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Basic Information
CAS No.: 103-72-0
Name: PHENYL ISOTHIOCYANATE
Article Data: 302
Molecular Structure:
Molecular Structure of 103-72-0 (PHENYL ISOTHIOCYANATE)
Formula: C7H5NS
Molecular Weight: 135.189
Synonyms: Isothiocyanicacid, phenyl ester (6CI,8CI);4-[(Isothiocyanato)methyl]benzoic acid;Benzeneisothiocyanate;Isothiocyanatobenzene;NSC 5583;Phenylmustard oil;Phenyl thioisocyanate;Thiocarbanil;
EINECS: 203-138-1
Density: 1.04 g/cm3
Melting Point: -21 °C(lit.)
Boiling Point: 221 °C at 760 mmHg
Flash Point: 87.8 °C
Solubility: Soluble in alcohol, and ether. Insoluble in water.
Appearance: colourless to pale yellow liquid with a penetrating odour
Hazard Symbols: ToxicT, DangerousN, HarmfulXn, FlammableF
Risk Codes: 25-34-42/43-51/53-67-65-50/53-36/37/38-22-11-38-63-23/24/25
Safety: 9-16-29-33-60-61-62-36-26-23-45-36/37/39-38-28A
Transport Information: UN 1993 3/PG 2
PSA: 44.45000
LogP: 2.42090
Synthetic route
75-15-0

carbon disulfide

62-53-3

aniline

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; aniline With triethylamine In ethanol at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.;
100%
Stage #1: carbon disulfide; aniline With potassium carbonate In water at 20℃; for 3h; Inert atmosphere;
Stage #2: With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water at 0℃; for 0.5h; Inert atmosphere;
Stage #3: With sodium hydroxide In dichloromethane; water pH=11; Inert atmosphere;
98%
Stage #1: carbon disulfide; aniline With potassium carbonate In water at 20℃;
Stage #2: With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water at 0℃; for 0.5h;
98%
18418-42-3

phenyl-dithiocarbamic acid; sodium salt

4903-36-0

N-phenyl-benzimidoyl chloride

A

103-72-0

phenyl isothiocyanate

B

636-04-4

N-Phenylbenzothioamide

Conditions
ConditionsYield
In diethyl ether 0 deg C to r.t.;A 91%
B 99%
698-16-8

benzohydroximoyl chloride

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With triethylamine; thiourea In tetrahydrofuran Ambient temperature;99%
With triethylamine; thiourea In tetrahydrofuran Product distribution; Ambient temperature; reactions of derivatives;99%
With OuadraPure Thiaurea resin; SIO2-pyridine In acetonitrile at 50℃; for 0.166667h; Flow reactor;91%
Stage #1: benzohydroximoyl chloride With triethylamine In dichloromethane for 2h;
Stage #2: With zinc(II) chloride In toluene for 24h; Heating; Further stages.;
84%
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane-d2; methanol
2: dichloromethane-d2 / 3 h
View Scheme
115957-60-3

N-(2-Benzothienocarbonyl)-N'-phenylthiourea

A

6314-42-7

benzo[b]thiophene-2-carboxamide

B

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
In acetone for 1h; Irradiation;A 98%
B n/a
In acetone for 1h; Product distribution; Irradiation;A 98%
B n/a
51034-34-5

potassium aniline dithiocarbamate

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine In dichloromethane at 0℃; for 0.5h;98%
With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water; N,N-dimethyl-formamide at 0℃;
With sodium persulfate; potassium carbonate In water at 20℃; for 1h; Green chemistry; chemoselective reaction;
22296-13-5

aniline dithiocarbamate(1-)

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With iron(III) chloride; sodium acetate In acetone at 20℃; for 2h; Catalytic behavior; Reagent/catalyst; Solvent;98%
With bis(trichloromethyl) carbonate In dichloromethane at 20℃; for 4h;
1197040-29-1

phenyl isocyanate

461679-19-6

dimethyl 2-(4-ethyl-3-oxo-6-thioxo-3H,4H-[1,2]dithiolo[3,4-b][1,4]thiazin-5(6H)-ylidene)-1,3-dithiole-4,5-dicarboxylate

A

1256095-52-9

C21H16N2O5S5

B

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
In tetrachloromethane for 6h; Reflux;A 71%
B 97%
137-26-8

Thiram

62-53-3

aniline

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 60 - 85℃; for 4h; Autoclave;96.3%
In water at 90 - 100℃; for 4h; Large scale;74.38%
40231-24-1

N-phenyldithiocarbamic acid

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; triethylamine In acetonitrile Cooling with ice;96%
With lead(II) nitrate In ammonium hydroxide
With chloroformic acid ethyl ester In water at 20℃;
With cobalt(II) chloride hexahydrate; sodium hydrogencarbonate In ethyl acetate at 20℃; for 1h; Catalytic behavior; Solvent; Reagent/catalyst; Temperature;
43009-16-1

phenyldithiocarbamic acid triethylamine salt

103-72-0

phenyl isothiocyanate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; triethylamine In acetonitrile Cooling with ice;96%
With iodine; triethylamine In acetonitrile at 5℃; Cooling with ice;96%
With iron(III) chloride; triethylamine In acetone at 20℃; for 2h; Solvent;95%
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Chemistry

Chemical Name: Phenyl isothiocyanate
IUPAC NAME: Isothiocyanatobenzene
CAS No.: 103-72-0
EINECS: 203-138-1
RTECS: NX9275000
Molecular Formula: C7H5NS
Molecular Weight: 135.19 g/mol
Melting Point: ?21 °C(lit.)
Density: 1.04 g/cm3 
Flash Point: 87.8 °C
Boiling Point: 221 °C at 760 mmHg 
Storage temp.: 2-8°C
Sensitive: Moisture Sensitive
Following is the structure of Isothiocyanic acid, phenyl ester (103-72-0):


Product Categories about Isothiocyanic acid, phenyl ester (103-72-0) Isothiocyanic acid, phenyl ester (103-72-0) are Organics ; API intermediates ; Amino Group Labeling Reagents for HPLC ; Analytical Chemistry ; HPLC Labeling Reagents ; UV Detection (HPLC Labeling Reagents)
The chemical synonymous of are Benzene,isothiocyanato- ; Benzene-1-isothiocyanate ; Fenylisothiokyanat ; iso-Thiocyana-tobenaene ; Isothiocyanato-benzen ; Isothiocyanatobenzene ; Phenyl thiocyanate

Uses

 Isothiocyanic acid, phenyl ester (103-72-0) is used in the pharmaceutical industry and organic synthesis.

Toxicity Data With Reference

1.    

cyt-uns-skn 800 µg/L

    MUREAV    Mutation Research. 300 (1993),111.
2.    

ipr-rat LDLo:150 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 16 (1966),870.
3.    

orl-mus LD50:87 mg/kg

    AGACBH    Agents and Actions, A Swiss Journal of Pharmacology. 8 (1978),610.
4.    

ipr-mus LD50:100 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
5.    

scu-mus LD50:250 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 5 (1955),505.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

A poison by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Mutation data reported. When heated to decomposition, or on contact with acid or acid fumes, it emits highly toxic fumes of cyanides and SOx. See also THIOCYANATES.
Hazard Codes:
T: Toxic
Xn: Harmful
N: Dangerous for the environment
F: Flammable
Risk Statements about Isothiocyanic acid, phenyl ester (103-72-0):
R23/24/25 Toxic by inhalation, in contact with skin and if swallowed. 
R34 Causes burns. 
R42/43 May cause sensitization by inhalation and skin contact. 
R63 Possible risk of harm to the unborn child.
Safety Statements about Isothiocyanic acid, phenyl ester (103-72-0):
S23 Do not inhale gas/fumes/vapour/spray. 
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28A After contact with skin, wash immediately with plenty of water. 
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection. 
S38 In case of insufficient ventilation, wear suitable respiratory equipment. 
S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Attention:
1. Storage: Keep away from sources of ignition. Keep refrigerated. (Store below 4°C/39°F.) Store in a tightly closed container. Store in a dry area.
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.