DBDCB

DBDCB Basic information
Product Name:DBDCB
Synonyms:2-bromo-2-(bromomethyl)-glutaronitril;2-bromo-2-(bromomethyl)-pentanedinitril;1-BROMO-1-(BROMOMETHYL)-1,3-PROPANEDICARBONITRILE;DIBROMODICYANOBUTANE;DIBROMOCYANOBUTANE;DIBROMIDICYANOBUTANE;1,2-BROMO-2,4-DICYANOBUTANE;BROMOTHALONIL
CAS:35691-65-7
MF:C6H6Br2N2
MW:265.93
EINECS:252-681-0
Product Categories:Building Blocks;C6 to C7;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks;Industrial/Fine Chemicals;FUNGICIDE
Mol File:35691-65-7.mol
DBDCB Structure
DBDCB Chemical Properties
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
LogP1.515 (est)
CAS DataBase Reference35691-65-7(CAS DataBase Reference)
EPA Substance Registry System1-Bromo-1-(bromomethyl)-1,3-propanedicarbonitrile (35691-65-7)
Safety Information
Hazard Codes Xn
Risk Statements 20/22-37/38-41-34-22
Safety Statements 26-36/37/39-45
RIDADR 3439
WGK Germany 2
RTECS MA5599000
HazardClass 9
PackingGroup III
HS Code 29269090
Hazardous Substances Data35691-65-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
DBDCB English
ALFA English
DBDCB Usage And Synthesis
Description1,2-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 PropertiesLight yellow crystalline solid or powder. Commercial products may be soluble concentrate (liquid or solid); pellets/tablets. Mild, acrid, sweet odor.
OccurrenceMDBGN 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.
Uses1,2-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.
DefinitionChEBI: An organobromine compound that consists of pentanedinitrile bearing bromo and bromomethyl substituents at position 2.
General DescriptionCrystals with a pungent odor. Insoluble in water. Used as a preservative in latex paint, adhesives, etc.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileDBDCB 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 UsesMicrobiocide: 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 nameBIOCHEK®; BIOCLEAR®; MERCK® 48051; METACIDE® 38; METASOL; TEKTAMER
Contact allergensMethyldibromo 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 ProfileExperimental reproductive effects. When heated to decomposition it emits toxic fumes of NO, and Br-.
Potential ExposureNitrile 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.
ShippingUN3261 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.
IncompatibilitiesCorrosive. 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 DisposalRecycle 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 .
DBDCB Preparation Products And Raw materials
Raw materialsGovernment regulation-->Acrylonitrile-->DOYLE DIRHODIUM CATALYST-RH2(4S-MEOX)4-->2-Methyleneglutaronitrile
DITHIANON 5-BROMOVALERONITRILE ISOCAPRONITRILE 2-BROMOPROPIONITRILE 1,2-DIBROMO-2,4-DICYANOBUTANE-1,3-14C 2-BROMO-2-METHYLPENTANE 1,2-Dibromobutane 1-Bromo-2-methylbutane 1,2-Dibromopentane 2-METHYLGLUTARONITRILE 2,3-Dibromopropionitrile Glutaronitrile 4-BROMOBUTYRONITRILE 3-BROMOPROPIONITRILE Bromoacetonitrile Penoxyethanol/MethyldibromoGlutaronitrile 1-BROMO-2-METHYLPENTANE DBDCB

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