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  • 2696-92-6 Structure
  • Basic information

    1. Product Name: Nitrosyl chloride
    2. Synonyms: Nitrogen oxychloride;Nitrosyl chloride;Nitrosyl chloride ((NO)Cl);Nitrosylchlorid;Nitroso chloride
    3. CAS NO:2696-92-6
    4. Molecular Formula: ClNO
    5. Molecular Weight: 65.4591
    6. EINECS: 220-273-1
    7. Product Categories: N/A
    8. Mol File: 2696-92-6.mol
    9. Article Data: 31
  • Chemical Properties

    1. Melting Point: -59.6°C
    2. Boiling Point: -5
    3. Flash Point: °C
    4. Appearance: /yellow-red-brown gas
    5. Density: 1.417
    6. Vapor Density: 2.3
    7. Vapor Pressure: 2180mmHg at 25°C
    8. Refractive Index: 1.432
    9. Storage Temp.: N/A
    10. Solubility: N/A
    11. Water Solubility: decomposes in H2O; soluble fuming H2SO4 [HAW93]
    12. CAS DataBase Reference: Nitrosyl chloride(CAS DataBase Reference)
    13. NIST Chemistry Reference: Nitrosyl chloride(2696-92-6)
    14. EPA Substance Registry System: Nitrosyl chloride(2696-92-6)
  • Safety Data

    1. Hazard Codes: C,T
    2. Statements: N/A
    3. Safety Statements: N/A
    4. RIDADR: 1069
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: 2.3
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 2696-92-6(Hazardous Substances Data)

2696-92-6 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 2696-92-6 differently. You can refer to the following data:
1. Yellow-red liquid or yellow gas.Decomposed by water; dissociates into nitric oxide and chlorine on heating; soluble in fuming sulfuric acid. Nonflammable.
2. Yellow to reddish liquid or yellow/red gas. Choking odor. Liquefies at-5.5°C.

Physical properties

Yellow gas; heavier than air, density 2.3 (air=1); gas density 2.872 g/L; liquefies at -5.55°C; liquid density 1.273 g/mL; freezes at -59.4°C; critical temperature 167°C; reacts with water; soluble in fuming sulfuric acid.

Uses

Synthetic detergents, catalyst, intermediate.

Preparation

Nitrosyl chloride can be prepared by the reaction of nitric oxide with chlorine: 2NO + Cl2 → 2ClNOAlso, nitrosyl chloride is produced by the action of chlorine on sodium nitrate; or by the reaction of nitrosyl sulfuric acid with hydrochloric acid: NaNO3 + Cl2 → ClNO + NaClO2 ONHSO4 + HCl → ClNO + H2 SO4Nitrosyl chloride also is obtained as a byproduct in the manufacture of potassium nitrate from potassium chloride and nitric acid:In the above preparative method, nitrosyl chloride must be separated from nitric acid; otherwise, in the presence of pure and excess nitric acid, it can decompose to nitrogen dioxide and chlorine:2ClNO + HNO3 → 6NO2 + Cl2 +2H2OAlso, nitrosyl chloride can be synthesized from its elements by heating nitrogen, oxygen and chlorine gas at 400°C: N2 + O2 + Cl2 → 2ClNOFaraday obtained nitrosyl chloride by dissolving palladium in a mixture of hydrochloric and nitric acids (Faraday, M. Trans. Roy. Soc. (London), Vol. 136, pp. 48, 1846): Pd + HNO3 + 3HCl → PdCl2 + ClNO + 2H2O.

Definition

One of the oxidizing agents in aqua regia.

General Description

A yellow to yellowish red gas. Liquefies at -5.5°C. Very toxic by inhalation. Noncombustible, but accelerates burning of combustible material. Decomposed by water to form corrosive hydrochloric acid. Vapors heavier than air. Prolonged exposure to fire or heat can cause containers to rupture violently and rocket .

Air & Water Reactions

Dissolves into and reacts with moisture in the air or with water to form hydrochloric acid and toxic red oxides of nitrogen.

Reactivity Profile

Nitrosyl chloride is an oxidizing agent. Dissociates into nitric oxide and chlorine on heating. Gives an explosive reaction when sealed in a tube with a residue of acetone and in the presence of platinum catalyst [Chem. Eng. News 35(43):60. 1967]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Hazard

Strong irritant, especially to lungs and mucous membranes.

Health Hazard

Gas is highly toxic. Inhalation causes severe irritation of respiratory tract and damage to mucous membranes. Delayed effects, which include severe pulmonary edema, may not be apparent for several hours.

Fire Hazard

Special Hazards of Combustion Products: Very toxic gases are generated when heated

Safety Profile

Poison by inhalation and ingestion. A corrosive irritant to skin, eyes, and mucous membranes. Inhalation may cause pulmonary edema and hemorrhage. Potentially explosive reaction with acetone + platinum. Mixtures with hydrogen + oxygen igmte spontaneously. When heated to decomposition it emits very toxic fumes of Cland NOx.

Potential Exposure

A nitrocompound used as a reagent, catalyst, bleaching agent, and intermediate for making other chemicals.

Shipping

UN1069 Nitrosyl chloride, Hazard Class: 2.3; Labels 2.3-Poisonous gas, 8-Corrosive material; Inhalation Hazard Zone C

Purification Methods

It is an orange gas with a suffocating odour. It has been fractionally distilled at atmospheric pressure in an all-glass, low-temperature still, taking the fraction boiling at -4o and storing it in sealed tubes. Alternatively the gas is dried by CaCl2 and passed through H2SO4 when Cl2 passes on, but NOCl is absorbed to form nitrososulfuric acid (NO.HSO4) which on warming with NaCl evolves pure NOCl [Tilden J Chem Soc 27 630 1874.] It is decomposed by H2O and alkali, and forms compounds with metal chlorides e.g. FeCl3.NOCl. [Coleman Inorg Synth I 55 1939.]

Incompatibilities

Dissolves into and reacts with moisture in the air or with water forming hydrochloric acid and toxic red oxides of nitrogen. Nitrosyl chloride is a strong oxidizer. Violent reaction with strong acids, alkalis (e.g., sodium hydroxide), ammonia, amines, reducing agents, other strong oxidizers. Elevated temperature may cause explosive decomposition. Dissociates into nitric oxide and chlorine on heating. Corrosive to most metals. Attacks some plastics, rubber, and coatings.

Waste Disposal

Return refillable compressed gas cylinders to supplier. Use a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

Check Digit Verification of cas no

The CAS Registry Mumber 2696-92-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,9 and 6 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2696-92:
(6*2)+(5*6)+(4*9)+(3*6)+(2*9)+(1*2)=116
116 % 10 = 6
So 2696-92-6 is a valid CAS Registry Number.
InChI:InChI=1/ClNO/c1-2-3

2696-92-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Nitrosyl chloride

1.2 Other means of identification

Product number -
Other names nirosyl chloride

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:2696-92-6 SDS

2696-92-6Synthetic route

silver(I) nitrite
7783-99-5

silver(I) nitrite

thionyl chloride
7719-09-7

thionyl chloride

A

nitrosylchloride
2696-92-6

nitrosylchloride

B

silver(I) chloride

silver(I) chloride

Conditions
ConditionsYield
In diethyl ether byproducts: SO2; to finely ground dry Ag salt in anhyd. Et2O cooled to 0°C added dropwise with vigorous stirring equimolar amt. of thionyl chloride; suspn. stirred for 15 min; soln. was decanted from AgCl; AgCl dried; soln. washed (Et2O); all extracts combined; cooled to 0°C;A n/a
B 99%
thionyl chloride
7719-09-7

thionyl chloride

silver nitrate

silver nitrate

A

Nitryl chloride

Nitryl chloride

B

nitrosylchloride
2696-92-6

nitrosylchloride

C

silver(I) chloride

silver(I) chloride

Conditions
ConditionsYield
In diethyl ether byproducts: SO2, SO3; to finely ground dry Ag salt in anhyd. Et2O cooled to 0°C added dropwise with vigorous stirring equimolar amt. of thionyl chloride; suspn. stirred for 15 min; soln. was decanted from AgCl; AgCl dried; soln. washed (Et2O); all extracts combined; cooled to 0°C;A n/a
B n/a
C 99%
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

B

Nitryl chloride

Nitryl chloride

C

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:5.6, 353 K); mass spectrometry, chromy.;A 98.5%
B n/a
C n/a
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:6.0, 313 K); mass spectrometry, chromy.;A 98.3%
B n/a
C n/a
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:6.8, 313 K); mass spectrometry, chromy.;A 98.5%
B n/a
C n/a
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:5.2, 313 K); mass spectrometry, chromy.;A 95.5%
B n/a
C n/a
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:6, 298 K, exclusion of air, 180 h), heating 313-333 K, 8-10 h); distn. of gasous products; mass spectrometry, chromy.;
trans-hydroxotetraamminenitrosoruthenium(II)

trans-hydroxotetraamminenitrosoruthenium(II)

nitric acid
7697-37-2

nitric acid

trans-tetraamminenitratonitrosoruthenium(III) nitrate

trans-tetraamminenitratonitrosoruthenium(III) nitrate

B

water
7732-18-5

water

C

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

D

nitrosylchloride
2696-92-6

nitrosylchloride

E

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
In nitric acid byproducts: Cl2; to Ru complex was added concd. HNO3; mixt. heated under reflux for 5 min; cooled to room temp.; ppt. filtered off; washed (water, alc., ether); dried (vac.); recrystd. (aq. HNO3); elem. anal.;A 95%
B n/a
C n/a
D n/a
E n/a
molybdenum(V) chloride
10241-05-1

molybdenum(V) chloride

nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

acetonitrile
75-05-8

acetonitrile

A

Mo(NO)Cl3(NCMe)2
65060-56-2

Mo(NO)Cl3(NCMe)2

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In dichloromethane NO was bubbled through the soln. of MoCl5 and CH3CN at room temp. for 1h, Ar atm.; concn., pptn. with pentane, filtration, washing with pentane, drying invac.; elem. anal.;A 70%
B n/a
trans-hydroxotetraamminenitrosoruthenium(II)

trans-hydroxotetraamminenitrosoruthenium(II)

nitric acid
7697-37-2

nitric acid

A

fac-diamminetrinitratonitrosoruthenium(III)

fac-diamminetrinitratonitrosoruthenium(III)

B

water
7732-18-5

water

C

nitrosylchloride
2696-92-6

nitrosylchloride

D

dinitrogen monoxide
10024-97-2

dinitrogen monoxide

Conditions
ConditionsYield
In nitric acid byproducts: Cl2; to Ru complex was added concd. HNO3; mixt. heated under reflux for 50 min; cooled to room temp.; ppt. filtered off; washed (water, alc., ether); dried (vac.); mother liquor evapd. on water bath; ppt. was obtained; elem.anal.;A 65%
B n/a
C n/a
D n/a
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

B

chlorine
7782-50-5

chlorine

C

Nitryl chloride

Nitryl chloride

D

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:4.8, 313 K); mass spectrometry, chromy.;A 62%
B <1
C n/a
D n/a
In neat (no solvent) heating (molar ratio SiCl4:NO2 1:5.6, 293 K); mass spectrometry, chromy.;A 51%
B <1
C n/a
D n/a
nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

tungsten(VI) chloride
13283-01-7

tungsten(VI) chloride

trichlorotrinitrosyltungsten
92542-39-7

trichlorotrinitrosyltungsten

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In dichloromethane mixt. of WCl6 and CH2Cl2 under N2 was stirred at room temp., N2 was replaced by NO for 30 min, NO was flushed out of system, mixt. was refluxedunder N2 for 3.5 h to removed ClNO; filtered, washed with CH2Cl2, dried under vac. at ambient temp.; elem. anal.;A 61%
B n/a
nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

tungsten(VI) chloride
13283-01-7

tungsten(VI) chloride

W(NO)2Cl4
92473-06-8

W(NO)2Cl4

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In dichloromethane mixt. of WCl6 and CH2Cl2 under N2 was stirred at room temp., N2 was replaced by NO for 17 min, NO was flushed out of system, mixt. was refluxedunder N2 for 3.5 h to removed ClNO; filtered, washed with CH2Cl2, dried under vac. at ambient temp.; elem. anal.;A 47%
B n/a
nitric acid
7697-37-2

nitric acid

sodium chloride
7647-14-5

sodium chloride

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent) HNO3 : NaCl = 3:1; at 100°C about 3 h;;35%
In neat (no solvent) HNO3 : NaCl = 3:1; at 100°C about 3 h;;35%
In water using concd. HNO3;;
1-Chloropropane
540-54-5

1-Chloropropane

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

propylium
19252-52-9

propylium

C

nitrosylchloride
2696-92-6

nitrosylchloride

D

C3H6NO(1+)

C3H6NO(1+)

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Product distribution;
1-Chloropropane
540-54-5

1-Chloropropane

A

isopropyl cation
19252-53-0

isopropyl cation

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Thermodynamic data; ΔHr,2980; variation of vibrational excitation in NO+;
1-Chloropropane
540-54-5

1-Chloropropane

A

propylium
19252-52-9

propylium

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Thermodynamic data; ΔHr,2980; variation of vibrational excitation in NO+;
isopropyl chloride
75-29-6

isopropyl chloride

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

isopropyl cation
19252-53-0

isopropyl cation

C

nitrosylchloride
2696-92-6

nitrosylchloride

D

C3H6NO(1+)

C3H6NO(1+)

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Product distribution;
isopropyl chloride
75-29-6

isopropyl chloride

A

isopropyl cation
19252-53-0

isopropyl cation

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Thermodynamic data; ΔHr,2980;
1-Chloropropane
540-54-5

1-Chloropropane

A

nitrosylchloride
2696-92-6

nitrosylchloride

B

H+

H+

Conditions
ConditionsYield
With nitric oxide cation In gas at 24.9℃; Rate constant; Thermodynamic data; ΔHr,2980; variation of vibrational excitation in NO+;
Chlorotrifluoroethylene
79-38-9

Chlorotrifluoroethylene

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In gas Kinetics; byproducts: O2NCF2C(O)F, O2NCF2CFClNO2; 322.8, 333.2 and 342.2 K, 13.0-90.2 Torr CF2CFCl and 9.3-89.5 Torr NO2 pressure, in the presence/absence of CF4 (277.6-458.5 Torr);
ammonium chloride

ammonium chloride

nitric acid
7697-37-2

nitric acid

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In water reaction of satd. NH4Cl soln. with concd. HNO3 at ambient temp.;;
In water reaction of satd. NH4Cl soln. with concd. HNO3 at ambient temp.;;
pyrosulfuryl chloride
7791-27-7

pyrosulfuryl chloride

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

A

S2O7(2-)*2NO(1+)=S2O7(NO)2

S2O7(2-)*2NO(1+)=S2O7(NO)2

B

nitrosylchloride
2696-92-6

nitrosylchloride

bis(triphenylphosphine)iminium chloride
21050-13-5

bis(triphenylphosphine)iminium chloride

nitrosonium tetrafluoroborate

nitrosonium tetrafluoroborate

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In dichloromethane byproducts: [(Ph3P)2N][BF4]; (Ar); CH2Cl2 was added via syringe to mixt. of NOBF4 and (Ph3P)2NCl; not isolated; IR monitoring;
chlorine dioxide
10049-04-4, 25052-55-5

chlorine dioxide

nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In gas
In neat (no solvent, gas phase)
potassium chlorochromate

potassium chlorochromate

Nitrogen dioxide
10102-44-0

Nitrogen dioxide

A

Nitryl chloride

Nitryl chloride

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent) passing NO2 over KCrO3Cl at ambient temp. and at 180°C;;A 0%
B n/a
In neat (no solvent)A 0%
B n/a
potassium chloride

potassium chloride

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
With hydrogenchloride; nitric acid In water byproducts: H2O, Cl2; max. conc. of H ions is 0.58% at 25 °C and 36% at 100 °C;
With HCl; HNO3 In water byproducts: H2O, Cl2; max. conc. of H ions is 0.58% at 25 °C and 36% at 100 °C;
potassium chloride

potassium chloride

A

hydrogenchloride
7647-01-0

hydrogenchloride

B

nitric acid
7697-37-2

nitric acid

C

nitrosylchloride
2696-92-6

nitrosylchloride

D

potassium nitrate

potassium nitrate

Conditions
ConditionsYield
With Nitrogen dioxide In water
With NO2 In water
potassium chloride

potassium chloride

nitric acid
7697-37-2

nitric acid

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In neat (no solvent) at 120 - 175°C;;
In water using concd. HNO3;;
In neat (no solvent) at 120 - 175°C;;
In water
potassium chloride

potassium chloride

nitric acid
7697-37-2

nitric acid

A

nitrosylchloride
2696-92-6

nitrosylchloride

B

potassium nitrate

potassium nitrate

Conditions
ConditionsYield
In nitric acid byproducts: NO2, Cl2; reaction of KCl with HNO3 under formation of KNO3 and gases; passing gases over 50% HNO3 at -15 - 0°C;; fractionated distillation;;
byproducts: Cl2, H2O, KCl; high conc. of acid;
byproducts: Cl2, H2O, KCl; high conc. of acid;
In nitric acid byproducts: NO2, Cl2; aq. HNO3; reaction of KCl with HNO3 under formation of KNO3 and gases; passing gases over 50% HNO3 at -15 - 0°C;; fractionated distillation;;
potassium chloride

potassium chloride

nitric acid
7697-37-2

nitric acid

A

chlorine
7782-50-5

chlorine

B

nitrosylchloride
2696-92-6

nitrosylchloride

Conditions
ConditionsYield
In water treatment of KCl with excess of 50% HNO3 on heating; cooling down at 30°C under dissolving of NOCl in acid;;
In water treatment of KCl with excess of 50% HNO3 on heating; cooling down at 30°C under dissolving of NOCl in acid;;
CuB23

CuB23

nitrosylchloride
2696-92-6

nitrosylchloride

BNO

BNO

Conditions
ConditionsYield
at 24.84℃; for 0.5h; Temperature; Ionic liquid;100%
tetrafluoroethane-β-sultone
697-18-7

tetrafluoroethane-β-sultone

nitrosylchloride
2696-92-6

nitrosylchloride

chlorosulfuric acid trifluorovinyl ester
923-15-9

chlorosulfuric acid trifluorovinyl ester

Conditions
ConditionsYield
at -35°C;97%
at -35°C;97%
boron trioxide

boron trioxide

boron trifluoride
7637-07-2

boron trifluoride

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosonium tetrafluoroborate

nitrosonium tetrafluoroborate

Conditions
ConditionsYield
for synthesis of small amounts;;96%
for synthesis of small amounts;;96%
hydrogen fluoride
7664-39-3

hydrogen fluoride

boron trifluoride
7637-07-2

boron trifluoride

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosonium tetrafluoroborate

nitrosonium tetrafluoroborate

Conditions
ConditionsYield
In liquid sulphur dioxide byproducts: HCl; <-10°C, 15-30min, protective gas to exclude moisture; filtration or evapn. of SO2;; washing with CH2Cl2, drying in vac.;;96%
In nitromethane byproducts: HCl; <0°C, 15-30min, protective gas to exclude moisture; filtration or evapn. of solvent;; washing with CH2Cl2, drying in vac.;;96%
In nitromethane byproducts: HCl; <0°C, 15-30min, protective gas to exclude moisture; filtration or evapn. of solvent;; washing with CH2Cl2, drying in vac.;;96%
In sulfur dioxide byproducts: HCl; <-10°C, 15-30min, protective gas to exclude moisture; filtration or evapn. of SO2;; washing with CH2Cl2, drying in vac.;;96%
tin(IV) chloride
7646-78-8

tin(IV) chloride

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosyl hexachloro-stannate(IV)

nitrosyl hexachloro-stannate(IV)

Conditions
ConditionsYield
In dichloromethane anaerobic conditions; NOCl was added to stirred soln. of SnCl4 in CH2Cl2at 0°C; stirred for 1 h while NOCl was passed through; distd. (vac.);96%
In tetrachloromethane reaction with NOCl in CCl4 to (NO)2SnCl6 at -15°C;;
In not given reaction with excess NOCl under formation of (NO)2SnCl6;;
In tetrachloromethane
antimonypentachloride
7647-18-9

antimonypentachloride

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosonium hexachloroantimonate
16871-80-0

nitrosonium hexachloroantimonate

Conditions
ConditionsYield
In dichloromethane 0 - 10 °C, under N2; the product was filtered under N2, washed with CH2Cl2, dried in vac. at25 °C, elem. anal.;96%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosyl trifluoromethane sulfonate
51637-52-6

nitrosyl trifluoromethane sulfonate

Conditions
ConditionsYield
In tetrachloromethane 0 - 10 °C; liquid components were removed in vac., the rest was dried in vac. at 25 °C, elem. anal.;96%
deca-B-methyl-1-hydroxymethyl-1,12-dicarba-closo-dodecaborane(12)
211054-33-0

deca-B-methyl-1-hydroxymethyl-1,12-dicarba-closo-dodecaborane(12)

nitrosylchloride
2696-92-6

nitrosylchloride

ONOCH2C(BCH3)10CH
211054-34-1

ONOCH2C(BCH3)10CH

Conditions
ConditionsYield
In pyridine; benzene inert conditions; condensation of NOCl into frozen soln. of carborane (-78°C), warming to room temp., stirring (30 min); votalities removed (vac.), extn. into pentane, solvent removal, recrystn. (pentane);95%
tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

nitrosylchloride
2696-92-6

nitrosylchloride

Dichlorodinitrosyltungsten

Dichlorodinitrosyltungsten

Conditions
ConditionsYield
In dichloromethane byproducts: CO; to W(CO)6 were added CH2Cl2 and ClNO, stirred for 0.5 h at room temp., air was introduced into the vessel, mixt. was stirred ca. 5 min, after 2h ClNO total had been added, suspn. was refluxed under N2 for 1 h; cooled to room temp., sepd., filtered, washed with CH2Cl2, dried under vac. for 18 h at 20°C; elem. anal.;92%
tetrakis(acetato)dimolybdenum(II)
14221-06-8, 744215-74-5

tetrakis(acetato)dimolybdenum(II)

nitrosylchloride
2696-92-6

nitrosylchloride

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

trichloromononitrosylbis(triphenylphosphine oxide)molybdenum(II)

trichloromononitrosylbis(triphenylphosphine oxide)molybdenum(II)

Conditions
ConditionsYield
In ethyl acetate N2-atmosphere; addn. of excess NOCl to Mo-complex suspn., dropwise addn.to excess of Ph3PO (pptn.); filtration, washing (ethyl acetate, petroleum ether), drying (vac., 2 h);90.5%
1,2,2-trifluoro-2-hydroxy-1-trifluoromethylethanesulfonic acid sultone
773-15-9

1,2,2-trifluoro-2-hydroxy-1-trifluoromethylethanesulfonic acid sultone

nitrosylchloride
2696-92-6

nitrosylchloride

chlorosulfuric acid pentafluoropropenyl ester
13002-01-2

chlorosulfuric acid pentafluoropropenyl ester

Conditions
ConditionsYield
at -35°C;90%
at -35°C;90%
bromine trifluoride
7787-71-5

bromine trifluoride

phosphorous

phosphorous

bromine
7726-95-6

bromine

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosyl hexafluorophosphate
16921-91-8

nitrosyl hexafluorophosphate

Conditions
ConditionsYield
In neat (no solvent) byproducts: BrCl, Cl2; treating red P with Br2; condensation of NOCl in excess and addn. of BrF3;;88%
In neat (no solvent) byproducts: BrCl, Cl2; treating red P with Br2; condensation of NOCl in excess and addn. of BrF3;;88%
{HB(C3H3N2)3}W(NO)2Cl

{HB(C3H3N2)3}W(NO)2Cl

nitrosylchloride
2696-92-6

nitrosylchloride

hydrotris(3,5-dimethylpyrazol-1-yl)borato nitrosyl tungsten dichloride

hydrotris(3,5-dimethylpyrazol-1-yl)borato nitrosyl tungsten dichloride

Conditions
ConditionsYield
87%
87%
bromine trifluoride
7787-71-5

bromine trifluoride

germanium dioxide

germanium dioxide

nitrosylchloride
2696-92-6

nitrosylchloride

nitrosyl hexafluorogermanate

nitrosyl hexafluorogermanate

Conditions
ConditionsYield
In further solvent(s) distillation of NOCl on GeO2 in vac. at -10 °C, addn. of BrF3 under cooling with liq. air, warming to room temp., heating;; distillation of solvent in vac.;;84%
In further solvent(s) distillation of NOCl on GeO2 in vac. at -10 °C, addn. of BrF3 under cooling with liq. air, warming to room temp., heating;; distillation of solvent in vac.;;84%
In neat (no solvent)
In neat (no solvent)
(meso-tetraphenylporphyrinato)carbonyl(ethanol)ruthenium(II)
41654-56-2

(meso-tetraphenylporphyrinato)carbonyl(ethanol)ruthenium(II)

nitrosylchloride
2696-92-6

nitrosylchloride

chloro-nitrosyl(meso-tetraphenylporphyrinato)ruthenium(II)

chloro-nitrosyl(meso-tetraphenylporphyrinato)ruthenium(II)

Conditions
ConditionsYield
In benzene addn. of satd. NOCl soln. to soln. of Ru-complex, stirring (2 h); evapn. (vacuum), addn. of hexane, pptn., centrifugation, washing (hexane), drying (vacuum); elem. anal.;81%
[Mo(C40H36BN8O4)(CO)2(NO)]

[Mo(C40H36BN8O4)(CO)2(NO)]

nitrosylchloride
2696-92-6

nitrosylchloride

[MoCl2(NO)(C40H36BN8O4)]

[MoCl2(NO)(C40H36BN8O4)]

Conditions
ConditionsYield
In dichloromethane bubbling NOCl into a suspn. of the Mo complex in CH2Cl2 (ca. 10 min), removal od excess NOCl by a stream of N2; evapn., washing (hexane), drying (vac.); elem. anal.;81%
3-methoxy-2-propenenitrile
60838-50-8

3-methoxy-2-propenenitrile

nitrosylchloride
2696-92-6

nitrosylchloride

3,3-dimethoxy-2-hydroxyiminopropionitrile
478183-26-5

3,3-dimethoxy-2-hydroxyiminopropionitrile

Conditions
ConditionsYield
In methanol at -10 - 20℃; for 5h;80.1%
antimony(III) chloride
10025-91-9

antimony(III) chloride

nitrosylchloride
2696-92-6

nitrosylchloride

antimonypentachloride
7647-18-9

antimonypentachloride

Conditions
ConditionsYield
In melt Reaction of SbCl3 melt with NOCl to give SbCl5;80%
With chlorine In melt Reaction of SbCl3 melt with a mixt. of NOCl and Cl2 to give SbCl5;
η5-C5H5(CO)2MnC2H2

η5-C5H5(CO)2MnC2H2

nitrosylchloride
2696-92-6

nitrosylchloride

(η5-C5Me5)(CO)(NO)Mn(η1-CHCHCl)

(η5-C5Me5)(CO)(NO)Mn(η1-CHCHCl)

Conditions
ConditionsYield
In dichloromethane byproducts: CO; under N2; addn. of soln. of ClNO in CH2Cl2 to a soln. of Mn-complex at room temp., reaction monitored by IR; filtration, evapn., product: brown oil.;80%
tricarbonylbis(triphenylphosphine)ruthenium(0)
20332-49-4, 14741-36-7

tricarbonylbis(triphenylphosphine)ruthenium(0)

nitrosylchloride
2696-92-6

nitrosylchloride

A

dicarbonyldichlorobis(triphenylphosphine)ruthenium(II)
32240-63-4, 29079-66-1, 15709-57-6, 36500-84-2, 15709-73-6, 14564-35-3

dicarbonyldichlorobis(triphenylphosphine)ruthenium(II)

B

trichloronitrosylbis(triphenylphosphine)ruthenium

trichloronitrosylbis(triphenylphosphine)ruthenium

Conditions
ConditionsYield
In methanol; dichloromethane addn. of NOCl soln. to Ru complex soln.; addn. of hot methanol; vigorously stirring; pptn.; centrifuging; washing (methanol, ether); drying (vac.); keeping centrifugate, 3-4h; pptn.; centrifuging; washing (methanol, ether); drying (vac.); elem. anal.;A 10%
B 80%
Ni(1,2-bis(diphenylphosphanyl)-benzene)Cl2
54412-87-2

Ni(1,2-bis(diphenylphosphanyl)-benzene)Cl2

nitrosylchloride
2696-92-6

nitrosylchloride

trichloro(o-phenylenebis(diphenylphosphine))nickel(III)
90526-45-7

trichloro(o-phenylenebis(diphenylphosphine))nickel(III)

Conditions
ConditionsYield
In dichloromethane excess NOCl slowly carried in stream dry N2 through 0°C trap containing stirred soln. (Ni(o-C6H4(PPh2)2)Cl) in CH2Cl2; solvent volume reduced, cyclohexane added with stirring, mixt. cooled overnight at -20°C, product filtered off, rinsed with CCl4 and dried; elem. anal.;80%
2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine ruthenium(II) carbonyl
41636-35-5

2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphine ruthenium(II) carbonyl

nitrosylchloride
2696-92-6

nitrosylchloride

4-flourophenylmagnesium bromide
352-13-6

4-flourophenylmagnesium bromide

(CHC4N(C2H5)2CHC4N(C2H5)2)2RuNOC6H4F*0.13CH2Cl2

(CHC4N(C2H5)2CHC4N(C2H5)2)2RuNOC6H4F*0.13CH2Cl2

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane byproducts: CO; under Ar or N2, standard Schlenk technique; NOCl added to a soln. of Ru complex in CH2Cl2; stirred for 20 min; evapd.; suspended in THF; excess of Grignard reagent in THF added; reaction was complete within 20 min (IR monitoring); evapd., redissolved in CH2Cl2, filtered and evapd. under inert atmosphere; elem. anal.; single crystal X-ray diffraction;78%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

1-methyl-o-carborane
16872-10-9

1-methyl-o-carborane

nitrosylchloride
2696-92-6

nitrosylchloride

A

1-methyl-2-nitroso-ortho-carborane
16872-08-5

1-methyl-2-nitroso-ortho-carborane

B

bis(2-methyl-ortho-carboranyl)amine
1145689-45-7

bis(2-methyl-ortho-carboranyl)amine

Conditions
ConditionsYield
In diethyl ether; pentane (N2); hexane soln. of n-BuLi added to Et2O/pentane soln. of carborane deriv.; lithio-carborane deriv. soln. added dropwise to ClNO soln. at -117°C during 35 min; allowed to reach room temp. during 3 h; added in small portions to aq. KHCO3; organic layer dild. with Et2O; washed with H2O; dried and evapd; nitroso deriv. sublimed out; residue triturated with MeOH; elem. anal.;A 77%
B 22%
vanadiumtetrachloride
7632-51-1

vanadiumtetrachloride

nitrosylchloride
2696-92-6

nitrosylchloride

NO(1+)*VCl5(1-)=(NO)(VCl5)
791839-37-7

NO(1+)*VCl5(1-)=(NO)(VCl5)

Conditions
ConditionsYield
In neat (no solvent) under Ar; ClNO vac. transferred to VCl4; warmed slowly to room temp.; volatiles sublimed onto sublimation probe by heating to 50°C under vac.; crystals obtained; elem. anal.;76%
[Pt(o-OC6H4CHNOH)2]
60513-47-5, 60873-35-0

[Pt(o-OC6H4CHNOH)2]

nitrosylchloride
2696-92-6

nitrosylchloride

trans-(N,N)-[PtCl2(o-OC6H4CHNOH)2]
344367-33-5

trans-(N,N)-[PtCl2(o-OC6H4CHNOH)2]

Conditions
ConditionsYield
In tetrachloromethane; chloroform NOCl passed through soln. of complex in CHCl3/CCl4 for 20 min at 5°C; solvent evapd. at 14-18°C, filtered, washed with acetone/CCl4, then with Et2O, dried at room temp. in vac.-desiccator over CaCl2, elem. anal.;73%

2696-92-6Relevant articles and documents

Coates,Finney

, p. 2444 - 2444 (1914)

New systems for classical nitrosohalogenation of alkenes 2. Generation of nitrosyl chloride in AgNO2-SOCl2 and AgNO 3-SOCl2 systems

Bondarenko,Gavrilova,Tikhanushkina,Zyk

, p. 2145 - 2149 (2005)

Study of the reactions of compounds of the norbornene series demonstrated that the AgNO2-SOCl2 and AgNO3-SOCl2 systems serve as nitrosochlorinating agents under the conditions of electrophilic addition. X-ray di

Bent, H. A.,Crawford, B.

, p. 1793 - 1797 (1957)

-

Steacie, E. W. R.,Smith, W. McF.

, p. 145 - 149 (1938)

-

Gintz, F. P.,Goddard, D. R.,Collis, M. J.

, (1958)

Atmospheric chemistry of C2F5CHO: reaction with Cl atoms and OH radicals, IR spectrum of C2F5C(O)O2NO2

Andersen, M. P. Sulbaek,Hurley, M. D.,Wallington, T. J.,Ball, J. C.,Martin, J. W.,Ellis, D. A.,Mabury, S. A.,Nielsen, O. J.

, p. 28 - 36 (2003)

Smog chamber/FTIR techniques were used to measure k(Cl + C2F5CHO) = (1.96+/-0.28) x 10-12 and k(OH + C2F5CHO) = (5.26+/-0.80) x 10-13 cm3 molecule-1 s-1 in 700 Torr of N2 or air at 296+/-2 K. The Cl i

Burns, W. G.,Dainton, F. S.

, p. 21 - 24 (1952)

Kinetic study of an autocatalytic reaction: Nitrosation of formamidine disulfide

Francisco, Vitor,Garcia-Rio, Luis,Antonio Moreira, Jose,Stedman, Geoffrey

, p. 2292 - 2298 (2008)

The reaction kinetics for the acid nitrosation of formamidine disulfide (FDS) show an autocatalytic behavior that arises from the fact that the thiocyanate ion formed as a product acts as a powerful catalyst for the nitrosation reaction. In the presence of added nucleophiles the suppression of the autocatalytic route results from competition for the nitrous acid between the added halides and the thiocyanate anion, which is formed as a reaction product. Analysis of the kinetic data enabled extraction of the bimolecular rate constants, kNO+ = (3.2 ± 1.8) × 1010 M -1 s-1; kNOSCN = (2.1 ± 0.2) × 105 M-1 s-1; kNOBr = (9.4 ± 0.2) × 106 M-1 s1 and kNOCl = (4.0 ± 0.2) × 107 M-1 s-1, for the pathways catalyzed by SCN-, Br- and Cl-, respectively. Kinetic results are consistent with the attack on the nitrosating agent as the rate limiting step, i.e., the nitrosation of FDS behaves in a similar manner to the nitrosation of an amine. Rather different behavior is found for other substrates with an imino moiety adjacent to an amino nitrogen, such as the guanidines, which react by a mechanism in which the rate limiting step is the reorganization of the nitrosated substrate. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2008.

Welinsky, J.,Taylor, H. A.

, p. 466 - 472 (1938)

New details concerning the reactions of nitric oxide with vanadium tetrachloride

Hayton, Trevor W.,Patrick, Brian O.,Legzdins, Peter

, p. 7227 - 7233 (2004)

The slow addition of NO to a CCl4 solution of VCl4 reproducibly forms the known polymer [V(NO)3Cl2 ]n as a dark brown powder. Treatment of a CH2Cl 2 suspension of [V(NO)3Cl2]n with excess THF generates mer-(THF)3V(NO)Cl2 (1) which can be isolated as an orange crystalline material in 55% yield. The reaction of 1 with excess MeCN or 1 equiv of trimpsi (trimpsi = tBuSi(CH 2PMe2)3) provides yellow-orange (MeCN) 3V(NO)Cl2·MeCN (2·MeCN) and yellow (trimpsi)V(NO)Cl2 (3), respectively. A black, crystalline complex formulated as [NO][VCl5] (4) is formed by the slow addition of NO to neat VCl4 or by the reaction of excess CINO with neat VCl 4. Complex 4 is extremely air- and moisture-sensitive, and IR spectroscopy suggests that in solutions and in the gas phase it dissociates back into VCl4 and CINO. Reaction of 4 with excess [NEt 3(CH2Ph)]CI generates [NEt3(CH 2Ph)]2[VCl6]·2CH2Cl 2 (5·2CH2Cl2), which can be isolated as deep-red crystals in 51% yield. All new complexes have been characterized by conventional spectroscopic methods, and the solid-state molecular structures of 1, 2·MeCN, and 5·2CH2Cl2 have been established by single-crystal X-ray diffraction analyses.

Temperature Dependence of the OH + ClNO Reaction: Evidence for two Competing Reaction Channels

Finlayson-Pitts, B. J.,Ezell, M. J.,Grant, C. E.

, p. 17 - 19 (1986)

The temperature dependence of the reaction of OH with nitrosyl chloride, ClNO, has been studied from 263 to 373 K in a fast-flow discharge system.The decay of OH in the presence of excess ClNO was followed by resonance fluorescence at 309.5 nm.The total pressure was 1.05+/-0.05 torr in He as the carrier gas.The rate constant increases both above and below room temperature suggesting the existence of two competing reaction paths, a direct abstraction reaction, HO + ClNO -> HOCl + NO (1a) and one involving formation of an intermediate complex, HO + ClNO * -> HONO + Cl (1b).This supports the interpretation of the room temperature product data of Poulet and co-workers.

Markowitz, M. M.,Ricci, J. E.,Goldman, R. J.,Winternitz, P. E.

, p. 159 - 161 (1960)

Resonance Raman spectroscopy in the dissociative A band of nitrosyl chloride

Mackey,Johnson,Kittrell,Le,Kinsey

, p. 6631 - 6640 (2001)

Resonance Raman spectra were obtained for CINO at three wavelengths in the ultraviolet A band. Twelve previously unobserved vibrational levels in the ground state were observed. These new levels, together with previously known vibrational levels, allowed the construction of a large amplitude vibrational model valid in and beyond the Franck-Condon region. The ground state surface showed a large degree of separability in Jacobi coordinates even in the triatomic molecular region.

Anhydrous Dinitrogen Trioxide Solutions for Br?nsted Acid Free Nitrous Acid Chemistry

Rosadiuk, Kristopher A.,Bohle, D. Scott

, p. 5461 - 5465 (2017/12/26)

Dinitrogen trioxide, N2O3, is readily prepared and stabilized in high concentrations in dry organic solvents at normal working temperatures. These conditions allow for facile acid and water free nitrosation and nitration reactions fo

Reaction of trans-[RuNO(NH3)4(OH)]Cl2 with nitric acid and synthesis of ammine(nitrato)nitrosoruthenium complexes

Kabin,Emel'yanov,Vorob'yev,Alferova,Tkachev,Baidina

, p. 1146 - 1153 (2012/10/08)

The reaction of trans-[RuNO(NH3)4(OH)]Cl2 with nitric acid has been studied. Reaction prod- ucts have been identified by IR spectroscopy, NMR, mass spectrometry, powder and single-crystal X-ray dif- fraction, and chemical

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