3,4-Dichlorophenyl isocyanate supplier

Name
Isocyanic acid 3,4-dichlorophenyl ester
EINECS 203-026-2
CAS No. 102-36-3
Article Data31
CAS DataBase
Density 1.37 g/cm³
Solubility decomposes in water
Melting Point 40-43 °C
Formula C₇H₃Cl₂NO
Boiling Point 118-120 °C (18 mmHg)
Molecular Weight 188.013
Flash Point 110 °C
Transport Information UN 2250 6.1/PG 2
Appearance White to yellow solid
Safety 22-26-36/37/39-45
Risk Codes 23-36/37/38-42
Molecular Structure
Hazard Symbols T
Synonyms Isocyanicacid, 3,4-dichlorophenyl ester (6CI,7CI,8CI);1,2-Dichloro-4-isocyanatobenzene;3,4-Dichloroisocyanatobenzene;NSC 76605;
PSA 29.43000
LogP 2.96070

Synthetic route

: 32315-10-9
bis(trichloromethyl) carbonate

: 95-76-1
m,p-dichloroaniline

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	96%
In 1,2-dichloro-ethane at 70 - 83℃;	91.9%
With triethylamine In benzene for 3h; Heating;

: 75-44-5
phosgene

: 95-76-1
m,p-dichloroaniline

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate at 80℃; for 3.3h; Temperature;	94%
With ethyl acetate
With sodium hydrogencarbonate In dichloromethane; water; toluene at 0 - 20℃;

: 99-54-7
3,4-dichloronitrobenzene

: 201230-82-2
carbon monoxide

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With pyridine; rhodium(III) chloride; bis(acetylacetonate)oxovanadium; 1-methyl-4-nitrobenzene; Azobenzene In chlorobenzene at 175℃; under 60004.8 Torr; for 1h; Product distribution; other reagents;
With pyridine; palladium dichloride In chlorobenzene at 160℃; under 76000 Torr; for 1h; Product distribution; other temperature, effects of adding Fe, V, Mo compounds and other additives on the conversion and selectivity of reaction;
With N,N-diphenylaminobenzene; palladium dichloride at 200℃; under 76000 Torr; Product distribution; selectivity of reaction, combined carbonylation with 3-chloronitrobenzene and azobenzene, influence of bases, salts;

: 330-54-1
DCMU

A: 124-40-3
dimethyl amine

B: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
at 170 - 220℃; Thermodynamic data; ΔH; heat of dissociation;
With hydrogenchloride; potassium chloride at 60.1℃; Kinetics; Further Variations:; Reagents; pH-values;

: 69413-37-2
3-Methyl-pyrazole-1-carboxylic acid (3,4-dichloro-phenyl)-amide

A: 1453-58-3
3-Methylpyrazole

B: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

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

: 7159-94-6
ethyl (3,4-dichlorophenyl)carbamate

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With boron trichloride; triethylamine In benzene for 0.5h; Heating;	97 % Chromat.

: 1918-18-9
methyl N-(3,4-dichlorophenyl)carbamate

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With boron trichloride; triethylamine In benzene for 0.5h; Heating;	87 % Chromat.

: 555-37-3
1-Butyl-3-(3,4-dichlorophenyl)-1-methylurea

A: 110-68-9
N-n-butyl-N-methylamine

B: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
With hydrogenchloride; potassium chloride at 60.1℃; Kinetics; Further Variations:; Reagents;

: 3024-72-4
3,4-dichlorobenzoyl chloride

: 102-36-3
3,4-dichlorophenylisocyanate

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

: 51-44-5
3,4-dichlorbenzoic acid

Nα-Fmoc-Nim-tert-butyloxycarbonyl-L-tryptophan 4-hydroxymethylphenoxy resin: Nα-Fmoc-Nim-tert-butyloxycarbonyl-L-tryptophan 4-hydroxymethylphenoxy resin

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride 2: sodium azide / toluene / 1 h / Heating View Scheme

: 6112-01-2
3,4-dichlorobenzoyl azide

: 102-36-3
3,4-dichlorophenylisocyanate

Conditions

Conditions	Yield
In toluene at 100℃; for 1h; Reflux;

: 20836-40-2
bis(2-trimethylsilyloxylethyl)amine

: 102-36-3
3,4-dichlorophenylisocyanate

: N'-(3,4-Dichlorophenyl)-N,N-bis<2-(trimethylsiloxy)ethyl>urea

Conditions

Conditions	Yield
In benzene for 1h; Heating;	100%

: 17165-52-5
2-(trimethylsiloxy)-N-(trimethylsilyl)ethylamine

: 102-36-3
3,4-dichlorophenylisocyanate

: N'-(3,4-dichlorophenyl)-N-<2-(trimethylsiloxy)ethyl>-N-(trimethylsilyl)urea

Conditions

Conditions	Yield
In benzene Heating;	100%

: 102-36-3
3,4-dichlorophenylisocyanate

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

: N-(3,4-Dichlorophenyl)-4-(6,7-dimethoxy-4-quinazolinyl)-1-piperazinecarboxamide

Conditions

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

: 777934-64-2
(3S)-3-aminomethyl-4-(4-[3-(2-methoxybenzyloxy)propoxy]phenyl)-5-oxopiperazine-1-carboxylic acid tert-butyl ester

: 102-36-3
3,4-dichlorophenylisocyanate

: 777934-68-6
(3S)-3-[3-(3,4-dichlorophenyl)ureidomethyl]-(4-[3-(2-methoxybenzyloxy)propoxy]phenyl)-5-oxopiperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h;	100%

: 4-[(1-ethylpiperidin-3-yl)methyl]piperidin-4-ol dihydrochloride

: 102-36-3
3,4-dichlorophenylisocyanate

: N-(3,4-dichlorophenyl)-4-[(1-ethylpiperidin-3-yl)methyl]-4-hydroxypiperidine-1-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 0.166667h;	100%

: 102-36-3
3,4-dichlorophenylisocyanate

: 1,3,5-Tris-(3,4-dichloro-phenyl)-[1,3,5]triazinane-2,4,6-trione

Conditions

Conditions	Yield
With tetrabutylammonium phthalimide-N-oxyl at 50℃; for 0.00833333h; Neat (no solvent);	99%
With potassium phthalimide N-oxide at 70℃; for 0.0666667h;	97%
With 1,5,7-triazabicyclo[4.4.0]dec-5-enium acetate at 50℃; for 0.00388889h;	95%

: 912330-17-7
ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

: 102-36-3
3,4-dichlorophenylisocyanate

: 1239953-30-0
ethyl 5-(3,4-dichlorophenylcarbamoyl)-4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

Conditions

Conditions	Yield
In toluene for 2h; Reflux;	99%

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

: 102-36-3
3,4-dichlorophenylisocyanate

: 1-(4-chloro-6-methyl-2-pyrimidinyl)-3-(3,4-dichlorophenyl)urea

Conditions

Conditions	Yield
In toluene for 15h; Inert atmosphere; Reflux;	99%
In 1,4-dioxane for 15h; Reflux;	69%

: 124-40-3
dimethyl amine

: 102-36-3
3,4-dichlorophenylisocyanate

: 330-54-1
DCMU

Conditions

Conditions	Yield
In toluene at 5 - 12℃; Temperature; Inert atmosphere; Green chemistry;	98.3%

: 6630-99-5
1,2,3,4-thiatriazole-5-amine

: 102-36-3
3,4-dichlorophenylisocyanate

: 119872-20-7
1-(3,4-Dichloro-phenyl)-3-[2-(3,4-dichloro-phenyl)-3-oxo-2,3-dihydro-[1,2,4]thiadiazol-5-yl]-urea

Conditions

Conditions	Yield
In pyridine at 10 - 15℃; for 24h;	98%

: 102-36-3
3,4-dichlorophenylisocyanate

: (R)-2-(4-Methoxy-benzylamino)-propionic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl ester

: (R)-3-(3,4-Dichloro-phenyl)-1-(4-methoxy-benzyl)-5-methyl-imidazolidine-2,4-dione

Conditions

Conditions	Yield
Stage #1: 3,4-dichlorophenylisocyanate; (R)-2-(4-Methoxy-benzylamino)-propionic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl ester With triethylamine In dichloromethane at 25℃; for 2h; Stage #2: With Amberlite G-50 ion-exchange resin; fluorous reverse-phase silica In dichloromethane	98%

: 102-36-3
3,4-dichlorophenylisocyanate

: 56073-96-2
methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate

: 209803-72-5
(5-{4-[3-(3,4-dichloro-phenyl)-ureido]-phenylsulfanyl}-1H-benzoimidazol-2-yl)-carbamic acid methyl ester

Conditions

Conditions	Yield
In dimethyl sulfoxide at 20℃;	98%

: 102-36-3
3,4-dichlorophenylisocyanate

: 929897-51-8
(2E)-4-{[(tert-butyl)diphenylsilyl]oxy}-3-methylbut-2-en-1-ol

: 1009734-59-1
(2E)-4-(tert-butyl(diphenyl)silyloxy)-3-methylbut-2-en-1-yl (3,4-dichlorophenyl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	98%

: 874-05-5
3-aminoindazole

: 102-36-3
3,4-dichlorophenylisocyanate

: 1119859-99-2
N-(3,4-dichlorophenyl)-3-(([(3,4-dichlorophenyl)amino]carbonyl)amino)-1H-indazole-1-carboxamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Reflux;	98%

: 84832-85-9
(4-Thiazolidin-2-yl-phenyl)-carbamic acid ethyl ester

: 102-36-3
3,4-dichlorophenylisocyanate

: 84832-95-1
{4-[3-(3,4-Dichloro-phenylcarbamoyl)-thiazolidin-2-yl]-phenyl}-carbamic acid ethyl ester

Conditions

Conditions	Yield
In benzene for 1h; Heating;	97.5%

: 102-36-3
3,4-dichlorophenylisocyanate

: 56073-96-2
methyl N-[5(6)-(4-aminophenylsulfanyl)benzimidazol-2-yl]carbamate

: (1-(3,4-dichloro-phenylcarbamoyl)-5-{4-[3-(3,4-dichloro-phenyl)-ureido]-phenylsulfanyl}-1H-benzoimidazol-2-yl)-carbamic acid methyl ester

Conditions

Conditions	Yield
In dimethyl sulfoxide at 70 - 80℃; for 3h;	97.1%

: 1308319-97-2
methyl 3-(2-amino-6-nitroquinazolin-4ylamino)propanoate

: 102-36-3
3,4-dichlorophenylisocyanate

: 1308320-05-9
methyl 3-(2-(3-(3,4-dichlorophenyl)ureido)-6-nitroquinazolin-4-ylamino)propanoate

Conditions

Conditions	Yield
In 1,4-dioxane at 120℃; for 0.0833333h; Microwave irradiation;	97%

: 960535-17-5
tert-butyl 3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate

: 102-36-3
3,4-dichlorophenylisocyanate

: 1609464-51-8
C22H26Cl2N4O4

Conditions

Conditions	Yield
In dichloromethane for 1h;	97%

: 77454-92-3
2-methyl-2-methylaminopropionaldoxime

: 102-36-3
3,4-dichlorophenylisocyanate

: 88235-68-1
1-(3,4-Dichloro-phenyl)-5-hydroxyamino-3,4,4-trimethyl-imidazolidin-2-one

Conditions

Conditions	Yield
With sodium hydroxide In water Heating;	96%

: 102-36-3
3,4-dichlorophenylisocyanate

: 132712-71-1, 4344-87-0, 145091-87-8
5-hydroxy-3-methylpyrazole

: 85220-08-2
5-Hydroxy-3-methyl-pyrazole-1-carboxylic acid (3,4-dichloro-phenyl)-amide

Conditions

Conditions	Yield
In chloroform for 15h; Ambient temperature;	96%

: 102-36-3
3,4-dichlorophenylisocyanate

: 4114-31-2
ethylhydrazine carboxylate

: C10H11Cl2N3O3

Conditions

Conditions	Yield
for 0.0333333h; microwave irradiation;	96%
at 20℃; for 0.5h;	96%

: 110-86-1
pyridine

: 762-42-5
dimethyl acetylenedicarboxylate

: 102-36-3
3,4-dichlorophenylisocyanate

: 1-(3,4-dichloro-phenyl)-2-oxo-1,9a-dihydro-2H-pyrido[1,2-a]pyrimidine-3,4-dicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
Stage #1: pyridine; 3,4-dichlorophenylisocyanate In dichloromethane Stage #2: dimethyl acetylenedicarboxylate In dichloromethane at -5℃; for 0.166667h; Stage #3: In dichloromethane at 20℃; for 2h; Further stages.;	96%

...Expand

: 123-00-2
4-(3-Aminopropyl)morpholine

: 102-36-3
3,4-dichlorophenylisocyanate

: 1-(3,4-dichlorophenyl)-3-(3-morpholinopropyl)urea

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 20℃;	96%

: 102-36-3
3,4-dichlorophenylisocyanate

: 133863-84-0
5-amino-3-benzylthio-4-ethoxycarbonyl-1H-pyrazol

: 172845-73-7
5-Amino-3-benzylsulfanyl-1-(3,4-dichloro-phenylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	95.1%

: 20386-43-0
(hydroxy-phenyl-methyl)-phosphonic acid diisopropyl ester

: 102-36-3
3,4-dichlorophenylisocyanate

: [(3,4-Dichloro-phenylcarbamoyloxy)-phenyl-methyl]-phosphonic acid diisopropyl ester

Conditions

Conditions	Yield
With triethylamine In benzene at 50 - 60℃;	95%

: 10416-59-8, 132255-83-5
(Z)-trimethylsilyl N-trimethylsilylacetimidate

: 102-36-3
3,4-dichlorophenylisocyanate

: 96088-24-3
1,3-Bis(3,4-dichlorphenyl)-6-methyl-5-trimethylsilyl-6-trimethylsilyloxy-1,3,5-triazinan-2,4-dion

Conditions

Conditions	Yield
In cyclohexane for 16h; Ambient temperature;	95%

: 88235-70-5
1,5,5-trimethyl-3-phenyl-4-hydroxylaminoimidazolidin-2-one

: 102-36-3
3,4-dichlorophenylisocyanate

: 132373-10-5
C19H20Cl2N4O3

Conditions

Conditions	Yield
In acetone	95%

: 133308-74-4, 136334-26-4
2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile

: 102-36-3
3,4-dichlorophenylisocyanate

: 133308-65-3, 136334-35-5
(+/-)-2R*,11bS*-N-(2-Cyano-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizin-2-yl)-N'-(3",4"-dichlorophenyl)urea

Conditions

Conditions	Yield
In benzene for 2h; Ambient temperature;	95%

: 133308-74-4, 136334-26-4
2-Amino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrobenzoquinolizine-2-carbonitrile

: 102-36-3
3,4-dichlorophenylisocyanate

: 136334-42-4
(+/-)-2R*,11bS*-3'-(3",4"-Dichlorophenyl)-4'-imino-9,10-dimethoxy-1,3,4,6,7,11b-hexahydrospiroquinolizin-2,5'-imidazolidin>-2'-one

Conditions

Conditions	Yield
With triethylamine In benzene for 3h; Ambient temperature; sonication;	95%

3,4-Dichlorophenyl isocyanate Consensus Reports

EPA Extremely Hazardous Substances List.

3,4-Dichlorophenyl 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)

3,4-Dichlorophenyl isocyanate Specification

The IUPAC name of Isocyanic acid-3,4-dichlorophenyl ester is 1,2-dichloro-4-isocyanatobenzene. With the CAS registry number 102-36-3, it is also named as 3,4-Dichlorophenyl isocyanate. The product's categories are Aromatic Isocyanates; Isocyanates; Nitrogen Compounds; Organic Building Blocks. It is white to yellow solid which is soluble in toluene, chlorobenzene and other solvents. Additionally, Isocyanic acid-3,4-dichlorophenyl ester is highly toxic and flammable. It will produce toxic chloride and nitric oxide gas when buring. So the storage environment should be ventilate, low-temperature and dry. Keep it separate from oxidant, acid and food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.01; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.01; (4)ACD/LogD (pH 7.4): 4.01; (5)ACD/BCF (pH 5.5): 658.37; (6)ACD/BCF (pH 7.4): 658.37; (7)ACD/KOC (pH 5.5): 3622.94; (8)ACD/KOC (pH 7.4): 3622.94; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1 ; (12)Index of Refraction: 1.575; (13)Molar Refractivity: 45.36 cm³; (14)Molar Volume: 137.2 cm³; (15)Polarizability: 17.98×10^-24 cm³; (16)Surface Tension: 43.7 dyne/cm; (17)Enthalpy of Vaporization: 47.03 kJ/mol; (18)Vapour Pressure: 0.0553 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 186.959169; (21)MonoIsotopic Mass: 186.959169; (22)Topological Polar Surface Area: 29.4; (23)Heavy Atom Count: 11; (24)Complexity: 179.

Preparation of Isocyanic acid-3,4-dichlorophenyl ester: It can be derived from the reaction of 3,4-dichloro-aniline and phosgene.

Uses of Isocyanic acid-3,4-dichlorophenyl ester: It is used as a chemical intermediate and in organic synthesis. And it is also used as intermediate of herbicide linuron, monuron and diuron. In addition, this chemical can react with [1,2,3,4]thiatriazol-5-ylamine to get 1-(3,4-dichloro-phenyl)-3-[2-(3,4-dichloro-phenyl)-3-oxo-2,3-dihydro-[1,2,4]thiadiazol-5-yl]-urea. This reaction needs reagent pyridine at temperature of 10-15 °C. The reaction time is 24 hours. The yield is 98%.

When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation,s o people should not breathe dust. It is also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 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)cc1Cl
2. InChI:InChI=1/C7H3Cl2NO/c8-6-2-1-5(10-4-11)3-7(6)9/h1-3H

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	140mg/m³/2H (140mg/m³)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 931, 1986.
rat	LC50	inhalation	2700mg/m³/4H (2700mg/m³)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: ATAXIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS	National Technical Information Service. Vol. OTS0571316,
rat	LD	skin	> 5gm/kg (5000mg/kg)		National Technical Information Service. Vol. OTS0533572,
rat	LD50	oral	91mg/kg (91mg/kg)		National Technical Information Service. Vol. OTS0528439,
rat	LDLo	intraperitoneal	100mg/kg (100mg/kg)		National Technical Information Service. Vol. OTS0538092,

Product Name

Isocyanic acid 3,4-dichlorophenyl ester

Synthetic route

3,4-Dichlorophenyl isocyanate Consensus Reports

3,4-Dichlorophenyl isocyanate Standards and Recommendations

3,4-Dichlorophenyl isocyanate Specification

Related Products

Hot Products