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HomeProduct name listDBDCB

DBDCB

Synonym(s):1,2-Dibromo-2,4-dicyanobutane;1-Bromo-1-(bromomethyl)-1,3-propanedicarbonitrile;2-Bromo-2-(bromomethyl)glutaronitrile

  • CAS NO.:35691-65-7
  • Empirical Formula: C6H6Br2N2
  • Molecular Weight: 265.93
  • MDL number: MFCD00072483
  • EINECS: 252-681-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-24 17:31:20
DBDCB Structural

What is DBDCB?

Description

1,2-Dibromo-2,4-dicyanobutane is the main sensitizer of Euxyl K400, a widely used preservative agent in cosmetics, toiletries or metalwork fluids.
Methyldibromo glutaronitrile (MDBGN), also known as dibromocyanobutane, is to be found in the preservative system Euxyl K 400 (also called Tektamer 38), which is a mix of MDBGN and phenoxyethanol in a ratio of 1:4. Euxyl K 400 is a broad‐spectrum preservative with activity against fungi and bacteria. MDBGN is nearly always the allergen when sensitization to Euxyl K 400 occurs.

Chemical properties

Light yellow crystalline solid or powder. Commercial products may be soluble concentrate (liquid or solid); pellets/tablets. Mild, acrid, sweet odor.

Occurrence

MDBGN was historically widely used in cosmetics, sunscreens, shampoos, liquid soaps, and barrier and moisturizing creams used at work. Other sources include moistened toilet tissues, ultrasound gel, adhesives, soluble cutting oils, latex paints, vaginal examination gel and sanitary pads. The EU ban has reduced these exposures very signifi cantly. Nevertheless, its inclusion in products used in the workplace such as barrier creams and after‐work creams makes its inclusion in the European and BSCA baseline series still relevant at the current time.

The Uses of DBDCB

1,2-Dibromo-2,4-dicyanobutane is a preservative for metalworking fluids, cosmetics, adhesives, latex emulsions and paints, dispersed pigments and detergents; active ingredient in Euxyl K 400 and Tektamer 38.

Background

Bromothalonil, also known as Methyldibromo glutaronitrile (MDBGN), is a widely used preservative that can be found in many personal hygiene and industrial products. It is also a known allergen and dermatological irritant that has been banned in many EU countries due to increasing rates of contact allergy . In 2005, MDBGN was named in the top 15 most frequently positive allergens identified in patch tests by the North American Contact Dermatitis Group (NACDG).
Sensitivity to Bromothalonil may be identified with a clinical patch test.

Indications

Bromothalonil is approved for use within allergenic epicutaneous patch tests which are indicated for use as an aid in the diagnosis of allergic contact dermatitis (ACD) in persons 6 years of age and older.

Definition

ChEBI: An organobromine compound that consists of pentanedinitrile bearing bromo and bromomethyl substituents at position 2.

General Description

Crystals with a pungent odor. Insoluble in water. Used as a preservative in latex paint, adhesives, etc.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

DBDCB may polymerize in the presence of metals and some metal compounds. Incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents.

Agricultural Uses

Microbiocide: Tolerances have been established by the U.S. Food and Drug Administration when this substances is used as a preservative in food-grade adhesives and as a slimicide in the manufacture of food-grade paper and paperboard. Used to control slime-forming bacteria and fungi in recirculating water cooling system; oil-recovery drilling mud systems; paper mill and pulp mill water systems and similar industrial processing and chemical systems.

Trade name

BIOCHEK®; BIOCLEAR®; MERCK® 48051; METACIDE® 38; METASOL; TEKTAMER

Contact allergens

Methyldibromo glutaronitrile is a biocide widely used as a preservative agent in cosmetics, toiletries, and metalworking fluids. It is a potent allergen, banned in all cosmetics in the EU since 2007.

Safety Profile

Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO, and Br-.

Potential Exposure

Nitrile microbiocide used as a preser- vative in food grade adhesives and as a slimicide in the manufacture of food grade paper and paperboard; used to control slime-forming bacteria and fungi in recirculating water cooling system; oil recovery drilling mud systems; paper mill and pulp mill water systems and similar indus- trial processing and chemical systems.

Metabolism

Not Available

Shipping

UN3261 Corrosive solid, acidic, organic, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required. UN3439 Nitriles, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

Corrosive. Strong oxidizers and reducing agents, strong acids and bases. Reacts with acids, steam, warm water producing toxic and flammable hydrogen cya- nide fumes. Hydrogen cyanide is produced when propioni- trile is heated to decomposition. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give car- boxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids .

Waste Disposal

Recycle any unused portion of the material for its approved use or return it to the manu- facturer or supplier. Ultimate disposal of the chemical must consider: the material’s impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations .

Properties of DBDCB

Melting point: 48-50°C
Boiling point: 338.6±42.0 °C(Predicted)
Density  1.9436 (rough estimate)
refractive index  1.6300 (estimate)
storage temp.  2-8°C
Water Solubility  Insoluble in water
solubility  Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form  neat
color  White to Almost white
Merck  14,3021
BRN  1930600
CAS DataBase Reference 35691-65-7(CAS DataBase Reference)
EPA Substance Registry System 1-Bromo-1-(bromomethyl)-1,3-propanedicarbonitrile (35691-65-7)

Safety information for DBDCB

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H314:Skin corrosion/irritation
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for DBDCB

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