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Benzoguanamine

Benzoguanamine structure

Benzoguanamine 

structure
  • CAS No:

    91-76-9

  • Formula:

    C9H9N5

  • Chemical Name:

    Benzoguanamine

  • Synonyms:

    1,3,5-Triazine-2,4-diamine,6-phenyl-;s-Triazine,2,4-diamino-6-phenyl-;6-Phenyl-1,3,5-triazine-2,4-diamine;Benzoguanimine;4,6-Diamino-2-phenyl-s-triazine;2,4-Diamino-6-phenyl-s-triazine;2-Phenyl-4,6-diamino-1,3,5-triazine;Benzoguanamine;ENT 60118;2,4-Diamino-6-phenyl-1,3,5-triazine;2-Phenyl-4,6-diamino-s-triazine;2,6-Diamino-4-phenyl-1,3,5-triazine;NSC 3267;Nikaganamine;Benzoquanamine;6-Phenyl-2,4-diamino-1,3,5-triazine;2,4-Diamino-6-phenyltriazine;26676-98-2;1426672-77-6

  • Categories:

    Cosmetic Ingredient  >  Antioxidant Ingredient

Description

white crystalline powder


DryPowder|WHITE CRYSTALS OR POWDER.

Benzoguanamine Basic Attributes

187.2

187.20

153223

202-095-6

B9E2Q3VTUB

1680

3267

DTXSID1020142

CRYSTALS|NEEDLES OR PRISMS FROM ALCOHOL

29336980

Characteristics

90.7

1.4

DryPowder

1.40 g/cm3 @ Temp: 25 °C

227-228 °C

495.8°C at 760 mmHg

285.8±11.2 °C

1.698

Solubility in water, g/100ml at 20°C: 0.03 (very poor)

Store below +30°C.

LD50 orally in Rabbit: 1470 mg/kg

Safety Information

I; II; III

IRRITANT

2

22-52/53

61

XY7000000

Xn

Provision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs. Store in an area without drain or sewer access.

Stable under normal temperatures and pressures.

P264, P270, P273, P301+P312, P330, P501

H302

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Weisburger EK et al; J. Environ. Pathol. Toxicol. 2 (2): 325-356 1978. Testing of twenty-one environmental aromatic amines or derivatives for long-term toxicity or carcinogenicity.

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P273, P301+P312, P330, and P501|Danger|H302 (98.87%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P301+P312, P304+P312, P304+P340, P311, P312, P321, P330, P403+P233, P405, and P501|Aggregated GHS information provided by 529 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P201, P202, P261, P264, P270, P271, P281, P301+P312, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P330, P337+P313, P405, and P501

Extinguish fire using agent suitable for type of surrounding fire. ... Use water in flooding quantities as fog. Use "alcohol foam" ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Triazine pesticide (compounds and preparations), solid (insecticides, agricultural, not elsewhere classified, other than liquid)/|Avoid breathing dusts & fumes from burning material. Keep upwind. /Triazine pesticide, solid, not otherwise specified, (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Triazine pesticide, solid, not otherwise specified (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/ Not elsewhere classified.|Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Triazine pesticide, solid, not otherwise specified (compounds and preparations), (agricultural insecticides, not elsewhere classified, other than liquid)/

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Do NOT let this chemical enter the environment.

Provision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs. Store in an area without drain or sewer access.

A nuisance-causing concentration of airborne particles can be reached quickly when dispersed, especially if powdered.

The substance is mildly irritating to the eyes.

PREVENT DISPERSION OF DUST!

Protective gloves.

Wear safety spectacles.

The major hazards encountered in the use and handling of 2,4-diamino-6-phenyl-1,3,5-triazine stem from its toxicologic properties. Toxic by inhalation and ingestion, exposure to this crystalline substance may occur from its use in the manufacture of thermosetting resins, and as a chemical intermediate for pesticides, pharmaceuticals, and dyestuffs. In activities and situations where over exposure may occur, wear a self-contained breathing apparatus and personal protective clothing. If contact should occur, immediately flush affected skin or eyes with running water for at least 15 minutes. Remove contaminated clothing and shoes at the site. While this substance does not ignite easily, it may burn with the production of irritating and poisonous gases. For fires involving this substance, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. This substance may be shipped via air, rail, road, and water, in containers bearing the label "Poison". Small dry spills of this substance may be placed into a clean, dry, covered container for later disposal (liquid solutions are first absorbed in sand or other noncombustible absorbent). Large liquid spills should be diked far ahead to prevent this substance from entering water sources and sewers. Before implementing land disposal of this substance, consult with regulatory agencies for guidance.

Toxicity

2,4-DIAMINO-6-PHENYL-1,3,5-TRIAZINE PROTECTED CHICKS AGAINST THE ACTIONS OF PICROTOXIN, LEPTAZOL & STRYCHNINE HYDROCHLORIDE.

2,4-Diamino-6-phenyl-1,3,5-triazine's use in thermosetting resins, resin modifiers; as a chemical intermediate for pesticides, pharmaceuticals, and dyestuffs(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 130(SRC), determined from a log Kow of 1.36(2) and a regression-derived equation(3), indicates that 2,4-diamino-6-phenyl-1,3,5-triazine is expected to have high mobility in soil(SRC). Volatilization of 2,4-diamino-6-phenyl-1,3,5-triazine from moist soil surfaces is not expected to occur(SRC) given an estimated Henry's Law constant of 4.1X10-11 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 2,4-Diamino-6-phenyl-1,3,5-triazine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 1.2X10-7 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were unavailable for 2,4-diamino-6-phenyl-1,3,5-triazine(SRC), but triazine compounds, in general, are slowly biodegraded(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 130(SRC), determined from a log Kow of 1.36(2) and a regression-derived equation(3), indicates that 2,4-diamino-6-phenyl-1,3,5-triazine is not expected to adsorb to suspended solids and sediment in water(SRC). 2,4-Diamino-6-phenyl-1,3,5-triazine is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 4.1X10-11 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 6.4(3,SRC), from the log Kow(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not found for 2,4-diamino-6-phenyl-1,3,5-triazine(SRC), but triazine compounds, in general, are slowly biodegraded(6).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-diamino-6-phenyl-1,3,5-triazine, which has an estimated vapor pressure of 1.2X10-7 mm Hg at 25 °C(2,SRC), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2,4-diamino-6-phenyl-1,3,5-triazine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.4 days(3,SRC). Particulate-phase 2,4-diamino-6-phenyl-1,3,5-triazine may be physically removed from the air by wet and dry deposition(SRC).

The rate constant for the vapor-phase reaction of 2,4-diamino-6-phenyl-1,3,5-triazine with photochemically-produced hydroxyl radicals has been estimated as 3.7X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 4.4 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

An estimated BCF of 6.4 was calculated for 2,4-diamino-6-phenyl-1,3,5-triazine(SRC), using a log Kow of 1.36(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of 2,4-diamino-6-phenyl-1,3,5-triazine is estimated as approximately 130(SRC), using a log Kow of 1.36(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that 2,4-diamino-6-phenyl-1,3,5-triazine is expected to have high mobility in soil(SRC). Adsorption of 2,4-diamino-6-phenyl-1,3,5-triazine, 5X10-5 M, by Na-montmorillonite at four pH levels was approximately 310 umol/g at pH 1, 460 umol/g at pH 2, 475 umol/g at pH 4, and 200 umol/g at pH 6.5; maximum adsorption by the clay occurred at pH levels in the vicinity of the pKa, 3.7(4). This compound's pKa of 3.7(4), indicates it will exist predominately in the unionized form under environmental pHs(SRC). Weak bases, such as 2,4-diamino-6-phenyl-1,3,5-triazine, are more mobile in alkaline soils because cations are much more strongly adsorbed by ion exchange on organic and inorganic surfaces than the unionized bases are by organic matter(5).

The Henry's Law constant for 2,4-diamino-6-phenyl-1,3,5-triazine is estimated as 4.1X10-11 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,4-diamino-6-phenyl-1,3,5-triazine is expected to be essentially nonvolatile from water and moist soil surfaces(2,SRC). 2,4-Diamino-6-phenyl-1,3,5-triazine is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 1.2X10-7 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to 2,4-diamino-6-phenyl-1,3,5-triazine may occur through inhalation of dust particles and dermal contact with this compound at workplaces where 2,4-diamino-6-phenyl-1,3,5-triazine is used. (SRC)

Drug Information

SINCE CHLOROSIS IS THE FIRST SIGN OF THE EFFECT OF TRIAZINES ON PLANTS, INTERFERENCE WITH CARBON DIOXIDE ASSIMILATION & SUGAR FORMATION CAN BE EXPECTED. STUDIES SHOWING THAT HILL REACTION IS INHIBITED CONFIRMED THIS. /TRIAZINES/|... Their chief mode of action appears to involve carbohydrate metabolism. The chlorinated s-triazines inhibit starch accumulation by blocking the prodn of sugars. Similar behavior has been shown for the methoxy & methylthio-s-triazines. It has been reported that the s-triazines affect the tricarboxylic acid cycle with activation of phospho-phenyl pyruvate-carboxylase causing the disappearance of sucrose & glyceric acid with the formation of aspartic & malic acids. /s-Triazines/

Fresh air, rest.


Rinse and then wash skin with water and soap.


Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

6-phenyl-1,3,5-triazine-2,4-diamine

The substance can be absorbed into the body by ingestion.

Redness.

Benzoguanamine Use and Manufacturing

Methods of Manufacturing

It is synthesized with benzonitrile and dicyandiamide as raw materials. The synthesis reaction is carried out in an organic solvent (butanol), and sodium hydroxide is used as a catalyst. The reaction emits heat to precipitate benzene melamine diamine, which is vacuum filtered, washed with water, and dried to obtain a finished product. The industrial product is a white powder with a melting point of 224-228°C. Each ton of product consumes 580kg of benzonitrile and 580kg of dicyandiamide.

Uses

Can be mixed with alkyd resin, acrylic resin, etc. to make paint


Fillers


Paints and coatings

Production

500,000 - 1,000,000 lb

Paint and coating manufacturing|1,3,5-Triazine-2,4-diamine, 6-phenyl-: ACTIVE

Computed Properties

Molecular Weight:187.20
XLogP3:1.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:187.08579531
Monoisotopic Mass:187.08579531
Topological Polar Surface Area:90.7
Heavy Atom Count:14
Complexity:170
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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