3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE Chemical Properties

Melting point:

160℃

Boiling point:

63 °C1.5 mm Hg(lit.)

Density 

1.485 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.5(lit.)

Flash point:

228 °F

storage temp. 

Storage temp. 2-8°C

form 

Liquid

color 

Clear yellow

Specific Gravity

1.485

Water Solubility 

Hydrolyzes in water.

Sensitive 

Moisture Sensitive

BRN 

2990816

InChI

InChI=1S/C9H3F6NS/c10-8(11,12)5-1-6(9(13,14)15)3-7(2-5)16-4-17/h1-3H

InChIKey

FXOSSGVJGGNASE-UHFFFAOYSA-N

SMILES

C1(N=C=S)=CC(C(F)(F)F)=CC(C(F)(F)F)=C1

CAS DataBase Reference

23165-29-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,T,Xi

Risk Statements 

34

Safety Statements 

22-26-27-36/37/39-45

RIDADR 

2810

WGK Germany 

3

Hazard Note 

Toxic

HazardClass 

6.1

PackingGroup 

III

HS Code 

29309090

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE Usage And Synthesis

Chemical Properties

CLEAR YELLOW LIQUID

Uses

3,5-Bis(trifluoromethyl)phenyl isothiocyanate has been employed for the following studies:

• Chemical derivatization of amino-functionalized model surfaces, amino thiolate on Au, amino siloxane on Si, and polyethylene (PE) foils and films.
• Chemical derivatization of self assembled monolayers of ω-amino-4,4′-terphenyl substituted alkanethiols.
• Synthesis of ethylene-linked sulfonimidoyl-containing thioureas.
• Preparation of pyrrolidine-2-carboxylic acid-{2-[3-(3,5-bistrifluoromethylphenyl)thioureido]phenyl}-amide.

Synthesis

Synthesis of 3,5-bis(trifluoromethyl)phenyl isothiocyanate: 3,5-bis(trifluoromethyl)-4-chloroaniline (25.8g, 132.3mmol), triethylenediamine (44.46g, 396.9mmol) and 135mL toluene were added to a 250mL three-necked flask, and dissolved by stirring at room temperature. Then carbon disulfide (30.06 g, 396.9 mmol) was added dropwise within 2.0 h. After dropping, the reaction was held at 15-25??C for 8-10 h. After the reaction was finished, filtration was carried out, and the filter cake was drenched with 20 mL of toluene once and dried, to obtain the yellowish powdery 3,5-bis(trifluoromethyl)-4-chloroaniline dithiocarbonate. The resulting 3-(trifluoromethyl)-4-chloroaniline dithiocarbonate was suspended in 200 mL of chloroform and cooled to -5-0 ??C with open stirring. Slowly add 60 mL of chloroform dissolved in solid phosgene [bis(trichloromethyl)carbonate, BTC] (12.43 g, 42.0 mmol) dropwise, after dropping, the reaction was carried out in an ice bath for 1 h, and then at room temperature for 1 h. Finally, the reaction was heated to reflux and kept warm for 1.5-2 h. After the reaction, the reaction was cooled down to room temperature, and insoluble material was removed by filtration, and the filtrate was distilled under reduced pressure to obtain 3,5-bis(trifluoromethyl)phenyl 3,5-Bis(trifluoromethyl)phenyl isothiocyanate crude product. After column chromatography (silica gel G, pure petroleum ether elution, concentrated under reduced pressure to obtain light yellow oily liquid 23.5g, purity: 99.6% (GC), bp: 248-251 ??, yield: 80.5%.

3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE(23165-29-9)Related Product Information

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