벤조쿠아나민

Benzoguanamine

HCID 7064CAS 91-76-9

기본 정보

표준 SMILES
Nc1nc(N)nc(-c2ccccc2)n1
InChIKey
GZVHEAJQGPRDLQ-UHFFFAOYSA-N
분자식
C9H9N5
평균 분자량
187.2 g/mol
단동위원소 질량
187.08579529

개요

structure in first source

이름 및 식별자

우선 이름
Benzoguanamine
IUPAC
6-phenyl-1,3,5-triazine-2,4-diamine
현지명
벤조쿠아나민
영어명
Benzoguanamine
분자식
C9H9N5
분자량
187.2

이름 및 동의어

Benzoguanamine91-76-96-Phenyl-1,3,5-triazine-2,4-diamine2,4-DIAMINO-6-PHENYL-1,3,5-TRIAZINEBenzoguanimine1,3,5-Triazine-2,4-diamine, 6-phenyl-USAF RH-54,6-Diamino-2-phenyl-s-triazine2,4-Diamino-6-phenyl-s-triazine2-Phenyl-4,6-diamino-1,3,5-triazineENT 60118s-Triazine, 2,4-diamino-6-phenyl-
이름 더 보기
벤조쿠아나민2,4-다이아미노-6-페닐-S-트라이아진벤조구아나민2,4-디아미노-6-페닐-1,3,5-트리아진6-Phenyl-1,3,5-triazine-2,4-diyldiamineBenzoguanaminent60118usafrh-5BENZOGUANAME
DTXSID1020142B9E2Q3VTUB1,3,5-Triazine, 2,4-diamino-6-phenyl-NSC-3267DTXCID50142RefChem:443176202-095-62-Phenyl-4,6-diamino-s-triazine

데이터베이스 식별자

CAS
91-76-9
PubChem CID
7064
DTXSID
DTXSID1020142
ChEMBL
CHEMBL337319
UNII
B9E2Q3VTUB
EC Number
202-095-6
Nikkaji
J4.346J

물성

구조 계산 물성

XLogP
1.4
극성 표면적
90.7 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
1
무거운 원자 수
14

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Triazines
FragrancesFragrance Ingredient (1,3,5-Triazine-2,4-diamine, 6-phenyl-) -> IFRA transparency List
LogP · 2건

log Kow= 1.36

1.38

Density · 2건

1.40 @ 25 °C/4 °C

1.42 g/cm³

Color/Form · 2건

CRYSTALS

NEEDLES OR PRISMS FROM ALCOHOL

Solubility · 6건

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)

물리화학적 성질

녹는점
219 · 219-221 °C(lit.)
끓는 점
311.95 °C · 311.95°C (rough estimate)
밀도
1.4 · 1.4
증기압
0 Pa · 0Pa at 100℃
굴절률
1.69 · 1.6900 (estimate)
인화점
270 °C · >270°C

화학적 성질

white crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 6건

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)

유해성 정보

Regulatory Information · 4건

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

Fire HazardsNot combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Hazards Summary · 2건

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.

EC ClassificationSymbol: Xn; R: 22-52/53; S: (2)-61
Special ReportsWeisburger 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.
Chemical DangersDecomposes on heating. This produces toxic gases and irritating fumes. Reacts with strong oxidants.

안전 및 보호

Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures · 4건

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 .

Safe StorageProvision to contain effluent from fire extinguishing. Separated from strong oxidants and food and feedstuffs. Store in an area without drain or sewer access.
Fire Fighting Procedures · 2건

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)/

Disposal Methods · 1건

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.

Spillage Disposal · 1건

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.

독성 정보

Interactions2,4-DIAMINO-6-PHENYL-1,3,5-TRIAZINE PROTECTED CHICKS AGAINST THE ACTIONS OF PICROTOXIN, LEPTAZOL & STRYCHNINE HYDROCHLORIDE.
Environmental Fate · 3건

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).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Signs and SymptomsRedness.
ICSC Environmental DataThe substance is harmful to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
XY7000000
독성
LD50 orally in Rabbit: 1470 mg/kg
HS 번호
29336980
risk_code
22-52/53

화학 및 산업

약리 정보

Mechanism of Action · 2건

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/

용도 및 제조

Uses · 5건

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.

U.S. Imports(1983) 5.61X10+5 lb
U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesAdhesion/cohesion promoter
Industry UsesMonomers
Methods of ManufacturingPREPARED FROM BENZONITRILE & DICYANDIAMIDE IN PRESENCE OF SODIUM & LIQUID AMMONIA. FROM BENZONITRILE & DICYANDIAMIDE IN PRESENCE OF POTASSIUM HYDROXIDE & METHYL CELLOSOLVE.

응용 분야

용도In the manufacture of thermosetting resins, pesticides, pharmaceuticals and dyestuffs.

제조 방법 · 1건

Benzoguanamine closely resembles melamine in that reaction with formaldehyde gives methylol derivatives and then resinous condensates. Butylated benzoguanamine-formaldehyde resins have found some use in surface coatings. In a typical preparation, benzoguanamine (1 mole) is heated with formalin (3 mole formaldehyde) at pH 8.3 and 70-80°C until the guanamine has dissolved. n-Butanol (9 mole) and a small amount of hydrochloric acid are added and the azeotrope distilled off until removal of water is complete. Like their melamine counterparts, butylated benzoguanamine-formaldehyde resins are most commonly used in admixture with alkyd resins. The resulting coatings are very similar to those based on melamine but they show improved resistance to alkalis.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
苏州启航生物科技有限公司18151111370 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]

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