4-Methoxycarbonylphenyl isothiocyanate

Base Information

• Chemical Name: 4-Methoxycarbonylphenyl isothiocyanate
• CAS No.: 3662-78-0
• Molecular Formula: C9H7NO2S
• Molecular Weight: 193.226
• Hs Code.: 2930909090
• European Community (EC) Number: 671-312-8
• DSSTox Substance ID: DTXSID80190094
• Nikkaji Number: J2.477.160A
• Mol file: 3662-78-0.mol

Synonyms:4-Methoxycarbonylphenyl isothiocyanate;3662-78-0;Methyl 4-isothiocyanatobenzoate;Benzoic acid, 4-isothiocyanato-, methyl ester;4-(Methoxycarbonyl)phenyl isothiocyanate;4-methoxycarbonylphenylisothiocyanate;4-isothiocyanatobenzoic acid methyl ester;Methyl p-isothiocyanatobenzoate;SCHEMBL1421354;DTXSID80190094;Methyl 4-isothiocyanatobenzoate #;BBL010020;GEO-01676;MFCD00041099;p-methoxycarbonylphenyl isothiocyanate;STK801404;4-(Carbomethoxy)phenyl isothiocyanate;4-methoxycarbonyl phenylisothiocyanate;4-methoxycarbonyl phenyl isothiocyanate;AKOS003276010;4-(Methoxycarbonyl)phenylisothiocyanate;FS-4666;4-isothiocyanato-benzoic acid methyl ester;Methyl 4-isothiocyanatobenzoate, AldrichCPR;FT-0618932;E83808;EN300-8093737;A823315;W-200326

Chemical Property of 4-Methoxycarbonylphenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00047mmHg at 25°C
• Melting Point: 46 °C
• Refractive Index: 1.566
• Boiling Point: 314.3 °C at 760 mmHg
• Flash Point: 143.9 °C
• PSA: 70.75000
• Density: 1.16 g/cm³
• LogP: 2.20750
• Storage Temp.: Keep Cold
• Sensitive.: Moisture Sensitive
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 193.01974964
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

4-MethoxycarbonylphenylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methoxycarbonylphenyl isothiocyanate

There total 10 articles about 4-Methoxycarbonylphenyl 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: 93.0%

4-methoxycarbonyl aniline (619-45-4) + tetramethylammonium trifluoromethanethiolate → methyl 4-isothiocyanatobenzoate (3662-78-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.7b00689

Reference yield: 89.0%

C9H9NS2O2 → methyl 4-isothiocyanatobenzoate (3662-78-0)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; at 22 ℃; for 1h;

DOI:10.1021/jo070246n

Reference yield: 85.0%

4-iodophenyl isothiocyanate (2059-76-9) + methyl chloroformate (79-22-1) → methyl 4-isothiocyanatobenzoate (3662-78-0)

Guidance literature:

With phenyllithium; In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.000615h; Flow reactor;

DOI:10.1055/s-0040-1707251

upstream raw materials:

thiophosgene

4-methoxycarbonyl aniline

carbon disulfide

N-formyl p-aminobenzoic acid methyl ester

Downstream raw materials:

N-(phenyl)-2-[3-(4-methoxycarbonylphenyl)-thioureido]-2-phenylacetamide

1-[3-(4-methoxycarbonylphenyl)-thioureido]-N-(2-methylphenyl)-indanylcarboxamide

(R)-N-(2-methylphenyl)-2-[3-(4-methoxycarbonylphenyl)-thioureido]-2-cyclohexylacetamide

(S)-N-(2-methylphenyl)-2-[3-(4-methoxycarbonylphenyl)-thioureido]-2-cyclohexylacetamide

Refernces

• 1、 Scattolin, Thomas,Pu, Maoping,Schoenebeck, Franziska. "Investigation of (Me4N)SCF3 as a Stable, Solid and Safe Reservoir for S=CF2 as a Surrogate for Thiophosgene". supporting information. p. 567 - 571. Retrieved 2018/01/26.
• 2、 Mandapati, UshaRani,Pinapati, Srinivasarao,Rudraraju, RameshRaju. "Copper promoted desulfurization towards the synthesis of isothiocyanates". . p. 125 - 128. Retrieved 2016/12/26.