m-Tolyl isothiocyanate

Base Information

• Chemical Name: m-Tolyl isothiocyanate
• CAS No.: 621-30-7
• Molecular Formula: C8H7NS
• Molecular Weight: 149.216
• Hs Code.: 29309090
• European Community (EC) Number: 210-677-6
• UNII: Q9QG8LTY5U
• DSSTox Substance ID: DTXSID70211146
• Nikkaji Number: J134.609A
• Mol file: 621-30-7.mol

Synonyms:3-Methylphenyl isothiocyanate;m-Tolyl isothiocyanate;621-30-7;1-Isothiocyanato-3-methylbenzene;3-Tolyl isothiocyanate;m-tolylisothiocyanate;Benzene, 1-isothiocyanato-3-methyl-;Q9QG8LTY5U;Isothiocyanic Acid m-Tolyl Ester;EINECS 210-677-6;1-isothiocyanato-3-methyl-benzene;UNII-Q9QG8LTY5U;3-methylphenylisothiocyanate;SCHEMBL20337;isothiocyanato-3-methylbenzene;m-Tolyl isothiocyanate, 97%;BDPQUWSFKCFOST-UHFFFAOYSA-;DTXSID70211146;1-Isothiocyanato-3-methylbenzene #;6-Bromo-2,2-dimethylhexane nitrile;MFCD00004807;STK399809;AKOS000212190;FS-3828;FT-0615939;I0459;EN300-17835;D91158;A833597;J-802118;J-802245;F1915-0001

Chemical Property of m-Tolyl isothiocyanate

Chemical Property:

• Appearance/Colour: CLEAR FAINTLY YELLOW LIQUID
• Vapor Pressure: 0.0513mmHg at 25°C
• Melting Point: 239 °C
• Refractive Index: n20/D 1.6328(lit.)
• Boiling Point: 243 °C at 760 mmHg
• Flash Point: 105.6 °C
• PSA: 44.45000
• Density: 1.02 g/cm³
• LogP: 2.72930
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: MAY DECOMPOSE
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.02992040
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98% ^*data from raw suppliers

m-Tolyl Isothiocyanate >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnT
• Hazard Codes: Xn,T
• Statements: 20/21/22-36/37/38-42/43-23/24/25
• Safety Statements: 26-37/39-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N=C=S

Technology Process of m-Tolyl isothiocyanate

There total 34 articles about m-Tolyl 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: 98.0%

carbon disulfide (75-15-0,12122-00-8) + 1-amino-3-methylbenzene (108-44-1) → 3-methylphenyl isothiocyanate (621-30-7)

Guidance literature:

carbon disulfide; 1-amino-3-methylbenzene; With potassium carbonate; In water; at 20 ℃; for 3h; Inert atmosphere;

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; water; at 0 ℃; for 0.5h; Inert atmosphere;

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

DOI:10.3762/bjoc.8.6

Reference yield: 91.0%

3-iodophenyl isothiocyanate (3125-73-3) + methyl trifluoromethanesulfonate (333-27-7) → 3-methylphenyl isothiocyanate (621-30-7)

Guidance literature:

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

DOI:10.1055/s-0040-1707251

Reference yield: 91.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 1-amino-3-methylbenzene (108-44-1) → 3-methylphenyl isothiocyanate (621-30-7)

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'-di(3-methylphenyl)thiourea

acetic anhydride

chlorothio-trichloro-methane

1-amino-3-methylbenzene

Downstream raw materials:

aziridine-1-carbothioic acid m-toluidide

N-m-tolyl-N'-p-tolyl-thiourea

1,5-bis-m-tolylthiocarbamoyl-thio carbonohydrazide

N-(m-methylphenyl)-N'-phenylthiourea

Refernces

• 1、 An, Zhenyu,Liu, Yafeng,Ren, Yi,Wang, Ting,Yan, Rulong. "A catalyst-free method for the synthesis of 1,4,2-dithiazoles from isothiocyanates and hydroxylamine triflic acid salts". supporting information. p. 6206 - 6209. Retrieved 2021/07/28.
• 2、 Lee, Hyune-Jea,Torii, Daiki,Jeon, Yongju,Yoshida, Jun-Ichi,Kim, Heejin. "Integrated Synthesis Using Isothiocyanate-Substituted Aryllithiums by Flow Chemistry". supporting information. p. 1899 - 1902. Retrieved 2020/09/11.