Isopropyl isothiocyanate

Base Information

• Chemical Name: Isopropyl isothiocyanate
• CAS No.: 2253-73-8
• Molecular Formula: C4H7NS
• Molecular Weight: 101.172
• Hs Code.: 29309090
• European Community (EC) Number: 218-851-3
• UNII: 46561PKP9T
• DSSTox Substance ID: DTXSID60177045
• Nikkaji Number: J33.556H
• Wikidata: Q27258900
• Pharos Ligand ID: BMTJHUUZKMKU
• Metabolomics Workbench ID: 127286
• ChEMBL ID: CHEMBL2208211
• Mol file: 2253-73-8.mol

Synonyms:Isothiocyanicacid, isopropyl ester (6CI,7CI,8CI);2-Propylisothiocyanate;isothiocyanic acid isopropyl ester;

Chemical Property of Isopropyl isothiocyanate

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 7.58mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 140.7 °C at 760 mmHg
• Flash Point: 28.4 °C
• PSA: 44.45000
• Density: 0.93 g/cm³
• LogP: 1.49760
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Miscible with methanol. Hydrolyzes in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 101.02992040
• Heavy Atom Count: 6
• Complexity: 71.6

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl isothiocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)N=C=S
• Uses: Isopropyl isothiocyanate is used as is an antimicrobial agent. It is also used as medicinal intermediate. Isopropyl isothiocyanate may be used to synthesize 4-bromo-5,6-dichloro-2-isopropylaminobenzimidazole.

Technology Process of Isopropyl isothiocyanate

There total 21 articles about Isopropyl 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: 96.0%

O,O-(1,2-dimethylethylene) S-(trimethylsilyl) phosphorodithioate (82561-29-3) → isopropyl isothiocyanate (2253-73-8) + 4,5-dimethyl-2-trimethylsiloxy-1,3,2λ5-dioxaphospholane-2-sulfide (82597-70-4)

Guidance literature:

With Isopropyl isocyanate; at 0 ℃; for 20h;

Reference yield: 95.0%

Isopropyl isocyanate (1795-48-8) → isopropyl isothiocyanate (2253-73-8) + 4,5-dimethyl-2-trimethylsiloxy-1,3,2λ5-dioxaphospholane-2-sulfide (82597-70-4)

Guidance literature:

With O,O-(1,2-dimethylethylene) S-(trimethylsilyl) phosphorodithioate; at 0 ℃; for 20h;

Reference yield: 85.0%

carbon disulfide (75-15-0,12122-00-8) + isopropylamine (75-31-0) → isopropyl isothiocyanate (2253-73-8)

Guidance literature:

carbon disulfide; isopropylamine; With potassium carbonate; In water; at 20 ℃; for 1h; 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

upstream raw materials:

carbon disulfide

isopropylamine

iso-C₃H₇NHC(S)SSC(S)NHC₃H₇

methyl iodide

Downstream raw materials:

1,3-diisopropylthiourea

isopropylcarbamic acid 3-(2-chloro-phenothiazine-10-carbonyl)-3-aza-pentane-1,5-diyl ester

isopropylcarbamic acid 3-(2-methoxy-phenothiazine-10-carbonyl)-3-aza-pentane-1,5-diyl ester

1-isopropyl-3-phenylthiourea

Refernces

• 1、 -. "With the biological activity of the 1, 3, 8 - triazaspiro [4, 5] decane - 2 - guanidine - 4 - ketone compound and its preparation method and application". Paragraph 0013; 0014. . Retrieved 2017/08/25.
• 2、 Bhandari, Kalpana,Srinivas, Nagarapu,Sharma, Lata,Srivastava, Shipra,Nath, Amar,Nath, Chandishwar. "Substituted urea/thiourea derived from fluoxetine as potent appetite suppressants". . p. 103 - 113. Retrieved 2008/12/22.