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

Name
3,4-DICHLOROPHENYL ISOTHIOCYANATE
EINECS 229-526-0
CAS No. 6590-94-9
Article Data27
CAS DataBase
Density 1.37 g/cm³
Solubility
Melting Point 178 °C
Formula C₇H₃Cl₂NS
Boiling Point 297.8 °C at 760 mmHg
Molecular Weight 204.08
Flash Point 133.9 °C
Transport Information UN 3265 8/PG 3
Appearance clear, light yellow liquid
Safety 23-26-27-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms isothiocyanicacid,3,4-dichlorophenylester;1,2-Dichloro-4-isothiocyanatobenzene;3,4-Dichlorophenyl isothiocyanate;Isothiocyanic acid, 3,4-dichlorophenyl ester;
PSA 44.45000
LogP 3.72770

Synthetic route

: 463-71-8
thiophosgene

: 33240-95-8
3,4-dichloroaniline hydrochloride

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
In toluene Heating;	78%

: 75-15-0
carbon disulfide

: 95-76-1
m,p-dichloroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: carbon disulfide; m,p-dichloroaniline With 3-azapentane-1,5-diamine at 20℃; for 8h; Stage #2: With bis(trichloromethyl) carbonate	75%
With potassium hydroxide at 20℃; for 1.5h; Milling; Green chemistry;	52%
Stage #1: carbon disulfide; m,p-dichloroaniline In water; ethyl acetate at 30℃; for 1h; Stage #2: With copper(ll) sulfate pentahydrate In water; ethyl acetate at 30℃; for 1h;	45%

: 21878-59-1
[3,4-dichlorophenyl]dithioic acid

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate In dichloromethane at 20℃; for 2h;	20%
With bis(trichloromethyl) carbonate In dichloromethane
With bis(trichloromethyl) carbonate In dichloromethane at 20℃; for 2h; Cooling with ice;

: 463-71-8
thiophosgene

: 95-76-1
m,p-dichloroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With triethylamine In benzene at 10 - 20℃;	19%
With chloroform Verruehren einer waessr. Suspension;
With calcium carbonate In dichloromethane; water at 25 - 40℃;
In ethyl acetate at 75℃; for 1.5h;
With sodium hydrogencarbonate In dichloromethane; water

: 5909-73-9
-<(3,4-dichlorphenyl)-thiocarbaminsaeure>-thioanhydrid

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
at 125 - 130℃;

: 95-76-1
m,p-dichloroaniline

CS2: CS2

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With ammonium hydroxide; ethanol und Behandeln des Reaktionsprodukts mit wss.Pb(NO3)2;

: 95-76-1
m,p-dichloroaniline

CSCl2: CSCl2

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With hydrogenchloride; toluene

: 102-36-3
3,4-dichlorophenylisocyanate

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 20 - 25 °C 2: 125 - 130 °C View Scheme

: 32315-10-9
bis(trichloromethyl) carbonate

: 95-76-1
m,p-dichloroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: m,p-dichloroaniline With 1,4-diaza-bicyclo[2.2.2]octane; carbon disulfide at 20℃; for 12h; Stage #2: bis(trichloromethyl) carbonate Reflux;

: C7H5Cl2NS2*C6H12N2

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
With bis(trichloromethyl) carbonate In chloroform for 1h;

: 95-76-1
m,p-dichloroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: acetone / 0.17 h / 20 °C 1.2: 20 °C 2.1: bis(trichloromethyl) carbonate / chloroform / 1 h View Scheme
Multi-step reaction with 2 steps 1: 1,4-diaza-bicyclo[2.2.2]octane / toluene / 8 h / 20 °C 2: bis(trichloromethyl) carbonate / dichloromethane / 2 h / 20 °C 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: 1,4-diaza-bicyclo[2.2.2]octane / toluene / 8 h / 20 °C 2: bis(trichloromethyl) carbonate / dichloromethane / 2 h / 20 °C / Cooling with ice View Scheme

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 95-76-1
m,p-dichloroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at 20℃; for 2h;	224 mg
In tetrahydrofuran at 45℃;

: 110-89-4
piperidine

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 404849-41-8
piperidine-1-carbothioic acid (3,4-dichlorophenyl)amide

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 2h; Inert atmosphere;	98%

: 2405-01-8
2-(2,5-dimethyl-1H-pyrrol-1-yl)benzenamine

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 1-(2-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl)-3-(3,4-dichlorophenyl)thiourea

Conditions

Conditions	Yield
In chloroform Reflux;	98%

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

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 77052-80-3
C19H15Cl2N3OS

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	97%

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 75-31-0
isopropylamine

: 74188-45-7
1-(3,4-dichlorophenyl)-3-isopropyl thiourea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h; Inert atmosphere;	97%
In dichloromethane at 25℃; Inert atmosphere;	86%
In dichloromethane at 20℃; for 18h; Inert atmosphere;	86%

: 959694-62-3
methyl (R)-2-(4-methoxyphenyl)-2-methylaminopropionate

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 959691-72-6
(R)-1-(3,4-dichlorophenyl)-3,4-dimethyl-4-(4-methoxyphenyl)-2-thioxoimidazolidin-5-one

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1h;	95%
With triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	95%

: 5813-64-9
2,2-dimethylpropylamine

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 1332704-14-9
1-(3,4-dichlorophenyl)-3-(2,2-dimethyl-propyl)thiourea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h; Inert atmosphere;	93%

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 4955-82-2
1-cyanothioformanilide

: 116708-95-3
3-(3,4-dichlorophenyl)-4-imino-5-(phenylimino)-2-thiazolidinethione

Conditions

Conditions	Yield
With triethylamine In ethanol at 0℃; for 2.33333h;	87%

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 95-85-2
2-hydroxy-5-chloro-aniline

: N-(2-hydroxy-5-chlorophenyl)-N'-(3,4-dichlorophenyl)thiourea

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	87%

: 768-94-5
1-Adamantanamine

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 16192-98-6
1-(adamantan-1-yl)-3-(3,4-dichlorophenyl)thiourea

Conditions

Conditions	Yield
In dichloromethane at 25℃; Inert atmosphere;	87%

: 75-04-7
ethylamine

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 27020-72-0
1-(3,4-dichlorophenyl)-3-ethylthiourea

Conditions

Conditions	Yield
In dichloromethane at 25℃; Inert atmosphere;	87%

: 1093220-27-9
N-(3-morpholinopropyl) 2-aminoacetamide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: N-(3-morpholinopropyl) 2-(3-(3,4-dichlorophenyl)thioureido)acetamide

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h;	87%

: 2-{2-[2-(4-fluorophenyl)-4-methylthiazol-5-yl]-1H-benzo[d]imidazol-1-yl}acetohydrazide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 4-(3,4-dichlorophenyl)-1-(2-{2-[2-(4-fluorophenyl)-4-methylthiazol-5-yl]-1H-benzo[d]imidazol-1-yl}acetyl)thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.158333h; Microwave irradiation;	87%

: 4-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl)benzohydrazide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 2-(4-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl)benzoyl)-N-(3,4-dichlorophenyl)hydrazine carbothioamide

Conditions

Conditions	Yield
With triethylamine In ethanol Reflux;	86%

: 1303507-83-6
N-benzyloxy-α-bromopropionamide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: (Z)-3-(benzyloxy)-2-((3,4-dichlorophenyl)imino)-5-methylthiazolidin-4-one

Conditions

Conditions	Yield
With sodium carbonate In acetonitrile at 20℃; for 4h; Inert atmosphere; regioselective reaction;	86%

: 3,3'-(p-tolylmethylene)bis(1H-indole-5-carbohydrazide)

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 2,2'-(3,3'-(p-tolylmethylene)bis(1H-indole-3,5-diyl-5-carbonyl))bis(N-(3,4-dichlorophenyl)hydrazine-1-carbothioamide)

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h;	86%

: 72293-68-6
2-(4-chloro-3-methylphenoxy)acetohydrazide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 84396-80-5
C16H14Cl3N3O2S

Conditions

Conditions	Yield
	85%

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 5818-06-4
3-hydroxybenzoic hydrazide

: 4-(3,4-dichlorophenyl)-1-(3-hydroxybenzoyl)-3-thiosemicarbazide

Conditions

Conditions	Yield
In ethanol for 0.25h; Reflux;	85%
In methanol at 20℃; under 760.051 Torr; for 24h;	47%

: 635-22-3
4-Chloro-3-nitroaniline

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 1-(4-chloro-3-nitrophenyl)-3-(3,4-dichlorophenyl)thiourea

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 12h;	85%

: 4-(di(1H-indol-3-yl)methyl)benzohydrazide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 2-(4-(di(1H-indol-3-yl)methyl)benzoyl)-N-(3,4-dichlorophenyl)hydrazinecarbothioamide

Conditions

Conditions	Yield
With triethylamine In ethanol for 6h; Reflux;	85%

: 673-05-2
pyridin-2-yl-acetic acid hydrazide

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: N-(3,4-dichlorophenyl)-2-(pyridin-2-ylacetyl)hydrazinecarbothioamide

Conditions

Conditions	Yield
In acetonitrile for 6h; Reflux;	85%

: 54-85-3
isoniazid

: 6590-94-9
3,4-dichlorophenyl isothiocyanate

: 13921-60-3
4-(3,4-dichlorophenyl)-1-(pyridin-4-yl)carbonylthiosemicarbazide

Conditions

Conditions	Yield
In methanol Reflux;	85%

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

The CAS register number of Benzene,1,2-dichloro-4-isothiocyanato- is 6590-94-9. It also can be called as isothiocyanicacid,3,4-dichlorophenylester and the systematic name about this chemical is 1,2-dichloro-4-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,1,2-dichloro-4-isothiocyanato- are: (1)ACD/LogP: 4.50 ; (2)ACD/LogD (pH 5.5): 4.5; (3)ACD/LogD (pH 7.4): 4.5; (4)ACD/BCF (pH 5.5): 1560.79; (5)ACD/BCF (pH 7.4): 1560.79; (6)ACD/KOC (pH 5.5): 6720.38; (7)ACD/KOC (pH 7.4): 6720.38; (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: 133.9 °C; (18)Enthalpy of Vaporization: 51.61 kJ/mol; (19)Boiling Point: 297.8 °C at 760 mmHg; (20)Vapour Pressure: 0.00234 mmHg at 25 °C.

Preparation: this chemical can be prepared by thiocarbonyl dichloride and 3,4-Dichlor-anilin-hydrochlorid. This reaction will need reagent of toluene.The reaction needs heating. The yield is about 78%.

Uses of Benzene,1,2-dichloro-4-isothiocyanato-: it can be used to produce C₁₇H₁₇Cl₂N₃O₂S with 2,6-dimethylphenoxyacethydrazide. The yield is about 74%.

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. When you are using it, do not breathe vapour. 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. If it stains your clothing, take off immediately all contaminated clothing. 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: Clc1ccc(/N=C=S)cc1Cl
(2)InChI: InChI=1/C7H3Cl2NS/c8-6-2-1-5(10-4-11)3-7(6)9/h1-3H
(3)InChIKey: OSBIEFWIIINTNJ-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C7H3Cl2NS/c8-6-2-1-5(10-4-11)3-7(6)9/h1-3H
(5)Std. InChIKey: OSBIEFWIIINTNJ-UHFFFAOYSA-N

Product Name

3,4-DICHLOROPHENYL ISOTHIOCYANATE

Synthetic route

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

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