII WERE INHIBITED BY AW 16' 1989 BUT M MARINUM WAS NOT INHIBITED.

Computed Properties

Molecular Weight:228.31
XLogP3:2.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:228.07211956
Monoisotopic Mass:228.07211956
Topological Polar Surface Area:56.2
Heavy Atom Count:16
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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