4-Chlorophenyl isocyanate supplier

Name
4-Chlorophenyl isocyanate
EINECS 203-176-9
CAS No. 104-12-1
Article Data116
CAS DataBase
Density 1.26 g/cm³
Solubility decomposes in water
Melting Point 26-29 °C(lit.)
Formula C₇H₄ClNO
Boiling Point 204.2 °C at 760 mmHg
Molecular Weight 153.568
Flash Point 76 °C
Transport Information UN 2811 6.1/PG 2
Appearance colorless to light yellow liquid or crystal
Safety 23-26-28-36/37/39-45-61-38-37/39-28A-22
Risk Codes 25-26-37/38-41-42-52/53
Molecular Structure
Hazard Symbols T+,T,C
Synonyms Chlorophenyl isocyanate;Isocyanic acid, p-chlorophenyl ester;1-Chloro-4-isocyanatobenzene;4-Chloroisocyanatobenzene;4-Chlorophenyl isocyanate;HSDB 1331;NSC 76589;PCPI;p-Chlorfenylisokyanat;p-Chlorfenylisokyanat;para-Chlorophenyl isocyanate;
PSA 29.43000
LogP 2.30730

Synthetic route

: 124-38-9
carbon dioxide

: 31641-65-3
N-p-chlorophenyltriphenylphosphinimine

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In benzene for 2h; Heating;	97%

: 32315-10-9
bis(trichloromethyl) carbonate

: 106-47-8
4-chloro-aniline

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In ethyl acetate at 0 - 5℃; for 3h; Solvent; Cooling with ice; Reflux;	92%
In 1,2-dichloro-ethane at 70 - 83℃;	89.4%
Stage #1: bis(trichloromethyl) carbonate; 4-chloro-aniline In dichloromethane at 20℃; for 0.5h; Stage #2: With triethylamine In dichloromethane at -35 - 20℃; for 2h;	84%

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: N-(4-chlorophenyl)thiomorpholine-4-carboxamide 1,1-dioxide

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3h;	77.1%

: (2S,3S)-1-(4-Chloro-phenyl)-3-methyl-4-oxo-azetidine-2-carbaldehyde

A: 104-12-1
p-chlorphenylisocyanate

B: [(Z)-4-Chloro-phenylimino]-acetaldehyde

Conditions

Conditions	Yield
at 550℃; under 0.002 Torr;	A 8% B 77%

: 21368-28-5
4-chlorobenzoyl azide

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In toluene for 1.5h; Heating;	75%
In toluene at 100℃; for 1h; Reflux;
Curtius Rearrangement;

: 17574-84-4
1-methoxy-2-methylprop-1-ene

: 36176-95-1
4-chloro-N-(dimethyl-λ4-sulfanylidene)benzamide

A: 54573-19-2
4,4-dimethyl-5-methoxy-2-(4-chlorophenyl)-2-oxazoline

B: 104-12-1
p-chlorphenylisocyanate

C: 619-56-7
4-chlorobenzamide

Conditions

Conditions	Yield
In benzene at 35℃; for 1h; Mechanism; Product distribution; Irradiation; other temperatures, other solvents, other concentration of reactant;	A 49% B n/a C n/a

...Expand

: 201230-82-2
carbon monoxide

: 100-00-5
4-chlorobenzonitrile

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; pyridine hydrochloride In chlorobenzene at 185℃; under 38000 Torr; for 1h;	49%
bis(tetrahydrofurane)oxovanadium(IV) dichloride; (Bu4N) In 1,2-dichloro-benzene at 120℃; under 750.06 Torr;	18%
bis(tetrahydrofurane)oxovanadium(IV) dichloride; (Bu4N) In 1,2-dichloro-benzene at 120℃; under 750.06 Torr; Rate constant;	18%
With pyridine; di(rhodium)tetracarbonyl dichloride; pyridine hydrochloride In chlorobenzene at 205℃; under 50 Torr; for 0.666667h; Yield given;

: 17738-71-5
2-((4-chlorophenyl)-amino)-2-oxoacetic acid

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate; copper(II) sulfate In dichloromethane; water at 40℃; for 3h;	46%
With ammonium peroxydisulfate; copper diacetate; silver nitrate In dichloromethane; water at 40℃; for 3h;	46%

: 17574-84-4
1-methoxy-2-methylprop-1-ene

: 132401-91-3
3-(4-chlorophenyl)-1,4,2-dioxazol-5-one

A: 54573-19-2
4,4-dimethyl-5-methoxy-2-(4-chlorophenyl)-2-oxazoline

B: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In dichloromethane Irradiation;	A 9% B 42%

...Expand

: 132401-91-3
3-(4-chlorophenyl)-1,4,2-dioxazol-5-one

A: 54573-19-2
4,4-dimethyl-5-methoxy-2-(4-chlorophenyl)-2-oxazoline

B: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With 1-methoxy-2-methylprop-1-ene In dichloromethane Irradiation;	A 9% B 42%

: cis-1-(p-chlorophenyl)-4-cyano-3-methylazetidin-2-one

A: 1190-76-7
(Z)-2-butenenitrile

B: 4786-20-3
crotononitrile

C: 1204614-45-8
(p-chlorophenyl)iminoacetonitrile

D: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
at 720℃; under 0.0015 Torr; regioselective reaction;	A n/a B n/a C 30% D n/a

...Expand

: 75-44-5
phosgene

: 106-47-8
4-chloro-aniline

: 104-12-1
p-chlorphenylisocyanate

: 103-71-9
phenyl isocyanate

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With chlorine; 1,1,2,2-tetrachloroethane Erwaermen des Reaktionsprodukts auf 90grad;

: 75-44-5
phosgene

: 156-43-4
4-Ethoxyaniline

A: 104-12-1
p-chlorphenylisocyanate

B: 32459-62-4
4-ethoxyphenyl isocyanate

Conditions

Conditions	Yield
With 1-Chloronaphthalene at 240℃;

...Expand

: 17205-60-6
4-chloro-N-(2,2-diphenylvinylidene)aniline

A: 119-61-9
benzophenone

B: 104-12-1
p-chlorphenylisocyanate

C: (4-Chloro-phenyl)-methylidyne-ammonium

Conditions

Conditions	Yield
With oxygen; copper dichloride In N,N-dimethyl-formamide; benzene at 28℃; Mechanism; Rate constant; k=6.1E-2 min-3;

...Expand

: 150-68-5
monuron

A: 104-12-1
p-chlorphenylisocyanate

B: 124-40-3
dimethyl amine

Conditions

Conditions	Yield
at 180 - 220℃; Thermodynamic data; ΔH; heat of dissociation;

: 106-47-8
4-chloro-aniline

: 503-38-8
trichloromethyl chloroformate

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In 1,4-dioxane Heating;
With pyrographite In ethyl acetate Heating;

: 69413-36-1
3-Methyl-pyrazole-1-carboxylic acid (4-chloro-phenyl)-amide

A: 1453-58-3
3-Methylpyrazole

B: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With dibutylamine In tetrachloromethane at 40℃; Rate constant;
In 1,4-dioxane at 40℃; Rate constant; var. aprotic solvents;

: 154592-65-1
O-cyclododecyl-N-(4-chlorophenyl)selenocarbamate

A: 1129-89-1
cis-cyclododecene

B: 1486-75-5
(E)-Cyclododecen

C: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform-d1 at 80℃; for 4h; Product distribution; rates of olefin at various temperature and time;

...Expand

: 154592-71-9
N-(4-chlorophenyl)selenocarbamate of cholestanol

A: 28338-69-4
5α-cholest-3-ene

B: 13901-19-4, 15910-23-3, 570-73-0
cholest-2-ene

C: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With trifluoroacetic acid In chloroform-d1 at 80℃; for 4h; Product distribution; rates of olefin formation at various temperature and time;

...Expand

: C31H27NP2*C7H5Cl2NNiO

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With copper dichloride In tetrahydrofuran for 0.5h;

: 58696-04-1
N-(4-chlorobenzoyl)-9,10-dihydro-9,10-dimethyl-9,10-epoxyiminoanthracene

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With triphenylphosphine In benzene Heating;	92 % Chromat.

: 22536-57-8
(4-chlorophenyl)carbamic chloride

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With triethylamine In dichloromethane; toluene for 0.25h;

: 103-71-9
phenyl isocyanate

: 79-34-5
1,1,2,2-tetrachloroethane

chlorine <1 mol>: chlorine <1 mol>

: 104-12-1
p-chlorphenylisocyanate

...Expand

: 7782-50-5
chlorine

: 103-71-9
phenyl isocyanate

: 102-07-8
bis(diphenyl)urea

A: 2612-57-9
2,4-dichlorophenyl isocyanate

B: 104-12-1
p-chlorphenylisocyanate

C: 2505-31-9
2,4,6-trichlorophenyl isocyanate

Conditions

Conditions	Yield
at 120 - 130℃;

...Expand

: 940-36-3
(4-chloro-phenyl)-carbamic acid methyl ester

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With montmorillonite K-10 In 1,2-dichloro-benzene at 183℃; for 5h;	99 % Chromat.

: 1885-81-0
p-chlorophenyl isocyanide

A: 104-12-1
p-chlorphenylisocyanate

B: 106-47-8
4-chloro-aniline

Conditions

Conditions	Yield
With di-tert-butyl peroxide at 56.84℃; for 4.5h; Photolysis;

: 122-01-0
4-chloro-benzoyl chloride

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
With sodium azide In toluene for 1h; Heating;
Multi-step reaction with 2 steps 1: sodium azide / acetone / 0.5 h / 0 °C 2: toluene / 1 h / 100 °C / Reflux View Scheme
Stage #1: 4-chloro-benzoyl chloride With sodium azide In water; acetone at 0℃; Curtius Rearrangement; Stage #2: In toluene for 2h; Curtius Rearrangement; Reflux; Inert atmosphere;	400 mg

: [(benzoyl)(4-chlorophenylcarbamoyl)methylene]triphenylphosphorane

A: 104-12-1
p-chlorphenylisocyanate

B: 20913-05-7
(Benzoylmethylene)triphenylphosphorane

Conditions

Conditions	Yield
at 385.25 - 424.85℃; Kinetics;

: 286-20-4
cyclohexane-1,2-epoxide

: 104-12-1
p-chlorphenylisocyanate

: 109632-68-0
3-(4-Chloro-phenyl)-hexahydro-benzooxazol-2-one

Conditions

Conditions	Yield
Ph4SbI-Bu3SnI In benzene at 80℃; for 2h;	100%

: 104-12-1
p-chlorphenylisocyanate

: 2,4-diaminophanyl diphenylphosphinodithioate

: Diphenyl-phosphinodithioic acid 2,4-bis-[3-(4-chloro-phenyl)-ureido]-phenyl ester

Conditions

Conditions	Yield
In benzene	100%

: 104-12-1
p-chlorphenylisocyanate

: 21584-72-5
6,7-dimethoxy-4-(1-piperazinyl)quinazoline

: N-(4-Chlorophenyl)-4-(6,7-dimethoxy-4-quinazolinyl)-1-piperazinecarboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	100%

: (1R,2S)-2-{[(3aR,4R,9bR)-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexylamine dihydrochloride

: 104-12-1
p-chlorphenylisocyanate

: N-(4-chlorophenyl)-N'-((1R,2S)-2-{[(3aR,4R,9bR)-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl)urea

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 4.5h;	100%

: (R)-2-amino-N-[4-(3-oxo-morpholin-4-yl)-phenyl]-3-(dimethoxy-phosphoryl)-propionamide

: 104-12-1
p-chlorphenylisocyanate

: (R)-2-[3-(4-chlorophenyl)-ureido]-N-[4-(3-oxo-morpholin-4-yl)-phenyl]-3-(dimethoxy-phosphoryl)-propionamide

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	100%

: 104-12-1
p-chlorphenylisocyanate

: 3395-35-5
DL-3,4-Dehydroproline

: 1-(4-chloro-phenylcarbamoyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 80℃; for 16h;	100%

: 1224513-21-6
2-(adamantan-2-yl)-4,4-dimethyl-1,2-diazetidin-3-one

: 104-12-1
p-chlorphenylisocyanate

: 1224513-00-1
N-(4-chlorophenyl)-4,4-dimethyl-3-oxo-2-(adamantan-2-yl)-1,2-diazetidine-1-carboxamide

Conditions

Conditions	Yield
With triethylamine; dmap In dichloromethane at 20℃; for 1.5h;	100%

: 1231892-80-0
2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine

: 104-12-1
p-chlorphenylisocyanate

: 1400220-48-5
1-[2-fluoro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(4-chlorophenyl)-urea

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 23h; Inert atmosphere;	100%

: 104-12-1
p-chlorphenylisocyanate

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1315592-03-0
tert-butyl 4-(4-chlorophenylcarbamoyl)piperazine-1-carboxylic acid ester

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 3h;	99.9%
In dichloromethane at 0 - 20℃; for 1h;	89%
In chloroform at 20℃;
In dichloromethane at 20℃; for 2h;

: 1449770-04-0
C19H17NO3S

: 104-12-1
p-chlorphenylisocyanate

: 1-(4-chlorophenyl)-3a-phenyl-3-tosyl-3,3a,7,7a-tetrahydro-1H-benzo[d]imidazole-2,6-dione

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 25℃; for 0.166667h; diastereoselective reaction;	99.5%

: 104-12-1
p-chlorphenylisocyanate

: 124-40-3
dimethyl amine

: 150-68-5
monuron

Conditions

Conditions	Yield
In chlorobenzene	99%
In toluene at 80℃; for 1h;	96%
In water; toluene for 2h; Heating;	90%

: 104-12-1
p-chlorphenylisocyanate

: 109-89-7
diethylamine

: 15737-37-8
N,N-diethyl-N'-(4-chlorophenyl)urea

Conditions

Conditions	Yield
With [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] In toluene at 25℃; for 1h; Schlenk technique; Inert atmosphere; Glovebox;	99%
With [κ2-{(Ph2P-(=Se))}2NCH2(C5H4N)ZnCl2] In toluene at 25℃; Schlenk technique; Inert atmosphere;	96%
In benzene for 0.5h;	69%
In ethanol

: 104-12-1
p-chlorphenylisocyanate

: 1784-98-1
1,3,5-tris-(4-chloro-phenyl)-[1,3,5]triazinane-2,4,6-trione

Conditions

Conditions	Yield
With [(CH2)2N[(CH2)3N[(CH2)3NHC(O)]2]2]2-azidophosphine dendrimer at 20℃; for 5h;	99%
With 1,3-diisopropyl-3,4,5,6-tetrahydropyrimidin-1-ium-2-carboxylate In tetrahydrofuran at 75℃; for 1h;	99%
With C47H79N4Si3Y In tetrahydrofuran at 23℃; for 12h; Glovebox; Schlenk technique; Inert atmosphere;	99%

: 51659-22-4, 76336-95-3
[(2S,3R)-3-(4-Nitro-phenyl)-aziridin-2-yl]-phenyl-methanone

: 104-12-1
p-chlorphenylisocyanate

: 109831-10-9
1-(4-Chlorphenylcarbamoyl)-2-(4-nitrophenyl)-3-benzoylaziridin

Conditions

Conditions	Yield
In diethyl ether for 0.333333h; Heating;	99%

: 26410-96-8
6-(methylamino)hexanoic acid

: 104-12-1
p-chlorphenylisocyanate

: 1-(5-carboxypentyl)-3-(4-chlorophenyl)-1-methylurea

Conditions

Conditions	Yield
With sodium hydroxide Ambient temperature;	99%

: 114779-47-4

: 104-12-1
p-chlorphenylisocyanate

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Ambient temperature;	99%

: 128797-69-3
2-isopropylidenehydrazino-2,6-dioxo-4,4-dimethylcyclohexyl thioketone

: 104-12-1
p-chlorphenylisocyanate

: 128797-70-6
5-(4,4-Dimethyl-2,6-dioxo-cyclohexylidene)-2,2-dimethyl-[1,3,4]thiadiazolidine-3-carboxylic acid (4-chloro-phenyl)-amide

Conditions

Conditions	Yield
In chloroform for 15h; Ambient temperature;	99%

: 104-12-1
p-chlorphenylisocyanate

: 14131-62-5
D-glucosamine hydrochloride

: 149117-40-8
2-<3-(4-chlorophenylureido)>-2-deoxy-α-D-glucopyranose

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane; water for 0.5h; Ambient temperature;	99%

: 104-12-1
p-chlorphenylisocyanate

: 97578-20-6
N-benzylaminomethyl-dimethylphosphine oxide

: 1-(4-chlorophenyl)-3-benzyl-3-(dimethylphosphinylmethyl)urea

Conditions

Conditions	Yield
In dichloromethane	99%

: 98589-40-3
6-amino-4H-1-benzopyran-4-one

: 104-12-1
p-chlorphenylisocyanate

: 839714-64-6
1-(4-chloro-phenyl)-3-(4-oxo-4H-chromen-6-yl)-urea

Conditions

Conditions	Yield
In toluene at 80℃; for 18h; Heating / reflux;	99%
In toluene at 80℃; for 18h; Heating / reflux;	99%

: ((CH3)5C5)Ru(P(CH3)3)2(Si(C6H5)2)(1+)*B(C6F5)4(1-)=[((CH3)5C5)Ru(P(CH3)3)2(Si(C6H5)2)][B(C6F5)4]

: 104-12-1
p-chlorphenylisocyanate

: 198082-74-5
C5(CH3)5(P(CH3)3)2RuSi(C6H5)2N(ClC6H4)CO(1+)*B(C6F5)4(1-)=[C5(CH3)5(P(CH3)3)2RuSi(C6H5)2N(ClC6H4)CO]B(C6F5)4

Conditions

Conditions	Yield
In dichloromethane-d2 inert atmosphere; not isolated;	99%

: 20876-36-2
5-amino-1,3-dihydro-2H-indol-2-one

: 104-12-1
p-chlorphenylisocyanate

: 1171584-41-0
1-(4-chlorophenyl)-3-(2-oxo-2,3-dihydro-1H-indol-5-yl)-urea

Conditions

Conditions	Yield
In methanol; dichloromethane at 10 - 20℃;	99%

: 104-12-1
p-chlorphenylisocyanate

: 829-85-6
diphenylphosphane

: 1410203-07-4
N-(4-chlorophenyl)-1,1-diphenylphosphanecarboxamide

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; for 3h; Schlenk technique; Inert atmosphere;	99%
With Zr(tBu-ONNMe2O)Bn2; trityl tetrakis(pentafluorophenyl)borate In chlorobenzene at 60℃; for 24h; Schlenk technique;	90%
Stage #1: diphenylphosphane With α-Ln(α-deprotonated dimethylbenzylamine)3 In tetrahydrofuran Schlenk technique; Stage #2: p-chlorphenylisocyanate In tetrahydrofuran at 20℃; for 6h; Schlenk technique;	83%

: 104-12-1
p-chlorphenylisocyanate

: 64-04-0
phenethylamine

: 3-(4-chlorophenyl)-1-(2-phenylethyl)urea

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	99%
In dichloromethane for 2h; Reflux;	72%
In chloroform at 60℃; for 16h;	63%

: 1571914-67-4
C32H50O9

: 104-12-1
p-chlorphenylisocyanate

: 1571914-90-3
C39H54ClNO10

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Inert atmosphere;	99%

: 1613108-50-1
4-amino-3,4-dihydro-2,2-dimethyl-6-ethylsulfonylamino-2H-1-benzopyran

: 104-12-1
p-chlorphenylisocyanate

: 1613108-47-6
N-4-chlorophenyl-N'-(6-ethylsulfonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)urea

Conditions

Conditions	Yield
In dichloromethane for 0.5h; Reflux;	99%

: 123-75-1
pyrrolidine

: 104-12-1
p-chlorphenylisocyanate

: 35640-09-6
N-(4-chlorophenyl)-1-pyrrolidinecarboxamide

Conditions

Conditions	Yield
With [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] In toluene at 25℃; for 1h; Schlenk technique; Inert atmosphere; Glovebox;	99%
With [κ2-{(Ph2P-(=Se))}2NCH2(C5H4N)ZnCl2] In toluene at 25℃; Schlenk technique; Inert atmosphere;	93%
With 1,6-anhydro-3,4-dideoxy-β-D-glycero-hexopyranos-2-ulose at 0 - 20℃; for 1h;	86%
at 20℃; for 2h; Molecular sieve; Inert atmosphere;

: 9-amino-9-deoxy-epi-cinchonidine

: 104-12-1
p-chlorphenylisocyanate

: 1-(4-chlorophenyl)-3-[(8α,9S)-cinchonan-9-yl]urea

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	99%

: 104-12-1
p-chlorphenylisocyanate

: 85260-51-1
N-propanoyl-1,3-thiazolidine-2-thione

: N-(4-chlorophenyl)-2-thioxothiazolidine-3carboxamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	99%

: (1′S,2S,3S)-1-(1′-phenylethyl)-2-phenyl-3-aminoazetidine

: 104-12-1
p-chlorphenylisocyanate

: 1-(4-chlorophenyl)-3-((2S,3S)-2-phenyl-1-((S)-1-phenylethyl)azetidin-3-yl)urea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 5h;	99%

4-Chlorophenyl isocyanate Specification

The IUPAC name of 4-Chlorophenyl isocyanate is 1-chloro-4-isocyanatobenzene. With the CAS registry number 104-12-1, it is also named as Isocyanic acid, p-chlorophenyl ester. The classification codes are Human Data; Skin / Eye Irritant. It is colorless to light yellow liquid or crystal which decomposes in water and is soluble in toluene, xylene and other organic solvents. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.42; (4)ACD/LogD (pH 7.4): 3.42; (5)ACD/BCF (pH 5.5): 234.5; (6)ACD/BCF (pH 7.4): 234.5; (7)ACD/KOC (pH 5.5): 1730.42; (8)ACD/KOC (pH 7.4): 1730.42; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.55; (13)Molar Refractivity: 40.75 cm³; (14)Molar Volume: 127.8 cm³; (15)Polarizability: 16.15×10^-24 cm³; (16)Surface Tension: 41.3 dyne/cm; (17)Enthalpy of Vaporization: 44.05 kJ/mol; (18)Vapour Pressure: 0.266 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 152.998141; (21)MonoIsotopic Mass: 152.998141; (22)Topological Polar Surface Area: 29.4; (23)Heavy Atom Count: 10; (24)Complexity: 146.

Preparation of 4-Chlorophenyl isocyanate: Adding chloroaniline and toluene in the reactor, and stirring to the chloroaniline dissolve. And then passing phosgene at the low-temperature. After passing a certain amount of phosgene, transfer the material into the thermal reactor, and heating to about 105 °C. The materials become transparent, then refluxing a certain time, passing nitrogen gas to remove phosgene. Finally, we can get the product by cooling.

Uses of 4-Chlorophenyl isocyanate: It is used as an intermediate in pesticide and pharmaceutical manufacture. And it also can react with 1-methyl-5-methylsulfanyl-2,3-dihydro-pyrrole to get 1,3-bis-(4-chloro-phenyl)-7-methyl-1,5,6,7-tetrahydro-pyrrolo[2,3-d]pyrimidine-2,4-dione. This reaction needs solvent toluene by heating. The reaction time is 15 hours. The yield is 36%.

When you are using this chemical, please be cautious about it as the following:
It is toxic if swallowed and irritating to respiratory system and skin, so peole should not breathe dust. And it is also harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ccc(\N=C=O)cc1
2. InChI:InChI=1/C7H4ClNO/c8-6-1-3-7(4-2-6)9-5-10/h1-4H

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LC50	inhalation	53mg/m³ (53mg/m³)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 11(4), Pg. 23, 1967.
man	TCLo	inhalation	800ug/m³/1M (0.8mg/m³)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Hygiene and Sanitation Vol. 31(7-9), Pg. 481, 1966.
mouse	LC50	inhalation	53mg/m³ (53mg/m³)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 31(9), Pg. 108, 1966.
mouse	LD50	oral	450mg/kg (450mg/kg)		"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 38, 1982.
rabbit	LDLo	skin	6gm/kg (6000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS	National Technical Information Service. Vol. OTS0528442,
rat	LC50	inhalation	113mg/m³/4H (113mg/m³)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: OTHER CHANGES	National Technical Information Service. Vol. OTS0555462,
rat	LD	skin	> 1gm/kg (1000mg/kg)		National Technical Information Service. Vol. OTS0538092,
rat	LD50	oral	138mg/kg (138mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: GASTRITIS	National Technical Information Service. Vol. OTS0528437,
rat	LDLo	intraperitoneal	62500ug/kg (62.5mg/kg)		National Technical Information Service. Vol. OTS0538092,

Product Name

4-Chlorophenyl isocyanate

Synthetic route

4-Chlorophenyl isocyanate Specification

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