Cyanogen bromide

Base Information

• Chemical Name: Cyanogen bromide
• CAS No.: 506-68-3
• Molecular Formula: CBrN
• Molecular Weight: 105.922
• Hs Code.: 28530090
• European Community (EC) Number: 208-051-2
• ICSC Number: 0136
• NSC Number: 89684
• UN Number: 1889
• UNII: OS382OHJ8P
• DSSTox Substance ID: DTXSID9021550
• Nikkaji Number: J2.608E
• Wikipedia: Cyanogen bromide,Cyanogen_bromide
• Wikidata: Q420258
• NCI Thesaurus Code: C402
• ChEMBL ID: CHEMBL3561885
• Mol file: 506-68-3.mol

Synonyms:Cyanogenbromide (8CI);Bromine cyanide;Bromine cyanide (BrCN);Bromine monocyanide;Bromocyan;Bromocyanide;Bromocyanide (BrCN);Bromocyanogen;Campilit;Cyanobromide;Cyanogen bromide (BrCN);Cyanogen monobromide;NSC 89684;

Chemical Property of Cyanogen bromide

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 100 mm Hg ( 22.6 °C)
• Melting Point: 50-53 °C(lit.)
• Refractive Index: 1.467
• Boiling Point: 61.5 °C at 760 mmHg
• Flash Point: 61.4°C
• PSA: 23.79000
• Density: 2.052 g/cm³
• LogP: 0.86238
• Storage Temp.: 0-6°C
• Sensitive.: Moisture & Light Sensitive
• Solubility.: Soluble in chloroform, dichloromethane, ethanol, diethyl ether,
• Water Solubility.: decomposed slowly by cold H2O [HAW93]
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 104.92141
• Heavy Atom Count: 3
• Complexity: 31.3
• Transport DOT Label: Poison Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Cyanogen Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+,N,F,C
• Hazard Codes: T+,N,F,C
• Statements: 26/27/28-34-50/53-40-11-36/37-32-51/53
• Safety Statements: 53-28-36/37/39-45-60-61-26-16-7/9-29-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Cyanides
• Canonical SMILES: C(#N)Br
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The effects may be delayed. The substance may cause effects on the cellular respiration. This may result in convulsions, unconsciousness and respiratory failure. Medical observation is indicated. Exposure could cause death.
• Uses: Reaction with C60Ph5Cl produces a novel phenylated isoquinolino[3′,4′:1,2][60]fullerene.1 Reagent for the synthesis of cyanamides. Cyanogen bromide is used in organic synthesis and as a reagent in bioanalysis.

Technology Process of Cyanogen bromide

There total 82 articles about Cyanogen bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

Thiocyanate (302-04-5,1111-68-8,37223-05-5,62476-95-3,69924-38-5,81210-01-7,60168-45-8) + hypobromite → bromocyane (506-68-3) + bromide (10097-32-2,16759-25-4,24959-67-9) + Sulfate (14808-79-8)

Guidance literature:

With sodium hydroxide; sodium perchlorate; In water; Rapid addn. of thermostated aq. NaOBr soln. to aq. NaClO4 soln. contg. SCN(1-) and NaOH, 293-313 K; Monitored by iodometric estimation of unreacted OBr(1-), react. mechanism discussed.; Kinetics;

Reference yield: 94.0%

sodium hypobromide + potassium thioacyanate (333-20-0) → bromocyane (506-68-3) + bromide (10097-32-2,16759-25-4,24959-67-9) + Sulfate (14808-79-8)

Guidance literature:

With sodium hydroxide; sodium perchlorate; In water; Rapid addn. of thermostated aq. NaOBr soln. to aq. NaClO4 soln. contg. SCN(1-) and NaOH, 293-313 K; Monitored by iodometric estimation of unreacted OBr(1-), react. mechanism discussed.; Kinetics;

Reference yield: 94.0%

N-Bromosuccinimide (128-08-5) + mercury(II) diacetate (1600-27-7) + potassium thioacyanate (333-20-0) → Succinimide (123-56-8,89963-74-6) + bromocyane (506-68-3) + bromide (10097-32-2,16759-25-4,24959-67-9) + Sulfate (14808-79-8) + hydrogen cation

Guidance literature:

With sodium hydroxide; In methanol; water; oxidation of SCN(1-) by NBS in aq. methanol in presence of mercuric acetate and NaOH at 303 K; gravimetric and iodometric methods; Kinetics;

upstream raw materials:

dibromo-dinitro-methane

potassium cyanide

1,1,2-tribromotrinitroethane

sodium cyanide

Downstream raw materials:

4-bromo-2-methyl-2H-1,2,3-triazole

1-piperidinylcarbonnitrile

N-cyanomorpholine

2-bromofuran

Refernces

• 1、 Berg, R.. "". . p. 1 - 15. Retrieved 1926.
• 2、 Schulek,Pungor. "-". . p. 137 - 151. Retrieved 1951.
• 3、 Schulek, E.,Endroei, P.. "". . p. 252 - 259. Retrieved 1951.
• 4、 Schulek,Gervay. "". . p. 406 - 417. Retrieved 1933.
• 5、 Glotz, Gabriel,Lebl, René,Dallinger, Doris,Kappe, C. Oliver. "Integration of Bromine and Cyanogen Bromide Generators for the Continuous-Flow Synthesis of Cyclic Guanidines". supporting information. p. 13786 - 13789. Retrieved 2017/10/09.
• 6、 -. "METHOD FOR PRODUCING CYANOGEN-HALIDE, CYANATE ESTER COMPOUND AND METHOD FOR PRODUCING THE SAME, AND RESIN COMPOSITION". Paragraph 0277. . Retrieved 2015/12/09.