ベンゾグアナミン

log Kow= 1.36

1.38

1.40 @ 25 °C/4 °C

1.42 g/cm³

CRYSTALS

NEEDLES OR PRISMS FROM ALCOHOL

SOL IN METHYL CELLOSOLVE; INSOL IN BENZENE

0.06% IN WATER @ 22 °C; 0.6% IN WATER @ 100 °C

> 10% in ethanol

> 10% in ethyl ether

For more Solubility (Complete) data for 2,4-DIAMINO-6-PHENYL-1,3,5-TRIAZINE (7 total), please visit the HSDB record page.

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

227-228 °C

228 °C

Liquid; Dry Powder

White solid; [ICSC] Crystalline solid; [Alfa Aesar MSDS]

WHITE CRYSTALS OR POWDER.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, and P501 (click each P-code to see the statement)

Warning

H302+H332 (21.6%): Harmful if swallowed or if inhaled [Warning Acute toxicity, oral; acute toxicity, inhalation]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P304+P340, P305+P351+P338, P317, P330, P337+P317, and P501 (click each P-code to see the statement)

Chemical: 1,3,5-Triazine-2,4-diamine, 6-phenyl-

1,3,5-Triazine-2,4-diamine, 6-phenyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3,5-Triazine-2,4-diamine, 6-phenyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14934

2,6-Diamino-4-phenyl-1,3,5-triazine: Does not have an individual approval but may be used under an appropriate group standard

No evidence of carcinogenicity in mice or rats; Emergency treatment: Triazine herbicides; Triazine herbicides have a low level of toxicity to mammals. Toxicity is more likely to be due to other ingredients in the formulation, e.g. the solvents. [HSDB] A mild eye irritant; [ICSC] Not irritating to skin and slightly irritating to eyes of rabbits; Edema in the forestomach was the major toxicity observed in acute oral lethal-dose study; Effects on liver observed (increased enzymes) in repeated dose gavage study of rats; NOAEL for repeated dose toxicity was 20mg/kg/day; Not mutagenic in vivo; NOAELs for reproductive toxicity were 100 mg/kg/day for males (highest dose tested), 4 mg/kg/day for females (lack of nursing activity), and 20 mg/kg/day for offspring (decreased birth index and body weight); No external abnormalities observed in pups; [OECD SIDS: 2,4-Diamino-6-phenyl-1,3,5-triazine - 2001] An irritant; [Alfa Aesar MSDS]

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.

Acute Tox. 4 (98.9%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

Hazardous to the aquatic environment (Acute) - Category 3

Acute Tox. 4 *

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.

UN 2763; Triazine pesticide, solid, not otherwise specified

UN 2997; Triazine pesticide, liquid, flammable, toxic, not otherwise specified, flashpoint between 23 °C and 61 °C

UN 2764; Triazine pesticide, liquid, flammable, toxic, not otherwise specified, flashpoint less than 23 °C

UN 2998; Triazine pesticide, liquid, not otherwise specified

For more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for 2,4-DIAMINO-6-PHENYL-1,3,5-TRIAZINE (6 total), please visit the HSDB record page.

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).

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

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)/

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.

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.

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)/

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 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).

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).

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 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).

INHIBITION OF PIGEON LIVER DIHYDROFOLIC REDUCTASE BY 2,4-DIAMINO-6-SUBSTITUTED-S-TRIAZINES AND 2,4-DIAMINO-6-SUBSTITUTED PYRIMIDINES WERE COMPARED. 2,4-DIAMINO-6-PHENYLPYRIMIDINE & 2,4-DIAMINO-6-METHYLPYRIMIDINE WERE BETTER INHIBITORS THAN THE CORRESPONDING S-TRIAZINES, 2,4-DIAMINO-6-METHYL-S-TRIAZINE & 2,4-DIAMINO-6-PHENYL-S-TRIAZINE.

ORAL ADMIN OF BENZOGUANAMINE (1-3% IN DIET) CAUSED BLINDNESS IN CHICKS.

BENZOGUANAMINE ADMIN IN DIET 18 MONTHS TO MALE CHARLES RIVER RATS (500 & 1000 MG/KG DIET) & MALE & FEMALE HAM/ICR MICE (2000 & 4000 MG/KG DIET) PROVED TO BE INACTIVE IN CARCINOGENICITY STUDIES.

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/

Used in thermosetting resins and resin modifiers, daylight fluorescent paints to increase their resistance to weathering, baking enamels, and amino resins for coatings (resistant to laundry detergents); Also used as a stabilizer for aqueous formaldehyde solutions and as a chemical intermediate (pesticides, pharmaceuticals, and dyestuffs); [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

Thermosetting resins, resin modifiers; chemical intermediate for pesticides, pharmaceuticals, and dyestuffs

In industrial paints; addition of benzoguanamine to baking enamels based on melamine alkyd resins leads to increased gloss, elasticity, and stability toward alkali; used in the preparation of daylight fluorescent paints to increase their resistance to weathering; benzoguanamine is also an effective stabilizer for aqueous formaldehyde solutions, preventing the separation of formaldehyde polymers.

Used in amino resins for coatings because it provides excellent resistance to laundry detergent.

Synthetic Dye and Pigment Manufacturing

1,3,5-Triazine-2,4-diamine, 6-phenyl-: ACTIVE