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506-68-3

Basic Information
CAS No.: 506-68-3
Name: Cyanogen bromide
Molecular Structure:
Molecular Structure of 506-68-3 (Cyanogen bromide)
Formula: CBrN
Molecular Weight: 105.93
Synonyms: Cyanogenbromide (8CI);Bromine cyanide;Bromine cyanide (BrCN);Bromine monocyanide;Bromocyan;Bromocyanide;Bromocyanide (BrCN);Bromocyanogen;Campilit;Cyanobromide;Cyanogen bromide (BrCN);Cyanogen monobromide;NSC 89684;
EINECS: 208-051-2
Density: 2.052 g/cm3
Melting Point: 50-53 °C(lit.)
Boiling Point: 61.5 °C at 760 mmHg
Flash Point: 61.4°C
Solubility: decomposed slowly by cold H2O [HAW93]
Appearance: white crystalline solid
Hazard Symbols: VeryT+,DangerousN,FlammableF,CorrosiveC
Risk Codes: 26/27/28-34-50/53-40-11-36/37
Safety: 53-28-36/37/39-45-60-61-26-16-7/9
Transport Information: UN 3390 6.1/PG 1
PSA: 23.79000
LogP: 0.86238
Synthetic route
302-04-5

Thiocyanate

hypobromite

A

506-68-3

bromocyane

B

10097-32-2

bromide

C

14808-79-8

Sulfate

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate In water Kinetics; 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.;A 94%
B n/a
C 95%
302-04-5

Thiocyanate

CH3C6H4SO2NBr(1-)

A

506-68-3

bromocyane

B

10097-32-2

bromide

C

14808-79-8

Sulfate

D

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate In water Kinetics; Rapid addn. of thermostated aq. bromamine-T soln. to aq. NaClO4 soln. contg. SCN(1-) and NaOH, 303 K; Monitored by iodometric estimation of unreacted bromamin-T, react. mechanism discussed.;A 94%
B n/a
C 95%
D n/a
333-20-0

potassium thioacyanate

41085-71-6

bromamine T

A

506-68-3

bromocyane

B

10097-32-2

bromide

C

14808-79-8

Sulfate

D

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate In water Kinetics; Rapid addn. of thermostated aq. bromamine-T soln. to aq. NaClO4 soln. contg. SCN(1-) and NaOH, 303 K; Monitored by iodometric estimation of unreacted bromamin-T, react. mechanism discussed.;A 94%
B n/a
C 95%
D n/a

sodium hypobromide

333-20-0

potassium thioacyanate

A

506-68-3

bromocyane

B

10097-32-2

bromide

C

14808-79-8

Sulfate

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate In water Kinetics; 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.;A 94%
B n/a
C 95%
128-08-5

N-Bromosuccinimide

1600-27-7

mercury(II) diacetate

333-20-0

potassium thioacyanate

A

123-56-8

Succinimide

B

506-68-3

bromocyane

C

10097-32-2

bromide

D

14808-79-8

Sulfate

E

hydrogen cation

Conditions
ConditionsYield
With sodium hydroxide In methanol; water Kinetics; oxidation of SCN(1-) by NBS in aq. methanol in presence of mercuric acetate and NaOH at 303 K; gravimetric and iodometric methods;A n/a
B 94%
C n/a
D 94%
E n/a
With perchloric acid In methanol; water Kinetics; oxidation of SCN(1-) by NBS in aq. methanol in presence of mercuric acetate and HClO4 at 273 K; gravimetric and iodometric methods;A n/a
B 94%
C n/a
D 94%
E n/a

ammonium bromide

74-90-8

hydrogen cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
In water Electrolysis; potential: 3.2 V;current density:929 A/dm2; molar ratio: 1-1;89%
773837-37-9

sodium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With bromine In water89%
Stage #1: sodium cyanide With hydrogenchloride In water at 0 - 5℃; for 0.166667h;
Stage #2: With bromine In water at 0 - 5℃; for 1.3h; pH=< 7; Time;
With bromine In water at -5 - 5℃;
With bromine In methanol at 1℃; for 0h; Inert atmosphere;

potassium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With bromine; potassium bromide In water at 0 - 5℃; for 0.0866667h; Flow reactor;72%
289-82-7

2H-1,2-oxazine

1415915-00-2

(S)-3-amino-2,2,4-trifluoro-3-(2-fluoro-phenyl)-butan-1-ol

A

506-68-3

bromocyane

B

1415915-01-3

(S)-5,5-difluoro-4-fluoromethyl-4-(2-fluoro-phenyl)-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Conditions
ConditionsYield
A n/a
B 41%
2973-00-4

dibromo-dinitro-methane

151-50-8

potassium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With ethanol
54284-91-2

1,1,2-tribromotrinitroethane

151-50-8

potassium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With water
54284-91-2

1,1,2-tribromotrinitroethane

151-50-8

potassium cyanide

A

506-68-3

bromocyane

B

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

1-bromo-1-phenyl-1λ5-arsinane-1-carbonitrile

A

111-24-0

1,5-dibromo-pentane

B

506-68-3

bromocyane

Conditions
ConditionsYield
beim Leiten von Bromdampf ueber die Schmelze;
143-33-9

sodium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With sulfuric acid; bromine
With bromine
With sodium chlorate; sulfuric acid; sodium bromide
With bromine In water at 0 - 30℃;
333-20-0

potassium thioacyanate

506-68-3

bromocyane

Conditions
ConditionsYield
With water; bromine

cyanogen bromide; compound with antimony tribromoide

506-68-3

bromocyane

Conditions
ConditionsYield
at 190 - 230℃;
With acids
190 °C;

cyanogen bromide; compound with arsenic tribromoide

506-68-3

bromocyane

151-50-8

potassium cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With water; bromine at 0℃;
With water; bromine at 0℃; Darst.;

2 iron(II) bromide * cyanogen bromide

506-68-3

bromocyane

Conditions
ConditionsYield
Oxydation;

cyanogen bromide; compound with cyanogen and iron-bromidene

A

506-68-3

bromocyane

B

460-19-5

ethanedinitrile

Conditions
ConditionsYield
at 100℃;
941-87-7

2-hydroxy-2H-quinoline-1-carbonitrile

10035-10-6, 12258-64-9

hydrogen bromide

506-68-3

bromocyane

511-67-1

5,5-dibromobarbituric acid

aqueous hydrocyanic acid-solution

aqueous hydrocyanic acid-solution

A

19645-78-4

5-bromobarbituric acid

B

506-68-3

bromocyane

1-ethyl-1-bromo-1λ5-arsinane-1-carbonitrile

A

74-96-4

ethyl bromide

B

506-68-3

bromocyane

C

as-ethyl-pentamethylenarsine

as-ethyl-pentamethylenarsine

Conditions
ConditionsYield
at 75℃;
74-90-8

hydrogen cyanide

7726-95-6

bromine

71-43-2

benzene

506-68-3

bromocyane

alkali cyanide

alkali cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With alkali bromate; alkali bromide; sulfuric acid
With bromine
74-90-8

hydrogen cyanide

acid

acid

bromate bromide mixture

bromate bromide mixture

506-68-3

bromocyane

463-56-9

thiocyanic acid

bromine water

bromine water

506-68-3

bromocyane

74-90-8

hydrogen cyanide

acid

acid

bromine water

bromine water

506-68-3

bromocyane

mercury cyanide

mercury cyanide

506-68-3

bromocyane

Conditions
ConditionsYield
With bromine unter Kuehlung;
110-89-4

piperidine

506-68-3

bromocyane

1530-87-6

1-piperidinylcarbonnitrile

Conditions
ConditionsYield
100%
With triethylamine In diethyl ether at 0℃;81%
With potassium hydroxide In diethyl ether at 10℃; Condensation;50%
110-91-8

morpholine

506-68-3

bromocyane

1530-89-8

N-cyanomorpholine

Conditions
ConditionsYield
100%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃;86.5%
With triethylamine In diethyl ether at 0℃;82%
635-46-1

1,2,3,4-tetrahydroisoquinoline

506-68-3

bromocyane

1530-84-3

N-cyano-tetrahydro quinoline

Conditions
ConditionsYield
100%
With benzene
506-68-3

bromocyane

111-68-2

1-Heptylamine

87888-05-9

heptyl cyanamide

Conditions
ConditionsYield
100%
With diethyl ether
506-68-3

bromocyane

2492-26-4

sodium 2-mercaptobenzothiazole

6011-99-0

benzo[d]thiazol-2-yl thiocyanate

Conditions
ConditionsYield
Ambient temperature;100%
With water
With ethanol
With ethanol
With water
506-68-3

bromocyane

106-47-8

4-chloro-aniline

13463-94-0

N-(4-chlorophenyl)cyanamide

Conditions
ConditionsYield
With trimethylamine Ambient temperature;100%
With sodium hydrogencarbonate In benzene at 20℃; for 2h;93%
In methanol75%
506-68-3

bromocyane

613-94-5

benzoic acid hydrazide

1612-76-6

2-amino-5-phenyl-1,3,4-oxadiazole

Conditions
ConditionsYield
Ambient temperature;100%
Stage #1: bromocyane With 1,2,3-Benzotriazole
Stage #2: benzoic acid hydrazide In tetrahydrofuran for 3h; Heating;
94%
In methanol for 4h; Reflux;62%
506-68-3

bromocyane

122-39-4

diphenylamine

27779-01-7

diphenylcyanamide

Conditions
ConditionsYield
With trimethylamine Ambient temperature;100%
With magnesium carbonate In water; acetonitrile for 288h; Heating;54%
506-68-3

bromocyane

111-26-2

hexan-1-amine

15784-76-6

n-hexylcyanamide

Conditions
ConditionsYield
100%
In tetrahydrofuran; diethyl ether at 0℃; for 3.5h; Inert atmosphere;80%
With sodium carbonate In tetrahydrofuran at -20 - 0℃;
506-68-3

bromocyane

3619-22-5

p-toluic hydrazide

33621-60-2

2-amino-5-(4-methylphenyl)-1,3,4-oxadiazole

Conditions
ConditionsYield
Ambient temperature;100%
In ethanol at 20℃; Inert atmosphere;80%
In methanol
626-58-4

4-methylpiperidin

506-68-3

bromocyane

20696-86-0

4-methylpiperidine-1-carbonitrile

Conditions
ConditionsYield
100%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 0.5h;98.3%
67-56-1

methanol

506-68-3

bromocyane

23172-93-2, 112529-40-5

Acetic acid (2R,6S,13R)-3-eth-(E)-ylidene-10-methoxy-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-13-ylmethyl ester

112459-12-8

C24H29N3O4

Conditions
ConditionsYield
With sodium carbonate In chloroform for 1h; Ambient temperature;100%
496-15-1

1-indoline

506-68-3

bromocyane

90036-14-9

N-cyano-indoline

Conditions
ConditionsYield
100%
91-21-4

1,2,3,4-tetrahydroisoquinoline

506-68-3

bromocyane

1705-22-2

3,4-dihydro-2(1H)-isoquinolinecarbonitrile

Conditions
ConditionsYield
100%
124-22-1

n-Dodecylamine

506-68-3

bromocyane

13463-96-2

dodecyl cyanamide

Conditions
ConditionsYield
100%
143-27-1

hexadecylamine

506-68-3

bromocyane

97226-87-4

hexadecyl cyanamide

Conditions
ConditionsYield
100%
506-68-3

bromocyane

112-20-9

n-Nonylamin

97226-84-1

nonyl cyanamide

Conditions
ConditionsYield
100%
506-68-3

bromocyane

1195-42-2

N-cyclohexylisopropylamine

97226-89-6

N-isopropyl cyclohexyl cyanamide

Conditions
ConditionsYield
100%
506-68-3

bromocyane

6393-01-7

2,5-Dimethyl-1,4-phenylenediamine

98515-30-1

N,N'-(2,5-Dimethyl-1,4-phenylene)bis(cyanamide)

Conditions
ConditionsYield
With sodium hydrogencarbonate In water100%
506-68-3

bromocyane

54475-81-9

N-(5-chloro-2-hydroxyphenyl)anthranilic acid

78460-70-5

10-chloro-5H-benzoxazolo<3,2-a>quinazolin-5-one

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran100%
506-68-3

bromocyane

78460-67-0

N-(2-hydroxy-5-methylphenyl)anthranilic acid

78460-71-6

10-methyl-5H-benzoxazolo<3,2-a>quinazolin-5-one

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran100%
506-68-3

bromocyane

108-91-8

cyclohexylamine

4421-48-1

N-cyanocyclohexylamine

Conditions
ConditionsYield
100%
In diethyl ether; tetrahydrofyran at 0℃; for 1h;96%
With triethylamine In diethyl ether at 0℃;88%
506-68-3

bromocyane

104-94-9

4-methoxy-aniline

13519-16-9

N-(4-methoxyphenyl)cyanamide

Conditions
ConditionsYield
With trimethylamine Ambient temperature;100%
With sodium hydrogencarbonate In benzene at 20℃; for 2h;90%
In ethanol; water for 0.5h;36%
506-68-3

bromocyane

109-05-7, 3000-79-1

2-Methylpiperidin

5321-87-9

2-methylpiperidine-1-carbonitrile

Conditions
ConditionsYield
100%
506-68-3

bromocyane

504-03-0

2.6-dimethylpiperidine

97226-77-2

N-cyano-2,6-dimethyl piperidine

Conditions
ConditionsYield
100%
506-68-3

bromocyane

1707-77-3

1,2:5,6-di-O-isopropylidene-D-mannitol

68244-18-8

1,2;5,6-di-O-isopropylidene-D-mannitol-3,4-iminocarbonate

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane for 1.5h;100%
506-68-3

bromocyane

108-95-2

phenol

1122-85-6

phenyl cyanate

Conditions
ConditionsYield
With triethylamine In diethyl ether at -10℃; for 1h;100%
With triethylamine In diethyl ether at 0℃; for 0.5h;87%
With triethylamine In tetrachloromethane; water Cooling;85%
506-68-3

bromocyane

61019-27-0

4-amino-5-(thiophen-2-yl)-4H-1,2,4-triazole-3-thiol

80809-42-3

3-(2-thienyl)-6-amino-s-triazolo<3,4-b>-1,3,4-thiadiazole

Conditions
ConditionsYield
In ethanol Heating;100%
74094-45-4

2,3-dihydro-7-hydroxy-6-methoxy-2,2-dimethyl-4H-1-benzopyran-4-one

506-68-3

bromocyane

159151-12-9

7-Cyanato-6-methoxy-2,2-dimethyl-chroman-4-one

Conditions
ConditionsYield
With triethylamine In diethyl ether at -5℃; for 0.25h;100%
50544-72-4

2,3-dihydro-7-hydroxy-2,2,8-trimethyl-4H-benzopyran-4-one

506-68-3

bromocyane

159151-10-7

7-Cyanato-2,2,8-trimethyl-chroman-4-one

Conditions
ConditionsYield
With triethylamine In diethyl ether at -5℃; for 0.25h;100%
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    506-68-3

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    Cyanogen bromide

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    Cyanogen bromide

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  • 506-68-3 Cyanogen bromide((CN)Br)

  • Casno:

    506-68-3

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    506-68-3 Cyanogen bromide((CN)Br)

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  • Cyanogen bromide CAS NO.506-68-3

  • Casno:

    506-68-3

    Cyanogen bromide CAS NO.506-68-3

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  • Cyanogen bromide CAS NO.506-68-3 CAS NO.506-68-3

  • Casno:

    506-68-3

    Cyanogen bromide CAS NO.506-68-3 CAS NO.506-68-3

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Chemistry

IUPAC Name:Carbononitridic bromide
Molecular Formula:CBrN
Formula Weight:105.92g/mol
Storage temp.:0-6°C
Density:1.443 g/mL at 25 °C
Melting Point:50-53 °C(lit.)
Boiling Point:61-62 °C(lit.)
Index of Refraction:1.467
Flash point:61.4°C
Vapor Pressure:100 mm Hg ( 22.6 °C)
EINECS:208-051-2
Molar Refractivity:14.32cm
Molar Volume:51.6cm3 
Polarizability:5.67 10-24cm3
Surface Tension:43.2dyne/cm  
Enthalpy of Vaporization:30.39kJ/mol 
Stability: Stable. Reacts violently with water and with mineral and organic acids
Synonyms of Cyanogen bromide (506-68-3) :(CN)Br;BrCN;Bromine cyanide(BrCN);Bromine monocyanide;brominecyanide(brcn);Bromocyanide(BrCN);Bromocyanogen;Bromure de cyanogen
Product Categories of Cyanogen bromide (506-68-3):Inorganics;C1 to C5;Cyanides/Nitriles;Nitrogen Compounds
Structure of Cyanogen bromide (506-68-3):

 

Uses

It can be used as microbicides and military poison,and also can be used in the preparation of cyanide and organic synthesis.

Toxicity Data With Reference

1.    

ihl-hmn LCLo:92 ppm/10M

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB214-270 .
2.    

ihl-mus LCLo:500 mg/m3/10M

    NDRC**    National Defense Research Committee, Office of Scientific Research and Development, Progress Report No. 9-4-1-9 ,1943.

Hazard Codes  T+,N,F,C
Risk Statements  26/27/28-34-50/53-40-11-36/37 
26/27/28:  Very Toxic by inhalation, in contact with skin and if swallowed
34:  Causes burns 
50/53:  Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
40:  Limited evidence of a carcinogenic effect 
11:  Highly Flammable
36/37:  Irritating to eyes and respiratory system 
Safety Statements  53-28-36/37/39-45-60-61-26-16-7/9
53:  Avoid exposure - obtain special instruction before use
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
60:  This material and/or its container must be disposed of as hazardous waste 
61:  Avoid release to the environment. Refer to special instructions safety data sheet
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
16:  Keep away from sources of ignition - No smoking   
7/9:  Keep container tightly closed and in a well-ventilated place 

Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

A human and experimental poison by inhalation. Corrosive. When heated to decomposition it emits very toxic fumes of CN and Br. Possibly unstable. See also other cyanogen entries; CYANIDE; and BROMIDES.

Standards and Recommendations

DOT Classification:  6.1; Label: Poison, Corrosive

Specification

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.