tert-Butyl isothiocyanate

Base Information

• Chemical Name: tert-Butyl isothiocyanate
• CAS No.: 590-42-1
• Molecular Formula: C5H9NS
• Molecular Weight: 115.199
• Hs Code.: 2930909090
• European Community (EC) Number: 209-682-6
• DSSTox Substance ID: DTXSID9060441
• Nikkaji Number: J86.524I
• ChEMBL ID: CHEMBL1908216
• Mol file: 590-42-1.mol

Synonyms:butyl isothiocyanate;tBITC cpd;tert-butyl isothiocyanate

Chemical Property of tert-Butyl isothiocyanate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 7.26mmHg at 25°C
• Melting Point: 8-11 °C
• Refractive Index: 1.4795-1.4815
• Boiling Point: 141.6 °C at 760 mmHg
• Flash Point: 38.3 °C
• PSA: 44.45000
• Density: 0.89 g/cm³
• LogP: 1.88770
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 115.04557046
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 34-23/24/25-10-36/37
• Safety Statements: 45-38-36/37/39-28A-26-16-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)N=C=S
• Uses: tert-Butyl isothiocyanate is a tool for the modification of the pore sizes on the top layer of heterostructured surface mounted metal-organic frameworks.

Technology Process of tert-Butyl isothiocyanate

There total 49 articles about tert-Butyl 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%

tert-butyl dithiocarbamic acid triethylammonium → tert-butyl isothiocyanate (590-42-1)

Guidance literature:

With sodium persulfate; potassium carbonate; In water; at 20 ℃; for 1h; chemoselective reaction; Green chemistry;

DOI:10.1039/c8gc02261e

Reference yield: 98.0%

1-chloro-2,2-dimethyl-propan-1-one oxime (3273-26-5) → tert-butyl isothiocyanate (590-42-1)

Guidance literature:

With triethylamine; thiourea; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)61411-9

Reference yield: 86.0%

tert-butylamine (75-64-9) + tetramethylammonium trifluoromethanethiolate → tert-butyl isothiocyanate (590-42-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/acs.orglett.7b00689

upstream raw materials:

tertiary butyl chloride

ammonium thiocyanate

N,N-di-tert-butylthiourea

diethyl ether

Downstream raw materials:

N-(t-butyl)thiourea

4-tert-butyl-3-thiosemicarbazide

tert-butylamine

N-(2-tert-butyl-4-phenyl-3-thioxo-[1,2,4]thiadiazolidin-5-ylidene)-N'-phenyl-benzamidine

Refernces

• 1、 Srivastava, Nitin. "Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates". . p. 562 - 570. Retrieved 2021/10/07.
• 2、 -. "Preparation method of isothiocyano compound". Paragraph 0014. . Retrieved 2019/10/29.