Copper(I) cyanide supplier

Name
Copper(I) cyanide
EINECS 208-883-6
CAS No. 544-92-3
Density 2.92 g/mL at 25 °C(lit.)
Solubility Insoluble in water
Melting Point 474 °C(lit.)
Formula CuCN
Boiling Point 25.7 °C at 760 mmHg
Molecular Weight 89.5637
Flash Point
Transport Information UN 1587 6.1/PG 2
Appearance off-white / pale yellow powder
Safety 7-28-29-45-60-61
Risk Codes 26/27/28-32-50/53
Molecular Structure
Hazard Symbols T+,N,T
Synonyms Copper cyanide (Cu(CN));AI3-28745;Copper cyanide;Copper(+1) cyanide;Cupricin;Cuprous cyanide;HSDB 1438;RCRA waste number P029;
PSA 23.79000
LogP 0.01428

Synthetic route

: 143-33-9
sodium cyanide

: copper(l) chloride

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water at 100℃; for 1h;	94.2%

: 143-33-9
sodium cyanide

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With sodium hydroxide; water; copper(II) sulfate; sodium sulfite
With water; sodium hydrogensulfite; copper(II) sulfate at 60℃;

: 151-50-8
potassium cyanide

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With water; copper(II) sulfate
With ethanol; water; copper(II) sulfate

K: K

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With water; nitric acid

: 151-50-8
potassium cyanide

: 7758-99-8
copper(II) sulfate

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water; toluene at 0 - 60℃;

: 7681-65-4
copper(l) iodide

: 592-04-1
mercury(II) cyanide

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water byproducts: HgI2; excess CuI;;	>99
In water byproducts: HgI2; in coldness or in heat;;
In water

: potassium cyanide

: copper(ll) sulfate pentahydrate

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In diethyl ether; ethanol treatment of CuSO4*5H2O crystals with a soln. of KCN;;
In ethanol treatment of CuSO4*5H2O crystals with a soln. of KCN;;
In diethyl ether; ethanol treatment of CuSO4*5H2O crystals with a soln. of KCN;;
In ethanol treatment of CuSO4*5H2O crystals with a soln. of KCN;;

: 7732-18-5
water

: potassium tetracyanocuprate (I)

A: 74-90-8
hydrogen cyanide

B: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With NH4-salt In water
With NH4-salt In water

...Expand

: potassium tetracyanocuprate (I)

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With acids In water decompn. in dild. acids;;
With acids In water decompn. in dild. acids;;
With HCl In water decompn. in excess of HCl;; pptn.;;

: 592-04-1
mercury(II) cyanide

: 7787-70-4
copper(I) bromide

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water byproducts: HgI2; in heat;;
In water

: 592-04-1
mercury(II) cyanide

: copper(l) chloride

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water	0%
In water

: 592-04-1
mercury(II) cyanide

: copper(II) nitrate

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In not given in coldness or in heat;;	0%

: 592-04-1
mercury(II) cyanide

: 7758-99-8
copper(II) sulfate

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In not given in coldness or heat;;	0%

: K(1+)*2Cu(1+)*3CN(1-)*H2O=K{Cu2(CN)3}*H2O

A: potassium cyanide

B: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn. in hot water;;
In water decompn. in hot water;;

: 2Cu(1+)*Na(1+)*3CN(1-)*2H2O=Cu2Na(CN)3*2H2O

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn.;;
In water decompn.;;

: potassium cyanide

: 3Cu(1+)*18Na(1+)*Br(1-)*10S2O3(2-)=Cu3Na18Br(S2O3)10

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In hydrogenchloride pptn.;;

: 3Cu(1+)*5Hg(2+)*3Cl(1-)*10CN(1-)=Cu3Hg5Cl3(CN)10

A: 544-92-3
copper(I) cyanide

B: copper(l) chloride

Conditions

Conditions	Yield
With water In hydrogenchloride addn. of water to soln.;;
With H2O In hydrogenchloride

: potassium cyanide copper (I)-cyanide (1:1)

A: 74-90-8
hydrogen cyanide

B: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With acids In water decompn. in acids;; CuCN as ppt.;;
With acids In water decompn. in acids;; CuCN as ppt.;;

: potassium cyanide copper (I)-cyanide (1:1)

A: 74-90-8
hydrogen cyanide

B: 201230-82-2
carbon monoxide

C: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With sulfuric acid In sulfuric acid byproducts: SO2; decompn. in dild. H2SO4; depending on H2SO4 concn.;;	A n/a B n/a C >99
With H2SO4 In sulfuric acid byproducts: SO2; aq. H2SO4; decompn. in dild. H2SO4; depending on H2SO4 concn.;;	A n/a B n/a C >99

...Expand

: potassium cyanide copper (I)-cyanide (1:1)

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn. in cold water;; pptn.;;
In water decompn. in water;; pptn.;;
In water decompn. in cold water;; pptn.;;
In water decompn. in water;; pptn.;;

: potassium cyanide copper (I)-cyanide (1:1)

A: Kalium-kupfer(I)-cyanid

B: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water

: Cu(1+)*Na(1+)*2CN(1-)*2H2O=CuNa(CN)2*2H2O

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn.;;
In water decompn.;;

: 2Cu(1+)*3Hg(2+)*2Cl(1-)*6CN(1-)=Cu2Hg3Cl2(CN)6

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn. in hot water;;
In water

: copper (I) mercury (II) bromide cyanide

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn. in water on heating;;
In water

: Rb(1+)*Cu(1+)*2CN(1-)=RbCu(CN)2

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water pptn.;;
In water pptn.;;
In water

: copper (I) strontium cyanide * 8 H2O

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water decompn. in water;; pptn.;;
In water decompn. in water;; pptn.;;

: 3Cu(1+)*2K(1+)*5CN(1-)=Cu3K2(CN)5

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
With acids In water decompn. in acids;;
With acids In water decompn. in acids;;

: Cs(1+)*Cu(1+)*2CN(1-)*1.5H2O=CsCu(CN)2*1.5H2O

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water pptn.;;
In water pptn.;;
In water

: potassium cyanide

: 2Cu(1+)*11Na(1+)*I(1-)*6S2O3(2-)=Cu2Na11I(S2O3)6

: 544-92-3
copper(I) cyanide

Conditions

Conditions	Yield
In water pptn.;;

: 2943-42-2
di(4-methyl)phenylthiosulfonate

: 544-92-3
copper(I) cyanide

A: 5285-74-5
4-tolyl thiocyanate

B: 824-79-3
sodium 4-methylbenzenesulfinate

Conditions

Conditions	Yield
In acetonitrile at 100℃; for 12h;	A 93% B 100%

...Expand

: 452-74-4
4-bromo-3-fluorotoluene

: 544-92-3
copper(I) cyanide

: 85070-67-3
2-fluoro-4-methylbenzonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 24h; Heating;	100%
In N,N-dimethyl-formamide for 5h; Heating;	94%
In N,N-dimethyl-formamide for 24h; Heating / reflux;	88%

: 5111-65-9
2-Bromo-6-methoxynaphthalene

: 544-92-3
copper(I) cyanide

: 67886-70-8
2-cyano-6-methoxynaphthalene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 4h; Heating;	100%
Substitution;

: 544-92-3
copper(I) cyanide

: 444119-25-9
2,6-diiodo-N,N,N',N'-tetramethyl-p-phenylenediamine

: 2,6-dicyano-N,N,N',N'-tetramethyl-p-phenylenediamine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 20h; Heating;	100%

: 102308-43-0
4-bromoisobenzofuran-1(3H)-one

: 544-92-3
copper(I) cyanide

: 90483-95-7
3-cyano-phthalide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 12h; Rosenmund-von Braun reaction; Heating;	100%

: 951231-87-1
1-bromo-5-methoxy-2-nitro-4-trifluoromethyl-benzene

: 544-92-3
copper(I) cyanide

: 951231-88-2
5-methoxy-2-nitro-4-trifluoromethyl-benzonitrile

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 150℃; for 0.5h;	100%

: 22190-38-1
5-bromo-N-acetylindoline

: 544-92-3
copper(I) cyanide

: 15861-29-7
1-acetyl-2,3-dihydro-indole-5-carbonitrile

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one for 4h; Heating;	100%

: 3-bromo-4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine

: 544-92-3
copper(I) cyanide

: 755754-46-2
4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one for 2h; Heating / reflux;	100%

: 850341-06-9
5-bromo-7-fluoro-6-methylamino-2-(4-nitro-phenyl)-2H-isoquinolin-1-one

: 544-92-3
copper(I) cyanide

: 850341-12-7
7-fluoro-6-methylamino-2-(4-nitro-phenyl)-1-oxo-1,2-dihydro-isoquinoline-5-carbonitrile

Conditions

Conditions	Yield
Stage #1: 5-bromo-7-fluoro-6-methylamino-2-(4-nitro-phenyl)-2H-isoquinolin-1-one; copper(I) cyanide In 1-methyl-pyrrolidin-2-one at 200℃; for 2h; Stage #2: With potassium cyanide In 1-methyl-pyrrolidin-2-one; water at 50℃;	100%

: 5-bromo-1-(2,4-dimethoxybenzyl)-7-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

: 544-92-3
copper(I) cyanide

: 1-(2,4-dimethoxybenzyl)-2-oxo-7-(trifluoromethyl)-2,3-dihydro-1H-benzimidazole-5-carbonitrile

Conditions

Conditions	Yield
In DMF (N,N-dimethyl-formamide) for 34h; Heating / reflux;	100%

: 15126-06-4
methyl 3-iodo-4-hydroxybenzoate

: 143-33-9
sodium cyanide

: 544-92-3
copper(I) cyanide

: 156001-68-2
methyl 3-cyano-4-hydroxybenzoate

Conditions

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 105℃; for 18h;	100%

...Expand

: 349-03-1
1-bromo-4-trifluoromethyl-2-nitrobenzene

: 544-92-3
copper(I) cyanide

: 778-94-9
2-nitro-4-trifluoromethyl-benzonitrile

Conditions

Conditions	Yield
at 130℃; for 6h; Product distribution / selectivity;	100%

: 928324-97-4
5-(2-fluorophenyl)-4-iodo-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde

: 544-92-3
copper(I) cyanide

: 928325-00-2
2-(2-fluorophenyl)-4-formyl-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbonitrile

Conditions

Conditions	Yield
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane for 3h; Heating / reflux;	100%

: 5433-01-2
1-bromo-3-isopropylbenzene

: 544-92-3
copper(I) cyanide

: 40751-59-5
3-isopropyl benzonitrile

Conditions

Conditions	Yield
With pyridine at 150℃; for 13h;	100%
With pyridine at 180℃; for 24h;	100%
Stage #1: 1-bromo-3-isopropylbenzene; copper(I) cyanide With pyridine at 180℃; for 24h; Stage #2: With ammonia In water; toluene	100%

: 19099-54-8
2-isopropyliodobenzene

: 13435-20-6
tetraethylammoniumcyanide

: 544-92-3
copper(I) cyanide

: 40751-52-8
2-Isopropyl-1-benzonitrile

Conditions

Conditions	Yield
1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran for 1.5h; Heating / reflux;	100%

...Expand

: 1029434-01-2
N,N'-bis(4-n-butylbenzyl)-1,7-dibromoperylene-3,4:9,10-bis(dicarboximide)

: 544-92-3
copper(I) cyanide

: 1029433-75-7
N,N'-bis(4-n-butylbenzyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboximide)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 5h;	100%

: 1-[4-{2-(4-pyridyl)ethynyl}phenyl]-1,1-bis(4-iodophenyl)-3-ethylheptane

: 544-92-3
copper(I) cyanide

: 1-[4-{2-(4-pyridyl)ethynyl}phenyl]-1,1-bis(4-cyanophenyl)-3-ethylheptane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 8h;	100%

: 1,1-bis[4-{2-(4-pyridyl)ethynyl}phenyl]-1-(4-iodophenyl)-3-ethylheptane

: 544-92-3
copper(I) cyanide

: 1067461-95-3
1,1-bis[4-{2-(4-pyridyl)ethynyl}phenyl]-1-(4-cyanophenyl)-3-ethylheptane

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 8h;	100%

: 544-92-3
copper(I) cyanide

: 83341-63-3
2,2'-(6-Brom-1,4-naphthylen)dibenzoxazol

: 83341-64-4
5,8-Di(benzoxazol-2-yl)naphthalin-2-carbonitril

Conditions

Conditions	Yield
In various solvent(s)	99%

: 544-92-3
copper(I) cyanide

: 156536-84-4
(6-Iodo-dibenzofuran-4-yl)-acetic acid ethyl ester

: 156536-85-5
(6-Cyano-dibenzofuran-4-yl)-acetic acid ethyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 2.5h; Heating;	99%

: 3609-87-8
Ν-benzyl-4-bromobenzenesulfonamide

: 544-92-3
copper(I) cyanide

: 56768-47-9
Ν-benzyl-4-cyanobenzenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 18h;	99%

: 3972-65-4
1-bromo-4-tert-butylbenzene

: 544-92-3
copper(I) cyanide

: 4210-32-6
4-tert-butyl benzonitrile

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-tert-butylbenzene; copper(I) cyanide In N,N-dimethyl-formamide for 8h; Heating; Stage #2: With hydrogenchloride; iron(III) chloride In water; N,N-dimethyl-formamide at 70℃; for 0.5h;	99%
In N,N-dimethyl-formamide for 5h; Heating;	71%

: 544-92-3
copper(I) cyanide

: 162637-29-8
2-Bromo-3-((R)-2-tert-butoxycarbonylamino-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

: 162637-30-1
3-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-ethyl)-2-cyano-indole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 85℃; for 1h;	99%

: 6825-20-3
3,6-dibromo-9H-carbazole

: 544-92-3
copper(I) cyanide

: 57103-03-4
9H-carbazole-3,6-dicarbonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 70h; Heating;	99%

: 544-92-3
copper(I) cyanide

: 80360-14-1
3-iodo-1-phenylsulfonyl-1H-indole

: 99532-56-6
1-(benzenesulfonyl)-1H-indole-3-carbonitrile

Conditions

Conditions	Yield
With (diphenylphosphin)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane for 4h; Substitution; Cyanation; Heating;	99%

: 544-92-3
copper(I) cyanide

: 927896-38-6
(E)-1-(2-iodo-4-methylphenyl)-2-phenyldiazene

: 5-methyl-2-(phenylazo)benzonitrile

Conditions

Conditions	Yield
In propan-1-ol Heating;	99%

: 544-92-3
copper(I) cyanide

: (E)-1-(4-chloro-2-iodophenyl)-2-phenyldiazene

: 5-chloro-2-(phenylazo)benzonitrile

Conditions

Conditions	Yield
In propan-1-ol Heating;	99%

: 544-92-3
copper(I) cyanide

: (4-bromophenyl)-(2-iodo-4-methoxyphenyl)diazene

: 2-(4-bromophenylazo)-5-methoxybenzonitrile

Conditions

Conditions	Yield
In propan-1-ol Heating;	99%

: 544-92-3
copper(I) cyanide

: (2-iodo-4-methoxyphenyl)(4-nitrophenyl)diazene

: 5-methoxy-2-(4-nitrophenylazo)benzonitrile

Conditions

Conditions	Yield
In propan-1-ol Heating;	99%

: 544-92-3
copper(I) cyanide

: (4-carbomethoxyphenyl)-(2-iodo-4-methoxyphenyl)diazene

: 2-(4-carbomethoxyphenylazo)-5-methoxybenzonitrile

Conditions

Conditions	Yield
In propan-1-ol Heating;	99%

Copper(I) cyanide Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds, as well as copper and its compounds, are on the Community Right-To-Know List.

Copper(I) cyanide Standards and Recommendations

ACGIH TLV: TWA 1 mg(Cu)/m³
DOT Classification: 6.1; Label: Poison

Copper(I) cyanide Specification

The Copper(I) cyanide, with the CAS registry number 544-92-3, is also known as Cuprous cyanide. It belongs to the product categories of Inorganics; Classes of Metal Compounds; Cu (Copper) Compounds; Transition Metal Compounds. Its EINECS registry number is 208-883-6. This chemical's molecular formula is CuCN and molecular weight is 89.563. Its IUPAC name is called copper(1+) cyanide.

Physical properties of Copper(I) cyanide: (1)ACD/LogP: -0.25; (2)ACD/LogD (pH 5.5): -0.25; (3)ACD/LogD (pH 7.4): -0.25; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 17.42; (7)ACD/KOC (pH 7.4): 17.42; (8)#H bond acceptors: 1; (9)Enthalpy of Vaporization: 27.18 kJ/mol; (10)Boiling Point: 25.7 °C at 760 mmHg; (11)Vapour Pressure: 740 mmHg at 25°C.

Preparation: It can be prepared by the reduction of copper(II) sulfate with sodium bisulphite at 60 °C, followed by the addition of sodium cyanide to precipitate pure LT-CuCN as a pale yellow powder.

2 CuSO₄ + NaHSO₃ + H₂O + 2 NaCN → 2 CuCN + 3 NaHSO₄

Uses: The compound is useful as a catalyst, in electroplating copper, and as a reagent in the preparation of nitriles. Copper(I) cyanide is used for electroplating copper. The compound is useful reagent in organic synthesis, for example in the regioselective and stereoselective allylation and conjugate addition of N-Boc-2-lithiopyrrolidine and N-Boc-2-lithiopiperidine, or the copper cyanide catalyzed palladium coupling of α-lithio amines and aryl iodides.

When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic and is dangerous for the environment. It is very toxic by inhalation, in contact with skin and if swallowed. In addition, it is very toxic to aquatic organisms which may cause long-term adverse effects in the aquatic environment. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). This material and its container must be disposed of as hazardous waste.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: [C-]#N.[Cu+]
(2)InChI: InChI=1S/CN.Cu/c1-2;/q-1;+1
(3)InChIKey: DOBRDRYODQBAMW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	1265mg/kg (1265mg/kg)		Toxicologist. Vol. 3, Pg. 170, 1983.

Product Name

Copper(I) cyanide

Synthetic route

Copper(I) cyanide Consensus Reports

Copper(I) cyanide Standards and Recommendations

Copper(I) cyanide Specification

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