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3425-46-5 Usage

Chemical Properties

white to light beige crystalline powder or needles

Uses

Different sources of media describe the Uses of 3425-46-5 differently. You can refer to the following data:
1. Potassium selenocyanate is used to prepare triphenylphosphine selenide by reacting with triphenylphosphine. It finds application in solid state NMR of heavy-metal nuclei which results in the preparation of several mercury thiocyanate and selenocyanate compounds.
2. Increasing interest in solid state NMR of heavy-metal nuclei results in the preparation of several Hg-thiocyanate and selenocyanate compounds as potential models. Bowmaker, G.A. et al. Inorg. Chem. 1998, 37, 1734.
3. Increasing interest in solid state NMR of heavy-metal nuclei results in the preparation of several Hg-thiocyanate and selenocyanate compounds as potential models.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of NOx, CN-, K2O, and Se. See also SELENIUM COMPOUNDS and CYANATES.

Purification Methods

Dissolve it in acetone, filter and precipitate it by adding Et2O.

Check Digit Verification of cas no

The CAS Registry Mumber 3425-46-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,2 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3425-46:
(6*3)+(5*4)+(4*2)+(3*5)+(2*4)+(1*6)=75
75 % 10 = 5
So 3425-46-5 is a valid CAS Registry Number.
InChI:InChI=1/CHNSe/c2-1-3/h3H/p-1

3425-46-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (68107)  Potassium selenocyanate, 98.5%   

  • 3425-46-5

  • 10g

  • 876.0CNY

  • Detail
  • Alfa Aesar

  • (68107)  Potassium selenocyanate, 98.5%   

  • 3425-46-5

  • 50g

  • 3413.0CNY

  • Detail
  • Aldrich

  • (216186)  Potassiumselenocyanate  reagent grade, 97%

  • 3425-46-5

  • 216186-10G

  • 1,019.07CNY

  • Detail
  • Aldrich

  • (216186)  Potassiumselenocyanate  reagent grade, 97%

  • 3425-46-5

  • 216186-50G

  • 3,758.04CNY

  • Detail
  • Aldrich

  • (216186)  Potassiumselenocyanate  reagent grade, 97%

  • 3425-46-5

  • 216186-250G

  • 12,285.00CNY

  • Detail
  • Aldrich

  • (483699)  Potassiumselenocyanate  ReagentPlus®, ≥99%

  • 3425-46-5

  • 483699-5G

  • 734.76CNY

  • Detail
  • Aldrich

  • (483699)  Potassiumselenocyanate  ReagentPlus®, ≥99%

  • 3425-46-5

  • 483699-25G

  • 2,604.42CNY

  • Detail

3425-46-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name potassium,selenocyanate

1.2 Other means of identification

Product number -
Other names Selenocyanic acid potassium

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3425-46-5 SDS

3425-46-5Synthetic route

potassium cyanide

potassium cyanide

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With selenium In methanol at 20℃; for 1h;94%
With selenium In ethanol for 3h; Reflux;
With selenium In methanol at 20℃; for 0.5h;
With selenium In ethanol
potassium cyanide

potassium cyanide

selenium

selenium

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With acetone In melt mixt. of KCN and Se heated to melting, allowed to stand for 15 min at room temp., dry acetone added dropwise, refluxed for 2 h; allowed to stand for 2 h in dark, concd. in vac., filtered, washed with cold ether;67%
potassium cyanide
151-50-8

potassium cyanide

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With selenium; water
With selenium at 150 - 160℃; Aufnehmen der Schmelze in Aceton und Einleiten von CO2;
With selenium; ammonia
potassium ferro cyanide

potassium ferro cyanide

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With selenium
selenium
7782-49-2

selenium

potassium ferrocyanide

potassium ferrocyanide

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
In melt no formation of CS2 during melting;;
In melt byproducts: iron selenide, N2, carbon diselenide; melting;;
In melt dissolving with H2O or alcohol;
In melt K4Fe(CN)6 and Se melted together at 250°C; extracted with acetone;
In melt dissolving with H2O or alcohol;
potassium cyanide

potassium cyanide

selenium
7782-49-2

selenium

A

potassium selenide

potassium selenide

B

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
In melt under H2;;
potassium cyanide

potassium cyanide

selenium
7782-49-2

selenium

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
250-260°C;
In melt melting Se powder with KCN; heating melt for a long time with few H2O;;
In ethanol refluxing for 1 day with absolute ethanol;; evapn. of ethanol in vac., pptn.;;
Hg3O2SeO4=HgSeO4*2HgO

Hg3O2SeO4=HgSeO4*2HgO

A

potassium selenocyanate
3425-46-5

potassium selenocyanate

B

mercury

mercury

Conditions
ConditionsYield
With potassium cyanide strong, dry heating;
With KCN strong, dry heating;
potassium polyselenide

potassium polyselenide

A

potassium polyselenide

potassium polyselenide

B

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With potassium cyanide In ammonia room temp.;
With KCN In ammonia NH3 (liquid); room temp.;
potassium cyanide

potassium cyanide

selenium

selenium

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
In water byproducts: K2CO3; removing of K2CO3 with alcohol;
in alcohol;
In water byproducts: K2CO3; removing of K2CO3 with alcohol;
potassium cyanide

potassium cyanide

monoselenotetrathionate(2-)
42555-29-3

monoselenotetrathionate(2-)

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
With water In not given byproducts: S2O3(2-), SO4(2-), HCN; reaction with KCN;;
potassium cyanate
590-28-3

potassium cyanate

selenium
7782-49-2

selenium

potassium selenocyanate
3425-46-5

potassium selenocyanate

Conditions
ConditionsYield
In methanol for 0.5h;
potassium selenocyanate
3425-46-5

potassium selenocyanate

(3aR,5S,6aR)-5-((R)-2,2-Dioxo-2λ6-[1,3,2]dioxathiolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
163592-75-4

(3aR,5S,6aR)-5-((R)-2,2-Dioxo-2λ6-[1,3,2]dioxathiolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

6-Se-cyano-3-deoxy-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-ribohexofuranose potassium salt

6-Se-cyano-3-deoxy-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-ribohexofuranose potassium salt

Conditions
ConditionsYield
In acetone Ambient temperature;100%
In acetone Ambient temperature;
potassium selenocyanate
3425-46-5

potassium selenocyanate

(3aR,5S,6R,6aR)-6-Azido-5-((R)-2,2-dioxo-2λ6-[1,3,2]dioxathiolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
163592-76-5

(3aR,5S,6R,6aR)-6-Azido-5-((R)-2,2-dioxo-2λ6-[1,3,2]dioxathiolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

3-azido-6-Se-cyano-3-deoxy-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-allofuranose potassium salt

3-azido-6-Se-cyano-3-deoxy-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-allofuranose potassium salt

Conditions
ConditionsYield
In acetone Ambient temperature;100%
In acetone Ambient temperature;
potassium selenocyanate
3425-46-5

potassium selenocyanate

3-O-benzyl 1,2-O-isopropylidene-5,6-O-sulfuryl-α-D-glucofuranose
158946-12-4

3-O-benzyl 1,2-O-isopropylidene-5,6-O-sulfuryl-α-D-glucofuranose

3-O-benzyl-6-Se-cyano-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-glucofuranose potassium salt

3-O-benzyl-6-Se-cyano-1,2-O-isopropylidene-6-seleno-5-O-sulfo-α-D-glucofuranose potassium salt

Conditions
ConditionsYield
In acetone Ambient temperature;100%
In acetone Ambient temperature;
potassium selenocyanate
3425-46-5

potassium selenocyanate

1-Bromo-2-bromomethyl-benzene
3433-80-5

1-Bromo-2-bromomethyl-benzene

(2-bromophenyl)methaneselenenyl cyanide
57239-50-6

(2-bromophenyl)methaneselenenyl cyanide

Conditions
ConditionsYield
In ethanol for 0.166667h;100%
potassium selenocyanate
3425-46-5

potassium selenocyanate

4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

p-toluoyl isoselenocyanate
93515-65-2

p-toluoyl isoselenocyanate

Conditions
ConditionsYield
In acetone at 25℃; for 0.166667h;100%
In tetrahydrofuran at 20℃; for 0.166667h;
In acetone at 20℃; for 0.166667h;
[Cp*Ru(η6-C6H5P(p-C6H4CF3)2)][OTf]
1426142-02-0

[Cp*Ru(η6-C6H5P(p-C6H4CF3)2)][OTf]

potassium selenocyanate
3425-46-5

potassium selenocyanate

[Cp*Ru(η6-C6H5P(p-C6H4CF3)2)Se][OTf]
1426142-25-7

[Cp*Ru(η6-C6H5P(p-C6H4CF3)2)Se][OTf]

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;100%
[Cp*Ru(η6-C6H5P(p-tol)2)][OTf]
1426141-81-2

[Cp*Ru(η6-C6H5P(p-tol)2)][OTf]

potassium selenocyanate
3425-46-5

potassium selenocyanate

[Cp*Ru(η6-C6H5P(p-tol)2Se)][OTf]
1426142-10-0

[Cp*Ru(η6-C6H5P(p-tol)2Se)][OTf]

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;100%
[Cp*Ru(η6-p-MeC6H5P(p-tol)2)][OTf]
1426141-82-3

[Cp*Ru(η6-p-MeC6H5P(p-tol)2)][OTf]

potassium selenocyanate
3425-46-5

potassium selenocyanate

[Cp*Ru(η6-p-MeC6H5P(p-tol)2Se)][OTf]
1426142-14-4

[Cp*Ru(η6-p-MeC6H5P(p-tol)2Se)][OTf]

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;100%
[Cp*Ru(η6-p-MeOC6H5P(p-tol)2)][OTf]
1426141-84-5

[Cp*Ru(η6-p-MeOC6H5P(p-tol)2)][OTf]

potassium selenocyanate
3425-46-5

potassium selenocyanate

[Cp*Ru(η6-p-MeOC6H5P(p-tol)2Se)][OTf]
1426142-18-8

[Cp*Ru(η6-p-MeOC6H5P(p-tol)2Se)][OTf]

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;100%
[Cp*Ru(η6-o-MeC6H5P(p-tol)2)][OTf]
1426141-86-7

[Cp*Ru(η6-o-MeC6H5P(p-tol)2)][OTf]

potassium selenocyanate
3425-46-5

potassium selenocyanate

[Cp*Ru(η6-o-MeC6H5P(p-tol)2Se)][OTf]
1426142-22-4

[Cp*Ru(η6-o-MeC6H5P(p-tol)2Se)][OTf]

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;100%
2-bromopentan-3-one
815-52-1

2-bromopentan-3-one

potassium selenocyanate
3425-46-5

potassium selenocyanate

α-Selenocyandiethylketon

α-Selenocyandiethylketon

Conditions
ConditionsYield
In acetone for 12h; Ambient temperature;99%
potassium selenocyanate
3425-46-5

potassium selenocyanate

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

1-methoxy-4-(selenocyanatomethyl)benzene
72552-08-0

1-methoxy-4-(selenocyanatomethyl)benzene

Conditions
ConditionsYield
for 1h; Inert atmosphere; Milling;99%
In tetrahydrofuran at 20℃; for 10h;97%
In ethanol for 5h; Ambient temperature;77%
In acetonitrile at 20℃; for 16h;
2-methyl-1H-indole
95-20-5

2-methyl-1H-indole

potassium selenocyanate
3425-46-5

potassium selenocyanate

2-methyl-3-selenocyanato-1H-indole
1130-89-8

2-methyl-3-selenocyanato-1H-indole

Conditions
ConditionsYield
With dipotassium peroxodisulfate In 1,2-dichloro-ethane at 20℃; for 2h; regioselective reaction;99%
With ammonium cerium(IV) nitrate In methanol at 0℃;80%
potassium selenocyanate
3425-46-5

potassium selenocyanate

2-Bromo-2'-acetonaphthone
613-54-7

2-Bromo-2'-acetonaphthone

1-(β-naphthyl)-2-selenocyanatoethanone

1-(β-naphthyl)-2-selenocyanatoethanone

Conditions
ConditionsYield
In acetone at 60℃; for 5h;99%
2-bromo-11-undecanol
73641-91-5

2-bromo-11-undecanol

potassium selenocyanate
3425-46-5

potassium selenocyanate

11-selenocyanatoundecan-1-ol

11-selenocyanatoundecan-1-ol

Conditions
ConditionsYield
In acetone at 60℃; for 5h;99%
1-(4-fluorophenyl)ethanone
403-42-9

1-(4-fluorophenyl)ethanone

potassium selenocyanate
3425-46-5

potassium selenocyanate

1-(4-fluorophenyl)-2-selenocyanatoethan-1-one

1-(4-fluorophenyl)-2-selenocyanatoethan-1-one

Conditions
ConditionsYield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice;
Stage #2: 1-(4-fluorophenyl)ethanone In water; acetonitrile at 20℃; for 48h;
99%
With tert.-butylhydroperoxide; iodine; potassium acetate In acetonitrile at 90℃; for 12h;80%
2-Acetylthiophene
88-15-3

2-Acetylthiophene

potassium selenocyanate
3425-46-5

potassium selenocyanate

2-selenocyanato-1-(thiophen-2-yl)ethan-1-one
119897-93-7

2-selenocyanato-1-(thiophen-2-yl)ethan-1-one

Conditions
ConditionsYield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice;
Stage #2: 2-Acetylthiophene In water; acetonitrile at 20℃; for 48h;
99%
With tert.-butylhydroperoxide; iodine; potassium acetate In acetonitrile at 90℃; for 12h;86%
2-(bromomethyl)-1,3-thiaselenole
1112152-67-6

2-(bromomethyl)-1,3-thiaselenole

potassium selenocyanate
3425-46-5

potassium selenocyanate

1,3-thiaselenol-2-ylmethyl selenocyanate

1,3-thiaselenol-2-ylmethyl selenocyanate

Conditions
ConditionsYield
In acetonitrile for 7h; regioselective reaction;99%
In acetonitrile at 20 - 25℃; for 0.0833333h;274 mg
potassium selenocyanate
3425-46-5

potassium selenocyanate

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

methyl 3-selenocyanatoacrylate

methyl 3-selenocyanatoacrylate

Conditions
ConditionsYield
With LACTIC ACID In water for 0.5h; Sonication; Green chemistry;99%
S-methyl thiopropynoate

S-methyl thiopropynoate

potassium selenocyanate
3425-46-5

potassium selenocyanate

C5H5NOSSe

C5H5NOSSe

Conditions
ConditionsYield
With LACTIC ACID; water for 0.5h; Sonication; Green chemistry;99%
In water for 0.583333h; Reagent/catalyst; Sonication;
potassium selenocyanate
3425-46-5

potassium selenocyanate

Cyclohexyl methyl ketone
823-76-7

Cyclohexyl methyl ketone

1-cyclohexyl-2-selenocyanatoethanone

1-cyclohexyl-2-selenocyanatoethanone

Conditions
ConditionsYield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice;
Stage #2: Cyclohexyl methyl ketone In water; acetonitrile at 20℃; for 48h; regioselective reaction;
99%
potassium selenocyanate
3425-46-5

potassium selenocyanate

1,3-Dimethoxybenzene
151-10-0

1,3-Dimethoxybenzene

2,4-dimethoxy-1-selenocyanatobenzene

2,4-dimethoxy-1-selenocyanatobenzene

Conditions
ConditionsYield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice;
Stage #2: 1,3-Dimethoxybenzene In water; acetonitrile at 20℃; for 48h;
99%
2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

potassium selenocyanate
3425-46-5

potassium selenocyanate

2-methyl-4-selenocyanoanisole

2-methyl-4-selenocyanoanisole

Conditions
ConditionsYield
Stage #1: potassium selenocyanate With hydrogenchloride; sodium nitrite In water; acetonitrile for 0.333333h; Cooling with ice;
Stage #2: 2-methylmethoxybenzene In water; acetonitrile at 20℃; for 48h;
99%
C23H24ClNO7

C23H24ClNO7

potassium selenocyanate
3425-46-5

potassium selenocyanate

C24H24N2O7Se

C24H24N2O7Se

Conditions
ConditionsYield
In acetonitrile at 80℃; for 0.0833333h;99%
1,4-bis(bromomethyl)benzene
623-24-5

1,4-bis(bromomethyl)benzene

potassium selenocyanate
3425-46-5

potassium selenocyanate

1,4-bis(selenocyanatomethyl)benzene
85539-83-9

1,4-bis(selenocyanatomethyl)benzene

Conditions
ConditionsYield
In acetone for 4h; Ambient temperature;98%
In N,N-dimethyl-formamide for 0.75h; Inert atmosphere;96%
In acetone at 20℃; for 4h; Inert atmosphere;95.1%
2,6-bis-(bromomethyl)pyridine
7703-74-4

2,6-bis-(bromomethyl)pyridine

potassium selenocyanate
3425-46-5

potassium selenocyanate

2,6-bis(selenocyanatomethyl)pyridine
85539-82-8

2,6-bis(selenocyanatomethyl)pyridine

Conditions
ConditionsYield
In acetone Ambient temperature;98%
In acetone for 4h; Ambient temperature;98%
benzyl bromide
100-39-0

benzyl bromide

potassium selenocyanate
3425-46-5

potassium selenocyanate

benzyl selenocyanate
4671-93-6

benzyl selenocyanate

Conditions
ConditionsYield
In acetone at 60℃; for 4h;98%
In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Schlenk technique;98%
for 1h; Inert atmosphere; Milling;97%
triphenyltelluronium chloride
1224-13-1

triphenyltelluronium chloride

potassium selenocyanate
3425-46-5

potassium selenocyanate

triphenyltelluronium selenocyanate

triphenyltelluronium selenocyanate

Conditions
ConditionsYield
In water at 50℃; for 0.25h;98%
5,5-bis-bromomethyl-2,2-dimethyl-[1,3]dioxane
43153-20-4

5,5-bis-bromomethyl-2,2-dimethyl-[1,3]dioxane

potassium selenocyanate
3425-46-5

potassium selenocyanate

5,5-bis(selenocyanatomethyl)-2,2-dimethyl-l,3-dioxane

5,5-bis(selenocyanatomethyl)-2,2-dimethyl-l,3-dioxane

Conditions
ConditionsYield
In acetone for 10h; Inert atmosphere; Schlenk technique; Reflux;98%
In acetone for 336h; Reflux;
1.3-dibromo-2-thiapropane
16958-73-9

1.3-dibromo-2-thiapropane

potassium selenocyanate
3425-46-5

potassium selenocyanate

bis(selenocyanatomethyl)sulfide
1413931-43-7

bis(selenocyanatomethyl)sulfide

Conditions
ConditionsYield
In acetone Inert atmosphere; Schlenk technique; Reflux;98%

3425-46-5Relevant articles and documents

Regio- And stereoselective synthesis of new ensembles of diversely functionalized 1,3-thiaselenol-2-ylmethyl selenides by a double rearrangement reaction

Albanov, Alexander I.,Amosova, Svetlana V.,Filippov, Andrey A.,Makhaeva, Nataliya A.,Potapov, Vladimir A.

, p. 515 - 523 (2020)

The reaction of 2-(bromomethyl)-1,3-thiaselenole with potassium selenocyanate proceeded via a rearrangement with ring expansion, leading to a six-membered 2,3-dihydro-1,4-thiaselenin-2-yl selenocyanate (kinetic product) which in turn underwent rearrangement with ring contraction to a 1,3-thiaselenol-2-ylmethyl selenocyanate (thermodynamic product). These rearrangements occurred by a nucleophilic attack of the selenocyanate anion at two different carbon atoms of the seleniranium intermediate. The efficient regioselective synthesis of alkyl, allyl, 2-propynyl, benzyl, 4-fluorobenzyl, and 2-pyridinylmethyl 1,3-thiaselenol-2-ylmethyl selenides was developed based on the generation of sodium 1,3-thiaselenol-2-ylmethylselenolate from 1,3-thiaselenol-2-ylmethyl selenocyanate or bis(1,3-thiaselenol-2-ylmethyl) diselenide followed by nucleophilic substitution reactions. Sodium 1,3-thiaselenol-2-ylmethylselenolate underwent nucleophilic addition to alkyl propiolates in a regio- and stereoselective manner affording 1,3-thiaselenol-2-ylmethyl vinyl selenides in high yields predominantly with Z-configuration. Not a single representative of the 1,3-thiaselenol-2-ylmethyl selenide scaffold has been previously described in the literature.

A Comprehensive Study on the Full Series of Alkali-Metal Selenocyanates AI[SeCN] (AI=Li?Cs)

Shlyaykher, Alena,Ehmann, Marvin,Karttunen, Antti J.,Tambornino, Frank

, p. 13552 - 13557 (2021)

The full series of quasibinary alkali-metal selenocyanates was synthesized either by oxidation of the respective cyanides (A=Li?Rb) or by metathesis (A=Cs). For Li[SeCN] only ball-milling and subsequent annealing led to the isolation of the quasibinary selenocyanate. Their structures were refined from single-crystal and powder X-ray data. The respective solid-state IR and Raman spectra were interpreted with the aid of solid-state quantum-mechanical calculations and DSC-TGA measurements allowed for extraction of melting points. Only for Li[SeCN] a possible phase transition was observed that is discussed on the basis of VT-PXRD experiments. It is also the only quasibinary selenocyanate to form a hydrate (Li[SeCN] ? 2H2O).

A Scalable Process for the Synthesis of 1,2-Dialkyldiselanes and 1-Alkaneselenols

Cooksey, John P.,Kocieński, Philip J.,Blacker, A. John

supporting information, p. 2571 - 2575 (2019/11/14)

A four-step telescoped process for the synthesis of 1-alkaneselenols entails (1) the rapid formation of potassium selenocyanate from potassium cyanide and selenium in methanol, (2) the nucleophilic substitution of bromoalkanes or alkyl tosylates with potassium selenocyanate, (3) the mild base-catalyzed conversion of the resultant 1-alkaneselenocyanates to 1,2-dialkyldiselanes (the Krief reaction), and (4) the reduction of the resultant 1,2-dialkyldiselanes with hypophosphorous acid to give the desired 1-alkaneselenols. The process has been used to produce 1-octaneselenol on a 10.4 mol scale. Nine examples of the process are described.

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