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Basic Information
CAS No.: 2131-55-7
Name: 4-CHLOROPHENYL ISOTHIOCYANATE
Article Data: 147
Molecular Structure:
Molecular Structure of 2131-55-7 (4-CHLOROPHENYL ISOTHIOCYANATE)
Formula: C7H4ClNS
Molecular Weight: 169.634
Synonyms: Isothiocyanicacid, p-chlorophenyl ester (6CI,8CI);1-Chloro-4-isothiocyanatobenzene;4-Chlorophenyl isothiocyanate;NSC 20213;Sch 20350;p-Chlorophenylisothiocyanate;
EINECS: 218-358-3
Density: 1.218 g/cm3
Melting Point: 42-44 °C(lit.)
Boiling Point: 250.235 °C at 760 mmHg
Flash Point: 105.139 °C
Appearance: light yellow crystalline mass
Hazard Symbols: ToxicT
Risk Codes: 23/24-36/37/38-42
Safety: 22-26-36/37/39-45
Transport Information: UN 2206 6.1/PG 2
PSA: 44.45000
LogP: 3.07430
Synthetic route
28123-63-9

4-chlorobenzohydroximoyl chloride

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With triethylamine; thiourea In tetrahydrofuran Ambient temperature;100%
75-15-0

carbon disulfide

31641-65-3

N-p-chlorophenyltriphenylphosphinimine

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
In benzene for 2h; Heating;96%
590-28-3

potassium cyanate

1075256-87-9

5-[2-(4-bromophenyl)-2-oxoethyl]-3-(4-chlorophenyl)-2-thioxo-1,3-thiazolidin-4-one

A

1075256-95-9

2,4-bis[2-(4-bromophenyl)-2-oxoethylidene]cyclobutane-1,3-dione

B

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
In 1,4-dioxane; methanol at 90℃; for 0.416667h;A n/a
B 95%
43009-19-4

p-chlorophenyldithiocarbamic acid triethylamine salt

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With iodine; triethylamine In acetonitrile at 5℃; Cooling with ice;94%
With [bis(acetoxy)iodo]benzene; triethylamine In acetonitrile Cooling with ice;93%
With sodium persulfate; potassium carbonate In water at 20℃; for 1h; Green chemistry; chemoselective reaction;85%
463-71-8

thiophosgene

106-47-8

4-chloro-aniline

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 1h;92%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 1.5h;81%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 1.5h;81%
89913-67-7

4-chlorophenyldithiocarbamate sodium salt

4903-36-0

N-phenyl-benzimidoyl chloride

A

2131-55-7

4-Chlorophenyl isothiocyanate

B

636-04-4

N-Phenylbenzothioamide

Conditions
ConditionsYield
In diethyl ether 0 deg C to r.t.;A 83%
B 92%
75-15-0

carbon disulfide

106-47-8

4-chloro-aniline

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4-chloro-aniline With potassium carbonate In water at 40℃; for 6h; Inert atmosphere;
Stage #2: With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water; N,N-dimethyl-formamide at 0℃; Inert atmosphere;
Stage #3: With sodium hydroxide In dichloromethane; water pH=11; Inert atmosphere;
92%
Stage #1: carbon disulfide; 4-chloro-aniline 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;
84.7%
With potassium hydroxide at 20℃; for 1.5h; Milling; Green chemistry;75%
15867-09-1

(4-chloro-phenyl)-dithiocarbamic acid

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; triethylamine In acetonitrile Cooling with ice;92%
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 cobalt(II) chloride hexahydrate; sodium hydrogencarbonate In ethyl acetate at 20℃; for 1h;
705-69-1

N-(4-chlorophenyl)-S-methyldithiocarbamate

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With sodium hydroxide In toluene for 1h; Heating;91%
With dilauryl peroxide In 1,2-dichloro-ethane for 1h; Reagent/catalyst; Reflux;
Multi-step reaction with 2 steps
1: dilauryl peroxide / 1,2-dichloro-ethane / 1 h / Reflux
2: dilauryl peroxide / 1,2-dichloro-ethane / 1 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: dilauryl peroxide / 1,2-dichloro-ethane / 1 h / Reflux
2: dilauryl peroxide / 1,2-dichloro-ethane / 1 h / Reflux
View Scheme
With mercury(II) oxide In diethyl ether at 20℃; for 1h;
1885-81-0

p-chlorophenyl isocyanide

2131-55-7

4-Chlorophenyl isothiocyanate

Conditions
ConditionsYield
With sulfur; rhodium hydrido (PEt3)3 complex In acetone for 8h; Heating;87%
With selenium; sulfur; triethylamine In tetrahydrofuran for 1h; Heating;83%
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Chemistry

Chemical Name: 4-Chlorophenyl isothiocyanate
IUPAC NAME: 1-Chloro-4-isothiocyanatobenzene
CAS No.: 2131-55-7
EINECS: 218-358-3
RTECS: NX8473000
Molecular Formula: C7H4ClNS
Molecular Weight: 169.63 g/mol
Melting Point: 42-44 °C(lit.)
Density: 1.21 g/cm3 
Flash Point: 105.1 °C
Boiling Point: 250.2 °C at 760 mmHg
Storage temp.: Refrigerator (+4°C)
Sensitive: Moisture Sensitive
Following is the structure of Isothiocyanic acid, p-chlorophenyl ester (2131-55-7):


Product Categories about Isothiocyanic acid, p-chlorophenyl ester (2131-55-7) are Organic Building Blocks ; Protein Sequencing ; Protein Structural Analysis ; Reagents for Protein SequencingOrganic Building Blocks ; Sulfur Compounds ; Thiocyanates/Isothiocyanates
The chemical synonymous of Isothiocyanic acid, p-chlorophenyl ester (2131-55-7) are P-Chlorophenyl isothiocyanate ; 1-Chloro-4-isothiocyanato-benzene ; 4-Chlorophenyl isothiocyanate ; Akos Bbs-00004437 ; Isothiocyanic acid 4-chlorophenyl ester ; 4-Chlor-phenyl-isothiocyanat ; Benzene, 1-chloro-4-isothiocyanato- ; Isothiocyanic acid, P-Chlorophenyl ester

Toxicity Data With Reference

1.    

ipr-rat LDLo:100 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 16 (1966),870.
2.    

ipr-mus LDLo:100 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 21 (1971),121.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl, NOx, and SOx. See also THIOCYANATES.
Hazard Codes:
T: Toxic
Risk Statements about Isothiocyanic acid, p-chlorophenyl ester (2131-55-7):
R23/24/25 Toxic by inhalation, in contact with skin and if swallowed. 
R36/37/38 Irritating to eyes, respiratory system and skin. 
R42 May cause sensitization by inhalation. 
Safety Statements about Isothiocyanic acid, p-chlorophenyl ester (2131-55-7):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection. 
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). 
sAttention:
1. Storage: Keep refrigerated. (Store below 4°C/39°F.) Store in a tightly closed container. Store in a dry area. Store protected from moisture. Store under an inert atmosphere.
2. Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.