Benzene,2,4-dichloro-1-isothiocyanato- supplier

Name
2,4-DICHLOROPHENYL ISOTHIOCYANATE
EINECS 229-527-6
CAS No. 6590-96-1
Article Data23
CAS DataBase
Density 1.37 g/cm³
Solubility
Melting Point 36-40 °C(lit.)
Formula C₇H₃Cl₂NS
Boiling Point 288.8 °C at 760 mmHg
Molecular Weight 204.08
Flash Point 128.5 °C
Transport Information UN 3261 8/PG 3
Appearance White crystalline solid
Safety 22-26-36/37/39-45
Risk Codes 34-42
Molecular Structure
Hazard Symbols C
Synonyms 2,4-Dichlorophenyl isothiocyanate;Isothiocyanicacid, 2,4-dichlorophenyl ester (7CI,8CI);2,4-Dichloro-1-isothiocyanatobenzene;
PSA 44.45000
LogP 3.72770

Synthetic route

: 2131-55-7
4-Chlorophenyl isothiocyanate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-methyl-phenol; copper dichloride In tetrahydrofuran at 20℃; for 6h;	75%

: 75-15-0
carbon disulfide

: 554-00-7
2,4-Dichloroaniline

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: carbon disulfide; 2,4-Dichloroaniline In acetone at 20℃; Stage #2: With iron(II) sulfate; triethylamine In acetone chemoselective reaction;	79%
Stage #1: carbon disulfide; 2,4-Dichloroaniline With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h; Stage #2: With bis(trichloromethyl) carbonate In dichloromethane at -5℃; Reflux;	60%
Stage #1: carbon disulfide; 2,4-Dichloroaniline With 1,4-diaza-bicyclo[2.2.2]octane In toluene Stage #2: With benzene-1,3,5-tricarboxylic acid In chloroform

: 56356-90-2
C7H5Cl2NS2

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With benzene-1,3,5-tricarboxylic acid In dichloromethane
With bis(trichloromethyl) carbonate In dichloromethane
With bis(trichloromethyl) carbonate In dichloromethane at -5℃; for 8h; Reflux;
With bis(trichloromethyl) carbonate In dichloromethane
With bis(trichloromethyl) carbonate In dichloromethane at 20℃; for 2h; Cooling with ice;

: 463-71-8
thiophosgene

: 554-00-7
2,4-Dichloroaniline

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: 2,4-Dichloroaniline With sodium carbonate In chloroform Cooling with ice; Stage #2: thiophosgene In chloroform for 2h; Cooling with ice;	99%
With chloroform Verruehren einer waessr. Suspension;
In chloroform at 20℃; for 2h;

: 1449510-30-8
o-phenyl (2,4-dichlorophenyl)carbamothioate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 1h;	99%

: 554-00-7
2,4-Dichloroaniline

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,4-diaza-bicyclo[2.2.2]octane / toluene 2: benzene-1,3,5-tricarboxylic acid / dichloromethane View Scheme
Multi-step reaction with 2 steps 1: 1,4-diaza-bicyclo[2.2.2]octane / toluene 2: bis(trichloromethyl) carbonate / dichloromethane View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / Reflux 2: sodium hydroxide / dichloromethane / 1 h / 20 °C View Scheme

: 554-00-7
2,4-Dichloroaniline

: 1005-56-7
phenylcarbonochloridothioate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 0 - 20℃; for 73h;	21%

N-phenyl-N'-<2.4-dichloro-phenyl>-thiourea: N-phenyl-N'-<2.4-dichloro-phenyl>-thiourea

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With sulfuric acid Destillieren mit Wasserdampf;

: 7664-93-9
sulfuric acid

: 13528-25-1
N-(2,4-dichlorophenyl)-N'-phenylthiourea

A: 103-72-0
phenyl isothiocyanate

B: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Destillieren des Gemisches mit Wasserdampf;

...Expand

: methyl 2-((1s,4s)-4-(5-(2-hydrazinyl-2-oxoacetamido)pyridin-2-yloxy)cyclohexyl)acetate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: methyl 2-((1s,4s)-4-(5-(5-(2,4-dichlorophenylamino)-1,3,4-oxadiazole-2-carboxamido)pyridin-2-yloxy)cyclohexyl)acetate

Conditions

Conditions	Yield
Stage #1: methyl 2-((1s,4s)-4-(5-(2-hydrazinyl-2-oxoacetamido)pyridin-2-yloxy)cyclohexyl)acetate; 2, 4-dichlorophenyl isothiocyanate In N,N-dimethyl-formamide at 45℃; for 1.5h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 85℃; for 0.75h;	100%

: (1s,4s)-ethyl 4-(5-(2-hydrazinyl-2-oxoacetamido)pyridin-2-yloxy)methylcyclohexanecarboxylate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 1124175-21-8
ethyl 4-(5-((5-((2,4-dichlorophenyl)amino)1,3,4-oxadiazole-2-carbonyl)amino)pyridin-2-yl)oxy-1-methylcyclohexane-1-carboxylate

Conditions

Conditions	Yield
Stage #1: (1s,4s)-ethyl 4-(5-(2-hydrazinyl-2-oxoacetamido)pyridin-2-yloxy)methylcyclohexanecarboxylate; 2, 4-dichlorophenyl isothiocyanate In N,N-dimethyl-formamide at 40℃; for 0.416667h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 1.41667h;	100%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 6326-14-3
2,4-dichlorophenylthiourea

Conditions

Conditions	Yield
With ammonia In 1,2-dimethoxyethane	99%
With ethanol; ammonia
With ethanol; ammonia

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 32683-02-6
ethyl-2-aminocyano acetate

: 5-amino-2-(2,4-dichloro-phenylamino)-thiazole-4-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In 1,4-dioxane	99%

: 1426541-60-7
4-amino-1-phenylpyrazole-3-carbonitrile

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 1-(3-cyano-1-phenyl-1H-pyrazol-4-yl)-3-(2,4-dichlorophenyl)thiourea

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	98%

: 151-50-8
potassium cyanide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 5595-58-4
N-(2,4-dichlorophenyl)cyanothioformamide

Conditions

Conditions	Yield
Stage #1: potassium cyanide; 2, 4-dichlorophenyl isothiocyanate In water; acetonitrile at 0 - 20℃; for 4h; Stage #2: With hydrogenchloride; water In acetic acid at 0℃;	97%

: 1694-29-7
3-chloropentane-2,4-dione

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 80-70-6
N,N,N',N'-tetramethylguanidine

: 1607015-04-2
1-[2-(2,4-dichlorophenylimino)-3-di(dimethylamino)methyl-4-methyl-2,3-dihydro-1,3-thiazol-5-yl]-1-ethanone chloride

Conditions

Conditions	Yield
Stage #1: 2, 4-dichlorophenyl isothiocyanate; N,N,N',N'-tetramethylguanidine In acetone at 20℃; for 0.5h; Stage #2: 3-chloropentane-2,4-dione In acetone at 20℃;	97%

...Expand

: 140-31-8
aminoethylpiperazine

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 77995-01-8
4-{2-[3-(2,4-Dichloro-phenyl)-thioureido]-ethyl}-piperazine-1-carbothioic acid (2,4-dichloro-phenyl)-amide

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	95%

: 38941-47-8
cyclohexanecarbohydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 1-cyclohexylcarbonyl-4-(2,4-dichlorophenyl)thiosemicarbazide

Conditions

Conditions	Yield
70 In ethanol for 0.5h; Heating;	94%

: 17846-15-0
adamantane-1-carbohydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-(2,4-dichlorophenyl)-1-[(1-tricyclo[3.3.3.1.13,7]decane)carbonyl]thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Heating;	94%

: 1449337-31-8
butyl (2E)-3-(2-amino-5-methylphenyl)acrylate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: butyl 2-(3-(2,4-dichlorophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-yl)acetate

Conditions

Conditions	Yield
In water at 80℃; for 16h; Inert atmosphere;	94%

: ethyl 5-methyl-1-(6-(piperazin-1-yl)pyrimidin-4-yl)-1H-pyrazole-4-carboxylate

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: ethyl 1-(6-(4-((2,4-dichlorophenyl)carbamothioyl)piperazin-1-yl)pyrimidin-4-yl)-5-methyl-1H-pyrazole-4-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	94%

: 34800-90-3
naphthalen-1-yl-acetic acid hydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 77052-79-0
C19H15Cl2N3OS

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	93%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: tert-butyl (E)-3-(2'-aminophenyl)propenoate

: tert-butyl 2-(3-(2,4-dichlorophenyl)-2-thioxo-1,2,3,4-tetrahydroquinazolin-4-yl)acetate

Conditions

Conditions	Yield
In water at 80℃; for 16h; Inert atmosphere;	93%

: 118-48-9
isatoic anhydride

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 3-(2,4-dichlorophenyl)-2,3-dihydro-2-thioxoquinazolin-4(1H)-one

Conditions

Conditions	Yield
With iron(II,III) oxide; methylamine In water for 1h; Reflux;	92%

: 553-53-7
Nicotinic acid hydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-(2,4-dichlorophenyl)-1-(pyridin-3-yl)carbonyl thiosemicarbazide

Conditions

Conditions	Yield
In methanol for 0.5h; Reflux;	92%
In methanol Reflux;	92%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 24636-90-6
2-[4-(4-nitrophenyl)piperazin-1-yl]acetohydrazide

: 204973-89-7
4-(2,4-dichlorophenyl)-1-[4-(4-nitrophenyl)piperazineacetyl]thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Addition; Heating;	91%

: 3400-07-5
cyclopentanecarboxylic acid hydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 2-(cyclopentylcarbonyl)-N-(2,4-dichlorophenyl)hydrazinecarbothioamide

Conditions

Conditions	Yield
at 90℃; for 12h;	91%

: 1452-63-7
picolinic acid hydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-(2,4-dichlorophenyl)-1-(pyridin-2-yl)carbonylthiosemicarbazide

Conditions

Conditions	Yield
In methanol for 0.5h; Reflux;	91%
In methanol Reflux;	91%

: 5448-47-5
1H-indol-3-acetohydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 2-(2-(1H-indol-3-yl)acetyl)-N-(2,4-dichlorophenyl)hydrazincarbothioamide

Conditions

Conditions	Yield
In ethanol at 80 - 85℃;	91%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 68104-78-9
N-(4-methoxyphenyl)piperazineacetohydrazide

: 204973-91-1
4-(2,4-dichlorophenyl)-1-[4-(4-methoxyphenyl)piperazineacetyl]semicarbazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Addition; Heating;	90%

: 536-40-3
4-chlorobenzoic acid hydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 891643-33-7
1-(4-chlorobenzoyl)-4-(2,4-dichlorophenyl)thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.25h; Reflux;	90%
In ethanol for 0.0833333h; Reflux;	90%

: 768-05-8
pyrazine-2-carbohydrazide

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-(2,4-dichlorophenyl)-1-pyrazinecarbonylthiosemicarbazide

Conditions

Conditions	Yield
70 In ethanol for 0.5h; Heating;	88%

: 1311199-93-5
4-(4,6-dimethoxypyrimidin-2-yloxy)benzenamine

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 1352544-45-6
1-(2,4-dichlorophenyl)-3-(4-(4,6-dimethoxypyrimidin-2-yloxy)phenyl)thiourea

Conditions

Conditions	Yield
In dichloromethane at 0℃;	88%

: 23145-88-2
1-[(4-chlorophenyl)methyl]piperazine

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 4-(4-chlorobenzyl)-N-(2,4-dichlorophenyl)piperazine-1-carbothioamide

Conditions

Conditions	Yield
In chloroform	88%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 204973-87-5
[4-(2-methoxyphenyl)piperazin-1-yl]acetohydrazide

4-(2,4-dichlorophenyl)-1-[4-(2-methoxyphenyl)piperazineacetyl]thiosemicarbazide: 204973-93-3
4-(2,4-dichlorophenyl)-1-[4-(2-methoxyphenyl)piperazineacetyl]thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.5h; Addition; Heating;	87%

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 91129-91-8
1-phenyl-5-methyl-1,2,3-triazol-4-formyl hydrazide

: C17H14Cl2N6OS

Conditions

Conditions	Yield
In ethanol at 20℃; for 5h;	87%

: 944937-08-0
2-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)morpholine

: 6590-96-1
2, 4-dichlorophenyl isothiocyanate

: 1051375-23-5
C17H21Cl2N3OS

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	87%

Benzene,2,4-dichloro-1-isothiocyanato- Specification

The CAS register number of Benzene,2,4-dichloro-1-isothiocyanato- is 6590-96-1. It also can be called as Isothiocyanicacid, 2,4-dichlorophenyl ester (7CI,8CI) and the systematic name about this chemical is 2,4-dichloro-1-isothiocyanatobenzene. The molecular formula about this chemical is C₇H₃Cl₂NS and the molecular weight is 204.08. It belongs to the following product categories which include Organic Building Blocks; Sulfur Compounds; Thiocyanates/Isothiocyanates and so on.

Physical properties about Benzene,2,4-dichloro-1-isothiocyanato- are: (1)ACD/LogP: 4.47; (2)ACD/LogD (pH 5.5): 4.47; (3)ACD/LogD (pH 7.4): 4.47; (4)ACD/BCF (pH 5.5): 1464.37; (5)ACD/BCF (pH 7.4): 1464.37; (6)ACD/KOC (pH 5.5): 6420.54; (7)ACD/KOC (pH 7.4): 6420.54; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 44.45 Å²; (11)Index of Refraction: 1.614; (12)Molar Refractivity: 51.83 cm³; (13)Molar Volume: 148.6 cm³; (14)Polarizability: 20.54x10^-24cm³; (15)Surface Tension: 40.9 dyne/cm; (16)Density: 1.37 g/cm³; (17)Flash Point: 128.5 °C; (18)Enthalpy of Vaporization: 50.69 kJ/mol; (19)Boiling Point: 288.8 °C at 760 mmHg; (20)Vapour Pressure: 0.00396 mmHg at 25 °C.

Uses of Benzene,2,4-dichloro-1-isothiocyanato-: it can be used to produce C₁₉H₁₅Cl₂N₃OS with naphthalen-1-yl-acetic acid hydrazide. This reaction will need reagent of ethanol. This reaction needs heating. The reaction time is 1 hour. The yield is about 93%.

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It may cause sensitization by inhalation. When you are using it, do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to use this chemical, 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.)

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(Cl)ccc1\N=C=S
(2)InChI: InChI=1/C7H3Cl2NS/c8-5-1-2-7(10-4-11)6(9)3-5/h1-3H
(3)InChIKey: WVBNZZHGECFCSH-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C7H3Cl2NS/c8-5-1-2-7(10-4-11)6(9)3-5/h1-3H
(5)Std. InChIKey: WVBNZZHGECFCSH-UHFFFAOYSA-N

Product Name

2,4-DICHLOROPHENYL ISOTHIOCYANATE

Synthetic route

Benzene,2,4-dichloro-1-isothiocyanato- Specification

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