4-(Dimethylamino)phenyl isothiocyanate

Base Information

• Chemical Name: 4-(Dimethylamino)phenyl isothiocyanate
• CAS No.: 2131-64-8
• Molecular Formula: C9H10 N2 S
• Molecular Weight: 178.258
• Hs Code.: 2930909090
• European Community (EC) Number: 218-360-4
• NSC Number: 196179
• UNII: 7HG6CE5JMA
• DSSTox Substance ID: DTXSID60175581
• Nikkaji Number: J41.497B
• Mol file: 2131-64-8.mol

Synonyms:4-(Dimethylamino)phenyl isothiocyanate;2131-64-8;4-Isothiocyanato-N,N-dimethylaniline;4-(N,N-Dimethylamino)phenyl isothiocyanate;4-dimethylaminophenyl isothiocyanate;p-(Dimethylamino)phenyl isothiocyanate;Benzenamine, 4-isothiocyanato-N,N-dimethyl-;Isothiocyanic acid, p-dimethylaminophenyl ester;TL 1106;NSC 196179;p-(N-Dimethylamino)phenyl isothiocyanate;EINECS 218-360-4;NSC-196179;TL-1106;BRN 0388270;Isothiocyanic acid, p-(dimethylamino)phenyl ester;4-dimethylaminophenylisothiocyanate;Benzenamine,4-isothiocyanato-N,N-dimethyl-;7HG6CE5JMA;WLN: SCNR DN1&1;SCHEMBL249847;DTXSID60175581;4-(Dimethylamino)phenylisothiocyanate;4-dimethyl-aminophenyl isothiocyanate;BBL010073;GEO-01151;MFCD00041093;NSC196179;Phenylisothiocyanate, 4-dimethylamino;STK801433;4-isothiocyanato-N,N-dimethyl-aniline;AKOS003355066;4-(Diemethylamino)phenyl isothiocyanate;NCGC00342233-01;4-(N,N-Dimethylamino)phenylisothiocyanate;BP-11144;LS-86414;PS-10283;p-(N,N-Dimethylamino)phenyl isothiocyanate;FT-0618367;AB01334731-02;4-13-00-00173 (Beilstein Handbook Reference);A815268;W-200216

Chemical Property of 4-(Dimethylamino)phenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 69 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 152 °C
• PKA: 3.88±0.12(Predicted)
• Flash Point: 135.8°C
• PSA: 47.69000
• Density: 1.04g/cm³
• LogP: 2.48690
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive
• Water Solubility.: 13.37mg/L(25 oC)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 178.05646950
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

4-(Dimethylamino)phenylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=C=S

Technology Process of 4-(Dimethylamino)phenyl isothiocyanate

There total 25 articles about 4-(Dimethylamino)phenyl isothiocyanate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

thiophosgene (463-71-8) + 4-amino-N,N-dimethylaniline (99-98-9) → 4-isothiocyanato-N,N-dimethylaniline (2131-64-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1016/0040-4020(94)00921-G

Reference yield: 96.0%

o-phenyl [4-(dimethylamino)phenyl]carbamothioate (29647-71-0) → 4-isothiocyanato-N,N-dimethylaniline (2131-64-8)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

Reference yield: 88.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 4-amino-N,N-dimethylaniline (99-98-9) → 4-isothiocyanato-N,N-dimethylaniline (2131-64-8)

Guidance literature:

With sulfur; potassium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00383

upstream raw materials:

N,N'-bis-(4-dimethylamino-phenyl)-thiourea

phenyl isothiocyanate

4-amino-N,N-dimethylaniline

phosgene

Downstream raw materials:

N,N-dimethyl-N'-(3-methyl-5-methylene-thiazolidin-2-ylidene)-benzene-1,4-diamine

N'-(3,5-dimethyl-3H-thiazol-2-ylidene)-N,N-dimethyl-benzene-1,4-diamine

4-(dimethylamino)aniline

N-(4-dimethylaminophenyl)cyanothioformanilide

Refernces

• 1、 Ambartsumova,Levkovich,Abdullaev. "1,3-Thiazepines. 2. Reaction of 2-iminohexahydrothiazepines with phenylisocyanate and isothiocyanates". . p. 355 - 360. Retrieved 1997.
• 2、 Zhen, Long,Fan, Hui,Wang, Xiaoji,Jiang, Liqin. "Synthesis of thiocarbamoyl fluorides and isothiocyanates using CF3SiMe3 and elemental sulfur or AgSCF3 and KBr with amines". supporting information. p. 2106 - 2110. Retrieved 2019/03/26.
• 3、 -. "Alkali-free green synthetic isothiocyanate method". Paragraph 0024; 0025; 0026; 0036; 0037; 0038. . Retrieved 2017/08/26.