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Merck
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253715

Sigma-Aldrich

p-Tolyl isothiocyanate

97%

Sinónimos:

4-Methylphenyl isothiocyanate

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About This Item

Fórmula lineal:
CH3C6H4NCS
Número de CAS:
622-59-3
Peso molecular:
149.21
Beilstein/REAXYS Number:
386032
EC Number:
210-745-5
MDL number:
MFCD00004813
UNSPSC Code:
12352100
PubChem Substance ID:
24855322
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

refractive index

n20/D 1.6345 (lit.)

bp

237 °C (lit.)
62 °C/0.3 mmHg (lit.)

mp

25-26 °C (lit.)

SMILES string

Cc1ccc(cc1)N=C=S

InChI

1S/C8H7NS/c1-7-2-4-8(5-3-7)9-6-10/h2-5H,1H3

InChI key

ABQKHKWXTUVKGF-UHFFFAOYSA-N

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General description

p-Tolyl isothiocyanate reacts with 6-hydroxy-2,4,5-triaminopyrimidine or with 4,5,6-triaminopyrimidine in DMF and triethylamine to yield 2,4-diamino-5-(p-tolylthioureido)aminopyrimidin-6-one and 4,6-diamino-5-(tolylthioureido)aminopyrimidine, respectively.

Application

p-Tolyl isothiocyanate has been used:
  • in the preparation of 6-[1-amino-3-(p-tolyl)-thiourea]-2-ethylbenzo[de]isoquinoline-1,3-dione
  • as capping agent to cap the N-terminal ends of polypeptides

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análisis (COA)

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D H Swenson et al.
Chemical research in toxicology, 6(4), 480-485 (1993-07-01)
Methods for direct synthesis of N-(purin-8-yl)arylamines were investigated. N-(Purin-8-yl)arylamines are adducts from reaction of electrophilic metabolites of arylamines with DNA and have not been readily available by direct synthesis. Ability to generate significant quantities of this class of DNA adduct
Polypeptide end-capping using functionalized isocyanates: preparation of pentablock copolymers.
Brzezinska KR, et al.
Macromolecules, 35(8), 2970-2976 (2002)
Thorfinnur Gunnlaugsson et al.
The Journal of organic chemistry, 70(26), 10875-10878 (2005-12-17)
[structure: see text] The synthesis and UV-vis and NMR spectroscopic studies of thiourea-based colorimetric sensors for anions are presented. These sensors can recognize anions through hydrogen binding even in competitive pH-buffered aqueous solutions, giving rise to large color changes that
Linhua Huang et al.
Molecules (Basel, Switzerland), 25(11) (2020-06-03)
Due to the side effects of obesity medications, many studies have focused on the natural products used in the daily diet to control weight. Moringa seed pods and leaves are widely used as vegetables or diet supplements due to the
Karlee L Bamford et al.
Dalton transactions (Cambridge, England : 2003), 49(48), 17571-17577 (2020-11-25)
The synthesis and isolation of the first stable C-B-N-substituted borinium [MesBNiPr2][B(C6F5)4] (2) is described. Compound 2 was shown to react with isothiocyanate and carbodiimides, effecting B-C insertion to afford nitrilium (4) and borenium amidinate salts, respectively. The borinium cation [MesBNiPr2]+
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