253715

Sigma-Aldrich

p-Tolyl isothiocyanate

97%

Synonym(s):
4-Methylphenyl isothiocyanate
Linear Formula:
CH3C6H4NCS
CAS Number:
Molecular Weight:
149.21
Beilstein/REAXYS Number:
386032
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

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

Packaging

5 g in glass bottle

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2811 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

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...
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...
Polypeptide end-capping using functionalized isocyanates: preparation of pentablock copolymers.
Brzezinska KR, et al.
Macromolecules, 35(8), 2970-2976 (2002)
Kristina Søborg Pedersen et al.
Molecules (Basel, Switzerland), 25(5) (2020-03-07)
Despite promising anti-cancer properties in vitro, all titanium-based pharmaceuticals have failed in vivo. Likewise, no target-specific positron emission tomography (PET) tracer based on the radionuclide 45Ti has been developed, notwithstanding its excellent PET imaging properties. In this contribution, we present...
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...

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