1-(4-Isothiocyanatophenyl)ethanone

Base Information

• Chemical Name: 1-(4-Isothiocyanatophenyl)ethanone
• CAS No.: 2131-57-9
• Molecular Formula: C9H7NOS
• Molecular Weight: 177.227
• Hs Code.: 2930909090
• European Community (EC) Number: 670-498-8
• NSC Number: 51673
• DSSTox Substance ID: DTXSID30287589
• Nikkaji Number: J2.312.613C
• Mol file: 2131-57-9.mol

Synonyms:4-Acetylphenyl isothiocyanate;1-(4-Isothiocyanatophenyl)ethanone;2131-57-9;4-Acetylphenylisothiocyanate;1-(4-Isothiocyanatophenyl)ethan-1-one;NSC51673;Bromobenzyl-4-isothiocyanate;4'-isothiocyanatoacetophenone;4-acetylphenyl-isothiocyanate;Phenylisothiocyanate, 4-acetyl;SCHEMBL1308638;DTXSID30287589;BBL010019;MFCD00041100;NSC-51673;STK500364;?4-ACETYLPHENYL ISOTHIOCYANATE;1-(4-isothiocyanato-phenyl)-ethanone;1-(4-Isothiocyanatophenyl)ethanone #;AKOS000311517;ethanone, 1-(4-isothiocyanatophenyl)-;FS-3852;4-Acetylphenyl isothiocyanate, AldrichCPR;FT-0617409;EN300-01247;A815264;AJ-087/25124021;J-802125;Z56899102;InChI=1/C9H7NOS/c1-7(11)8-2-4-9(5-3-8)10-6-12/h2-5H,1H

Chemical Property of 1-(4-Isothiocyanatophenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.000335mmHg at 25°C
• Melting Point: 82 °C
• Refractive Index: 1.576
• Boiling Point: 319.6 °C at 760 mmHg
• Flash Point: 147.1 °C
• PSA: 61.52000
• Density: 1.11g/cm³
• LogP: 2.62350
• Sensitive.: Lachrymatory
• Water Solubility.: 16.84mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 177.02483502
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Isothiocyanatophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,C
• Statements: 20/21/22-36/37/38-43-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Isothiocyanatophenyl)ethanone

There total 9 articles about 1-(4-Isothiocyanatophenyl)ethanone 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: 88.0%

C9H9NOS2 (87551-33-5) → 1-(4-isothiocyanatophenyl)ethanone (2131-57-9)

Guidance literature:

With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; triethylamine; In acetonitrile; Cooling with ice;

DOI:10.1080/00397910903219476

Reference yield: 86.0%

carbon disulfide (75-15-0,12122-00-8) + p-aminobenzophenone (99-92-3) → 1-(4-isothiocyanatophenyl)ethanone (2131-57-9)

Guidance literature:

carbon disulfide; p-aminobenzophenone; With potassium carbonate; In water; at 40 ℃; for 10h; Inert atmosphere;

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; water; N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;

With sodium hydroxide; In dichloromethane; water; pH=11; Inert atmosphere;

DOI:10.3762/bjoc.8.6

Reference yield: 84.0%

N-(4-acetylphenyl)formamide (41656-75-1) → 1-(4-isothiocyanatophenyl)ethanone (2131-57-9)

Guidance literature:

With bis(trichloromethyl) carbonate; sulfur; triethylamine; selenium; In dichloromethane; for 7h; Heating;

DOI:10.1080/00304940409355967

upstream raw materials:

thiophosgene

p-aminobenzophenone

N-(4-acetylphenyl)formamide

C₆H₁₅N*C₉H₉NOS₂

Downstream raw materials:

N,N'-Bis--thioharnstoff

4-[N'-(4-acetyl-phenyl)-thioureido]-benzoic acid

1-(4-acetylphenyl)-3-(2-(3,3-dimethylindolin-1-yl)pyridin-3-yl)urea

2-[2-({({[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy][(4-acetylphenyl)imino]methyl}dithio)[(4-acetylphenyl)imino]methyl}oxy)ethyl]-1,3-dioxoisoindoline

Refernces

• 1、 -. "Isothiocyanate synthesized by three components and preparation method of isothiocyanate". Paragraph 0048. . Retrieved 2019/04/26.
• 2、 Hroch, Lukas,Guest, Patrick,Benek, Ondrej,Soukup, Ondrej,Janockova, Jana,Dolezal, Rafael,Kuca, Kamil,Aitken, Laura,Smith, Terry K.,Gunn-Moore, Frank,Zala, Dominykas,Ramsay, Rona R.,Musilek, Kamil. "Synthesis and evaluation of frentizole-based indolyl thiourea analogues as MAO/ABAD inhibitors for Alzheimer's disease treatment". . p. 1143 - 1152. Retrieved 2017/02/05.