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Home > Encyclopedia > Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate

Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate

Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate structure

Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate 

structure
  • CAS No:

    13863-31-5

  • Formula:

    C38H40N12O8S2.2Na

  • Chemical Name:

    Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate

  • Synonyms:

    Benzenesulfonic acid,2,2′-(1,2-ethenediyl)bis[5-[[4-[(2-hydroxyethyl)methylamino]-6-(phenylamino)-1,3,5-triazin-2-yl]amino]-,sodium salt (1:2);2,2′-Stilbenedisulfonic acid,4,4′-bis[[4-anilino-6-[(2-hydroxyethyl)methylamino]-s-triazin-2-yl]amino]-,disodium salt;Benzenesulfonic acid,2,2′-(1,2-ethenediyl)bis[5-[[4-[(2-hydroxyethyl)methylamino]-6-(phenylamino)-1,3,5-triazin-2-yl]amino]-,disodium salt;Disodium 4,4′-bis[[4-anilino-6-[(2-hydroxyethyl)methylamino]-s-triazin-2-yl]amino]-2,2′-stilbenedisulfonate;Tinopal 5BM;Disodium 4,4′-bis[4-anilino-6-[N-(2-hydroxyethyl)-N-methylamino]-s-triazin-2-ylamino]-2,2′-stilbenedisonate;Disodium 4,4′-bis([4-anilino-6-(N-methyl-2-hydroxyethylamino)-1,3,5-triazin-2-yl]amino)stilbene-2,2′-disulfonate;Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate;Phorwite RKH;Tinopal 5BM-XC;Optiblanc MTB

Description

OtherSolid

Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate Basic Attributes

900.9 g/mol

900.21723713 g/mol

237-600-9

DTXSID2027757

Characteristics

304 Ų

log Kow = 1.20

Safety Information

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.

Field MS et al; An Assessment of the Potential Adverse Properties of Fluorescent Tracer Dyes Used for Groundwater Tracing; Environ Monitoring and Assessment 38 91) 75-96 (1995)

H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|Aggregated GHS information provided by 146 companies from 2 notifications to the ECHA C&L Inventory.

Fluorescent whitening agents such as Tinopal 5BM are strongly adsorbed to soil(1).

Toxicity

Tinopal 5BM's production and use in heavy duty laundry detergents to whiten fabrics, paper, plastics, fibers, coatings, and waxes(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 6X10+8(SRC), determined from a structure estimation method(2), indicates that Tinopal 5BM will have low mobility in soil(SRC). As Tinopal 5BM may act as an ionic compound, volatilization of this compound will not be important from moist soil surfaces(3,SRC). Biodegradation data are not readily available for Tinopal 5BM. However, laboratory experiments showed that, in general, fluorescent whitening agents used in detergents are not readily biodegradable(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 6X10+8(SRC), determined from a structure estimation method(2), indicates that Tinopal 5BM will adsorb to suspended solids and sediment in water(SRC). In addition, due to the ionic nature of Tinopal 5BM, the retention of the brightener by ion-exchange processes(3,SRC), particularly on clay surfaces, and adsorption at mineral surfaces such as geothite(4,SRC), may lead to increased adsorption on some sediment and particulate surfaces(SRC). As Tinopal 5BM is an ionic compound, volatilization from water surfaces is not expected(3,SRC). According to a classification scheme(5), a BCF of less than 2.1(6), suggests that bioconcentration in aquatic organisms is low(SRC). Biodegradation data are not readily available for Tinopal 5BM. However, laboratory experiments showed that, in general, fluorescent whitening agents used in detergents are not readily biodegradable(7).|ATMOSPHERIC FATE: The ionic state of Tinopal 5BM makes this compound essentially non-volatile(1,SRC), therefore this compound should exist in the particulate phase in the ambient atmosphere. Particulate-phase Tinopal 5BM may be physically removed from the air by wet and dry deposition(SRC).

Tinopal 5BM is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(1). Fluorescent whitening agents, which includes Tinopal 5BM, have an UV absorption maximum between 340 to 360 nm in water and transform UV energy almost quantitatively into blue fluorescent light(2).

A BCF of less than 2.1 was determined for Tinopal 5BM(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for Tinopal 5BM can be estimated to be about 6X10+8(SRC). According to a classification scheme(2), this estimated Koc value suggests that Tinopal 5BM is expected to be immobile in soil(SRC). Due to the ionic nature of the brightener, the retention of Tinopal 5BM by ion-exchange processes(3,SRC), particularly on clay surfaces and adsorption at mineral surfaces such as geothite(4,SRC), may slow down or prevent leaching(SRC).

Since Tinopal 5BM is an ionic compound, volatilization from water and moist soil surfaces is not expected to be an important fate process(1,SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 2010 workers (1506 of these are female) are potentially exposed to Tinopal 5BM in the US(1). Occupational exposure to Tinopal 5BM may occur through dermal contact with this compound at workplaces where Tinopal 5BM is produced or used(SRC). The general population may be exposed to Tinopal 5BM via dermal contact with consumer products (i.e. detergents) containing Tinopal 5BM(SRC).

Drug Information

TINOPAL 5BM SHOWED LOW TOXICITY IN REPEATED INSULT PATCH TESTS IN HUMANS.

Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate Use and Manufacturing

Methods of Manufacturing

REACTION OF 4,4'-DIAMINOSTILBENE-2,2'-DISULFONIC ACID WITH CYANURIC CHLORIDE, FOLLOWED BY REACTION WITH ANILINE AND 2-HYDROXYETHYLMETHYLAMINE

Uses

Dyes

Production

(1977) NOT PRODUCED COMMERCIALLY IN US|(1979) NOT PRODUCED COMMERCIALLY IN US

Paint and coating manufacturing|Benzenesulfonic acid, 2,2'-(1,2-ethenediyl)bis[5-[[4-[(2-hydroxyethyl)methylamino]-6-(phenylamino)-1,3,5-triazin-2-yl]amino]-, sodium salt (1:2): ACTIVE|TRADEMARK FOR A GROUP OF FLUORESCENT WHITENING AGENTS, WHICH ABSORB ULTRAVIOLET LIGHT IN THE NEAR VISIBLE RANGE & RE-EMIT THE ENERGY AS VISIBLE LIGHT. /TINOPAL/

QUALITATIVE THIN LAYER CHROMATOGRAPHIC CHARACTERIZATION OF FLUORESCENT BRIGHTENERS IN FIBERS & DETERGENTS.

Computed Properties

Molecular Weight:900.9
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:20
Rotatable Bond Count:16
Exact Mass:900.21723713
Monoisotopic Mass:900.21723713
Topological Polar Surface Area:304
Heavy Atom Count:62
Complexity:1410
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Guide of Disodium 4,4′-bis[[4-anilino-6-(N-methyl-N-2-hydroxyethyl)amino-1,3,5-triazin-2-yl]amino]stilbene-2,2′-disulfonate

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