|
| | Cyanogen bromide Basic information |
| | Cyanogen bromide Chemical Properties |
| Melting point | 50-53 °C (lit.) | | Boiling point | 61-62 °C (lit.) | | density | 1.443 g/mL at 25 °C | | vapor density | 3.65 (vs air) | | vapor pressure | 100 mm Hg ( 22.6 °C) | | refractive index | 1.4670 (estimate) | | Fp | 61.4°C | | storage temp. | 2-8°C | | solubility | Soluble in chloroform, dichloromethane, ethanol, diethyl ether, benzene and acetonitrile. | | form | Solution | | color | White | | Odor | Penetrating odor | | Water Solubility | decomposed slowly by cold H2O [HAW93] | | Sensitive | Moisture & Light Sensitive | | Merck | 14,2693 | | BRN | 1697296 | | Exposure limits | No exposure limit is set. However, on the basis of the exposure limits of related compounds a ceiling limit of 0.5 ppm (2 mg/m3) is recommended. | | Stability: | Stable. Reacts violently with water and with mineral and organic acids. | | CAS DataBase Reference | 506-68-3(CAS DataBase Reference) | | NIST Chemistry Reference | Cyanogen bromide(506-68-3) | | EPA Substance Registry System | Cyanogen bromide (506-68-3) |
| | Cyanogen bromide Usage And Synthesis |
| Chemical Properties | white crystalline solid | | Chemical Properties | Cyanogen bromide is a colorless or white,
volatile, crystalline solid with a penetrating odor.
| | Uses | Reaction with C60Ph5Cl produces a novel phenylated isoquinolino[3′,4′:1,2][60]fullerene.1 | | Uses | Reagent for the synthesis of cyanamides. | | Uses | Cyanogen bromide is used in organic synthesis and as a reagent in bioanalysis. | | Production Methods | Cyanogen bromide may be prepared by either the action of
bromine on potassium cyanide or the interaction of sodium
bromide, sodium cyanide, sodium chlorate, and sulfuric
acid. | | Synthesis Reference(s) | Journal of the American Chemical Society, 68, p. 2102, 1946 DOI: 10.1021/ja01214a501 | | General Description | Cyanogen bromide is a colorless to white crystalline solid with a penetrating odor. Cyanogen bromide is slightly soluble in water. Cyanogen bromide is gradually decomposed by water and very rapidly by acids to give off hydrogen bromide, a flammable and poisonous gas. Contamination with many materials can cause rapid decomposition of the material. Cyanogen bromide is toxic by inhalation of its vapors or by the hydrogen cyanide from decomposition or by ingestion. Toxic oxides of nitrogen are produced in fire involving Cyanogen bromide. Cyanogen bromide is used in gold extraction, to make other chemicals, and as a fumigant. | | Air & Water Reactions | Cyanogen bromide is slightly soluble in water. Cyanogen bromide is gradually decomposed by water and very rapidly by acids to give off hydrogen bromide, a poison gas. | | Reactivity Profile | Cyanogen bromide is not combustible itself, but impure Cyanogen bromide decomposes rapidly and tends to explode. A violent reaction may take place on contact with large quantities of acid. Avoid physical damage, contact with acids or water, and store away from a location where water may be needed for fire control. [EPA, 1998]. Benzene and cyanogen halides yield HCl as a byproduct (Hagedorn, F. H. Gelbke, and Federal Republic of Germany. 2002. Nitriles. In Ullman Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH & Co. KGaA.). | | Health Hazard | Super toxic; probable oral lethal dose in humans is less than 5 mg/kg or a taste (less than 7 drops) for a 70 kg (150 lb.) person. Vapors are highly irritant and very poisonous. Individuals with chronic diseases of the kidneys, respiratory tract, skin, or thyroid are at greater risk of developing toxic cyanide effects. | | Health Hazard | Cyanogen bromide is a highly toxic substance. Its toxic effects are similar to those of HCN. However, it is not as toxic as HCN. Because it volatilizes readily at ambient temperature, inhalation is the major toxic route. The toxic symptoms in humans may be nausea, headache, and chronic pulmonary edema. Exposure to 100 ppm for 10 minutes can be fatal to humans.
LC50 inhalation (mice): 500 mg/m3/10 min
Cyanogen bromide is an irritant. | | Health Hazard | The acute toxicity of cyanogen bromide is high. Toxic effects are similar to but not as severe as those of hydrogen cyanide. Toxic symptoms may include cyanosis, nausea, dizziness, headache, lung irritation, chest pain, and pulmonary edema, which may be fatal.
Cyanogen bromide may cause chronic pulmonary edema. | | Health Hazard | Exposure to cyanogen bromide is dangerous. The chemical substance is poisonous and
causes fatal injury if swallowed, inhaled, or absorbed through the skin. It is corrosive and the vapors cause severe irritation to the eyes and respiratory tract, and cause burns to any
area of contact. On contact with acids, cyanogen bromide liberates poisonous gas, affecting
the blood, cardiovascular system, CNS, and thyroid. | | Fire Hazard | Cyanogen bromide is noncombustible. Impure material decomposes rapidly and can be explosive. | | Fire Hazard | Cyanogen bromide is not combustible itself, but impure Cyanogen bromide decomposes rapidly and tends to explode. A violent reaction may take place on contact with large quantities of acid. Vapors are highly irritating. When material is heated to decomposition, Cyanogen bromide emits very toxic fumes of cyanide and bromide. Avoid water, acids. Avoid physical damage, contact with acids or water, and store away from a location where water may be needed for fire control. | | Flammability and Explosibility | Cyanogen bromide is noncombustible. Impure material decomposes rapidly and can be explosive. | | Safety Profile | A human and
experimental poison by inhalation.
Corrosive. When heated to decomposition it
emits very toxic fumes of CNand Br-.
Possibly unstable. See also other cyanogen
entries; CYANIDE; and BROMIDES. | | Potential Exposure | Used as an activating reagent for
insoluble supports for affinity absorption. In danger are
those manufacturing this compound or using it in organic
synthesis or as a fumigant; in textile treatment; in gold
cyaniding. It may have been used as a military poison
gas. | | storage | work with BrCN should be conducted in a fume hood to prevent exposure by inhalation, and splash goggles and impermeable gloves should be worn at all times to prevent eye and skin contact. Containers of cyanogen bromide should be kept tightly sealed and stored under nitrogen in a secondary container in a refrigerator. | | Shipping | UN1889 Cyanogen bromide, Hazard class: 6.1;
Labels: 6.1-Poisonous materials, 8-Corrosive material. A
DOT regulated marine pollutant. | | Purification Methods | All operations with this substance should be performed in a very efficient fume cupboard-it is very POISONOUS and should be handled in small amounts. Fresh commercial material is satisfactory for nearly all purposes and does not need to be purified. It is a white crystalline solid with a strong cyanide odour. If it is reddish in colour and partly liquid or paste-like, then it is too far gone to be purified, and fresh material should be sought. It can be purified by distillation using small amounts at a time, and using a short wide-bore condenser because it readily solidifies to a crystalline white solid which may clog the condenser. An appropriate gas mask should be used when transferring the molten solid from one container to another, and the operation should be done in an efficient fume cupboard. The melting point (m 49-51o) should be measured in a sealed tube. [Hartman & Dreger Org Synth Coll Vol II 150 1948.] | | Incompatibilities | May be unstable unless dry and pure;
impure cyanogen bromide decomposes rapidly and tends to
explode. Cyanogen bromide decomposes violently on heat-
ing or on contact with water, acids, or acid vapors; produc-
ing highly toxic and flammable hydrogen cyanide and
corrosive hydrogen bromide. Avoid physical damage, con-
tact with acids or water, and store away from a location
where water may be needed for fire control
. Violent
reaction with ammonia, amines. | | Waste Disposal | May be added to strong alka-
line solution of calcium hypochlorite, let stand for 24 hours
and flush to sewer. May also be dissolved in flammable
solvent and sprayed into an incinerator equipped with after-
burner and scrubber. |
| | Cyanogen bromide Preparation Products And Raw materials |
| Raw materials | Sodium bromide | | Preparation Products | 4-METHOXY-2-MORPHOLIN-4-YL-THIAZOLE-5-CARBALDEHYDE-->Fluoxetine-->Admire-->((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one-->2-Bromofuran-->MORPHOLINE-4-CARBOTHIOAMIDE-->2-(4-difluoromethoxy)phenyl-3-methyl butyric acid-->Diethyl cyanophosphonate-->1,1,1,3,3,3-Hexafluoro-2-propanol-->3-bromo-2-chloroprop-1-ene-->DIETHYLCYANAMIDE-->1-Bromopentane-->2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline-->1-PIPERIDINECARBONITRILE-->2,4,6-trip-tolyl-1,3,5-triazine-->4-CHLORO-3-NITROBENZAMIDE-->Ethyl 5,6-dichloro-3,4-dihydro-2(1H)-iminoquinazoline-3-acetate hydrobromide |
|
