Product Name

  • Name

    2-Chloroethyl isocyanate

  • EINECS 217-734-4
  • CAS No. 1943-83-5
  • Article Data12
  • CAS DataBase
  • Density 1.237
  • Solubility reacts
  • Melting Point 135 C
  • Formula C3H4ClNO
  • Boiling Point 135 ºC
  • Molecular Weight 105.524
  • Flash Point 56 ºC
  • Transport Information UN 1993
  • Appearance liquid
  • Safety Moderately toxic by inhalation. Human mutation data reported. A flammable liquid. When heated to decomposition it emits very toxic fumes of Cl− and NOx. See also ISOCYANATES and ESTERS.
  • Risk Codes R23/24/25;R34;R42   
  • Molecular Structure Molecular Structure of 1943-83-5 (2-Chloroethyl isocyanate)
  • Hazard Symbols
  • Synonyms 2-CHLOROETHYL ISOCYANATE;1-CHLORO-2-ISOCYANATO-ETHANE;ISOCYANIC ACID 2-CHLOROETHYL ESTER;1-chloro-2-isocyanato-ethan;2-chlorethylisokyanat;nsc87418;2-CHLOROETHYL ISOCYANATE, LOW HCL, 97%;2-Chloroethyl isocyanate 97%
  • PSA 29.43000
  • LogP 0.56100

Synthetic route

C3H4ClN3O
98384-97-5

C3H4ClN3O

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
Heating;100%
2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With sodium azide In benzene for 5h; Heating;52%
phosgene
75-44-5

phosgene

2-chloroethanamine hydrochloride
870-24-6

2-chloroethanamine hydrochloride

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With 1,2,3-trichlorobenzene at 140℃;
ethyleneimine
151-56-4

ethyleneimine

phosgene
75-44-5

phosgene

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
(i) CCl4, (ii) (heating); Multistep reaction;
With triethylamine In diethyl ether
dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With pyridine; p-toluenesulfonyl chloride
<2-chloro-ethyl>-uretane

<2-chloro-ethyl>-uretane

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With phosphorus trichloride zuletzt auf dem Dampfbad;
<2-hydroxy-ethyl>-urethane

<2-hydroxy-ethyl>-urethane

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With phosphorus trichloride zuletzt auf dem Dampfbad;
ethyl N-(2-chloroethyl)carbamate
6329-26-6

ethyl N-(2-chloroethyl)carbamate

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

carbon dioxide
124-38-9

carbon dioxide

2-chloroethanamine hydrochloride
870-24-6

2-chloroethanamine hydrochloride

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon dioxide; 2-chloroethanamine hydrochloride With 1,1,1,3,3,3-hexamethyl-disilazane In toluene at 80 - 90℃; for 3h;
Stage #2: at 200℃; Further stages.;
chloropropionic acid
107-94-8

chloropropionic acid

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene at 20 - 80℃; for 1.25h; Inert atmosphere;
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

aniline
62-53-3

aniline

1-(2-chloroethyl)-3-phenylurea
7144-13-0

1-(2-chloroethyl)-3-phenylurea

Conditions
ConditionsYield
In dichloromethane at 20℃; for 20h; Inert atmosphere;100%
In dichloromethane at 25℃; for 24h; Cooling with ice; Inert atmosphere;99%
In dichloromethane at 0 - 25℃;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

Cyclopentamine
1003-03-8

Cyclopentamine

1-(2-chloroethyl)-3-cyclopentylurea
13908-08-2

1-(2-chloroethyl)-3-cyclopentylurea

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%
In acetonitrile at 20℃; for 2h;34.97%
In chloroform
In water Heating;
4-aminopyridine
504-24-5

4-aminopyridine

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

N-(2-chloroacetyl)-N'-(4-pyridyl)urea
62491-96-7

N-(2-chloroacetyl)-N'-(4-pyridyl)urea

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%
In toluene at 0 - 12℃; for 12h;94%
In toluene at 20℃; for 6h;87%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

methyl 2-<3-(2-chloroethyl)ureido>benzoate
77093-92-6

methyl 2-<3-(2-chloroethyl)ureido>benzoate

Conditions
ConditionsYield
for 16h; Ambient temperature;100%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

3-Iodoaniline
626-01-7

3-Iodoaniline

1-(2-chloro-ethyl)-3-(3-iodo-phenyl)-urea

1-(2-chloro-ethyl)-3-(3-iodo-phenyl)-urea

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 20h;100%
In dichloromethane at 0 - 20℃; for 20h;100%
at 20℃;95%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

but-3-yn-1-amine
14044-63-4

but-3-yn-1-amine

1-but-3-ynyl-3-(2-chloroethyl)urea
928830-20-0

1-but-3-ynyl-3-(2-chloroethyl)urea

Conditions
ConditionsYield
In diethyl ether for 0.5h;100%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

tert-butyl (3R,4R)-4-amino-3-(3,4-dichlorophenyl)piperidine-1-carboxylate p-toluenesulfonate
1160260-04-7

tert-butyl (3R,4R)-4-amino-3-(3,4-dichlorophenyl)piperidine-1-carboxylate p-toluenesulfonate

tert-butyl (3R,4R)-4-{[(2-chloroethyl)carbamoyl]amino}-3-(3,4-dichlorophenyl)piperidine-1-carboxylate
1218764-57-8

tert-butyl (3R,4R)-4-{[(2-chloroethyl)carbamoyl]amino}-3-(3,4-dichlorophenyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 10 - 35℃; for 4h;100%
tert-butyl (3R)3-aminopiperidine-1-carboxylate
188111-79-7

tert-butyl (3R)3-aminopiperidine-1-carboxylate

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

tert-butyl (3R)-3-{[(2-chloroethyl)carbamoyl]amino}piperidine-1-carboxylate

tert-butyl (3R)-3-{[(2-chloroethyl)carbamoyl]amino}piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 4.41667h;100%
With triethylamine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 20℃; for 4h;81.5%
With triethylamine In dichloromethane for 4.41667h;
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

(EtO)3Si-CH2CH2CH2-NH-CO-NH-CH2CH2-Cl

(EtO)3Si-CH2CH2CH2-NH-CO-NH-CH2CH2-Cl

Conditions
ConditionsYield
In pentane Solvent;100%
In pentane at -78 - 20℃; for 4.5h;100%
In ethanol at -78 - 50℃; for 2.5h;90.8%
In ethanol at -78 - -68℃; for 1.75h;
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

2-[2-(2-aminoethoxy)-4-(trifluoromethyl)phenyl]-8-chlorochromen-4-one

2-[2-(2-aminoethoxy)-4-(trifluoromethyl)phenyl]-8-chlorochromen-4-one

1-(2-chloroethyl)-3-[2-[2-(8-chloro-4-oxochromen-2-yl)-5-(trifluoromethyl)phenoxy]ethyl]urea

1-(2-chloroethyl)-3-[2-[2-(8-chloro-4-oxochromen-2-yl)-5-(trifluoromethyl)phenoxy]ethyl]urea

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 20℃; for 2h;100%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

(S)-3-(4-Amino-phenyl)-2-formylamino-propionic acid
94976-10-0

(S)-3-(4-Amino-phenyl)-2-formylamino-propionic acid

Nα-Formyl-4-(N'-2-chloroethylureido)-L-phenylalanine
94976-27-9

Nα-Formyl-4-(N'-2-chloroethylureido)-L-phenylalanine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 0 - 5℃; for 4h;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

N-methyl-4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl
42585-33-1

N-methyl-4-amino-2,2,6,6-tetramethylpiperidinyl-1-oxyl

C13H25ClN3O2
97579-77-6

C13H25ClN3O2

Conditions
ConditionsYield
In diethyl ether at 20℃; for 3h;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

4--2,2,6,6-tetramethylpiperidinoxylamin

4--2,2,6,6-tetramethylpiperidinoxylamin

C14H27ClN3O3

C14H27ClN3O3

Conditions
ConditionsYield
In diethyl ether at 20℃; for 3h;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

p-cyclohexylaniline
6373-50-8

p-cyclohexylaniline

4-cyclohexyl-[3-(2-chloroethyl)ureido]benzene
74746-36-4

4-cyclohexyl-[3-(2-chloroethyl)ureido]benzene

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;99%
at 20℃;63%
for 6h; Ambient temperature;
In toluene at 20℃;
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

5-acetyl-4-methylthiazole-2-amine
30748-47-1

5-acetyl-4-methylthiazole-2-amine

1-(5-acetyl-4-methylthiazol-2-yl)imidazolidin-2-one
1072805-54-9

1-(5-acetyl-4-methylthiazol-2-yl)imidazolidin-2-one

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 45h; Heating / reflux;99%
With triethylamine In tetrahydrofuran at 20℃; for 45h; Reflux;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

4-aminophenyl-4-toluenesulfonic acid ester
3899-93-2

4-aminophenyl-4-toluenesulfonic acid ester

4-[3-(2-chloroethyl)ureido]phenyl 4-methylbenzenesulfonate
1311946-59-4

4-[3-(2-chloroethyl)ureido]phenyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 216h; Inert atmosphere; Cooling with ice;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

4-(tert-butyldimethylsilyloxy)phenyl 4-aminobenzenesulfonate
1328953-61-2

4-(tert-butyldimethylsilyloxy)phenyl 4-aminobenzenesulfonate

4-(tert-butyldimethylsilyloxy)phenyl 4-[3-(2-chloroethyl)ureido]benzenesulfonate
1328953-79-2

4-(tert-butyldimethylsilyloxy)phenyl 4-[3-(2-chloroethyl)ureido]benzenesulfonate

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 168h; Inert atmosphere;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

diphenylphosphane
829-85-6

diphenylphosphane

C15H15ClNOP

C15H15ClNOP

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 1h; Schlenk technique; Inert atmosphere;99%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

<(methyl-2 amino-2 propyl)-1 dimethyl-2,6 pyridinylidene-4 yl>-2 indanedione-1,3
95835-40-8

<(methyl-2 amino-2 propyl)-1 dimethyl-2,6 pyridinylidene-4 yl>-2 indanedione-1,3

(chloro-2 ethyl)-1 (<(indanedione-1,3 ylidene-2 yl)-4 dimethyl-2,6 dihydro-1,4 pyridinyl-1>-3 methyl-2 propyl-2)-3 uree
95835-21-5

(chloro-2 ethyl)-1 (<(indanedione-1,3 ylidene-2 yl)-4 dimethyl-2,6 dihydro-1,4 pyridinyl-1>-3 methyl-2 propyl-2)-3 uree

Conditions
ConditionsYield
In chloroform for 23h; Ambient temperature;98.1%
pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

1-(2-chloro-ethyl)-3-pyridin-3-yl-urea
13908-58-2

1-(2-chloro-ethyl)-3-pyridin-3-yl-urea

Conditions
ConditionsYield
In toluene at 0 - 20℃; for 5.5h;98%
In toluene at 0 - 20℃; for 5.5h;98%
In tetrahydrofuran for 1.5h; Ambient temperature;81%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

5-amino-3-morpholino-1H-1,2,4-triazole
51420-46-3

5-amino-3-morpholino-1H-1,2,4-triazole

5-Amino-3-morpholin-4-yl-[1,2,4]triazole-1-carboxylic acid (2-chloro-ethyl)-amide
116986-41-5

5-Amino-3-morpholin-4-yl-[1,2,4]triazole-1-carboxylic acid (2-chloro-ethyl)-amide

Conditions
ConditionsYield
In 1,4-dioxane at 25℃; for 12h;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

4-(aminomethyl)-2,2,6,6-tetramethyl-1-oxy-piperidin-4-yl
56674-44-3

4-(aminomethyl)-2,2,6,6-tetramethyl-1-oxy-piperidin-4-yl

C13H25ClN3O2
172325-48-3

C13H25ClN3O2

Conditions
ConditionsYield
In diethyl ether at 20℃; for 3h;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

NN'-Bis-(2-aminoethyl)-NNN'N'-tetramethylhexanediammonium dibromide dihydrochloride
114728-26-6

NN'-Bis-(2-aminoethyl)-NNN'N'-tetramethylhexanediammonium dibromide dihydrochloride

NN'-Bis-<2-<3-(2-chloroethyl)ureido>ethyl>-NNN'N'-tetramethyhexanediammonium dibromide
114728-28-8

NN'-Bis-<2-<3-(2-chloroethyl)ureido>ethyl>-NNN'N'-tetramethyhexanediammonium dibromide

Conditions
ConditionsYield
With triethylamine In methanol at 0℃; for 1h;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

benzenemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]-
130413-06-8

benzenemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]-

carbamic acid, (2-chloroethyl)-2-[(tetrahydro-2H-pyran-2-yl)oxy]benzyl ester
267664-74-4

carbamic acid, (2-chloroethyl)-2-[(tetrahydro-2H-pyran-2-yl)oxy]benzyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 48h; Addition;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

3-(benzyloxy)aniline
1484-26-0

3-(benzyloxy)aniline

1-(3-benzyloxy-phenyl)-3-(2-chloro-ethyl)-thiourea
1007864-55-2

1-(3-benzyloxy-phenyl)-3-(2-chloro-ethyl)-thiourea

Conditions
ConditionsYield
In dichloromethane at 20℃;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

3-(4-methylcyclohexyloxy)benzenamine
1063655-95-7

3-(4-methylcyclohexyloxy)benzenamine

C16H23ClN2O2
1063656-56-3

C16H23ClN2O2

Conditions
ConditionsYield
In dichloromethane at 20℃;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-amine
51490-15-4

6,7,8,9-tetrahydro-5H-benzo[7]annulen-2-amine

C14H19ClN2O
1063656-17-6

C14H19ClN2O

Conditions
ConditionsYield
In dichloromethane at 20℃;98%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

4-chloro-3-(2,6-dichloro-4-trifluoromethylphenyloxy)-5-methylpyrazole

4-chloro-3-(2,6-dichloro-4-trifluoromethylphenyloxy)-5-methylpyrazole

N-(2-chloroethyl)-4-chloro-3-(2,6-dichloro-4-trifluoromethylphenyloxy)-5-methylpyrazole-1-carboxamide

N-(2-chloroethyl)-4-chloro-3-(2,6-dichloro-4-trifluoromethylphenyloxy)-5-methylpyrazole-1-carboxamide

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃; for 8h;97.6%
2-chloroethyl isothiocyanate
1943-83-5

2-chloroethyl isothiocyanate

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,1'-(1,2-phenylene)bis(3-(2-chloroethyl)urea)
13908-65-1

1,1'-(1,2-phenylene)bis(3-(2-chloroethyl)urea)

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane at 0 - 20℃; for 6h;97%
In chloroform

2-Chloroethyl isocyanate Chemical Properties

The Molecular formula of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5): C3H4ClNO
The Molecular Weight of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5): 105.52
The Molecular Structure of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5):
EINECS: 217-734-4
Boiling Point: 135 °C at 760 mmHg 
Flash Point: 56.7 °C 
Index of Refraction: 1.456 
Molar Refractivity: 24.87 cm3 
Molar Volume: 91.4 cm3 
Polarizability: 9.86 10-24 cm3 
Surface Tension: 36.2 dyne/cm 
Density: 1.15 g/cm3 
Enthalpy of Vaporization: 37.24 kJ/mol 
Vapour Pressure: 7.88 mmHg at 25°C 
storage temp.: 2-8°C
Water Solubility: reacts
Sensitive: Lachrymatory
Stability: Stable, but moisture sensitive. Combustible. Incompatible with water, moisture, strong oxidizing agents, strong bases, acids, alcohols, amines.
BRN: 1071429
IUPAC Name: 1-chloro-2-isocyanatoethane
Synonyms: 2-CHLOROETHYL ISOCYANATE;ISOCYANIC ACID 2-CHLOROETHYL ESTER;2-CHLOROETHYL ISOCYANATE, LOW HCL, 97%;2-chlorethylisokyanat;nsc87418;1-chloro-2-isocyanato-ethan;2-Chloroethyl isocyanate 97%;1-CHLORO-2-ISOCYANATO-ETHANE;

2-Chloroethyl isocyanate Toxicity Data With Reference

The Toxicity Information of  ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5):
1.   

dni-hmn:fbr 75 µmol/L

   CNREA8    Cancer Research. 38 (1978),1067.
2.   

dnd-ham:lng 13 µmol/L

   CNREA8    Cancer Research. 38 (1978),3379.
3.   

ihl-mus LCLo:1000 mg/m3/10M

   NDRC**    National Defense Research Committee, Office of Scientific Research and Development, Progress Report

2-Chloroethyl isocyanate Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

2-Chloroethyl isocyanate Safety Profile

Moderately toxic by inhalation. Human mutation data reported. A flammable liquid. When heated to decomposition it emits very toxic fumes of Cl− and NOx. See also ISOCYANATES and ESTERS.
The Hazard Codes of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5):   Xn,   T,    C
Hazard Note: Toxic/Corrosive/Lachrymatory/Sensitizer
HazardClass: 6.1
The Risk Statements information of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5):
34:  Causes burns 
42:  May cause sensitization by inhalation 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
23/24/25:  Toxic by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of ISOCYANIC ACID-2-CHLOROETHYL ESTER(1943-83-5):
23:  Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
38:  In case of insufficient ventilation, wear suitable respiratory equipment 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
7/9:  Keep container tightly closed and in a well-ventilated place 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: NQ8450000
F: 10-19
PackingGroup: II

2-Chloroethyl isocyanate Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD (UN 2207); DOT Class: 6.1; Label: Poison (UN 2206); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3080); DOT Class: 3; Label: Flammable Liquid, Poison (UN 2478)

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