Isobutyl isothiocyanate

Base Information

• Chemical Name: Isobutyl isothiocyanate
• CAS No.: 591-82-2
• Molecular Formula: C5H9NS
• Molecular Weight: 115.199
• Hs Code.: 29309090
• European Community (EC) Number: 209-733-2
• UNII: A498ZC6Z4F
• DSSTox Substance ID: DTXSID10207846
• Nikkaji Number: J6.759H
• Wikidata: Q27273617
• Pharos Ligand ID: 16ZCX7HZWDXP
• Metabolomics Workbench ID: 45446
• ChEMBL ID: CHEMBL3593941
• Mol file: 591-82-2.mol

Synonyms:Isobutyl isothiocyanate;591-82-2;1-Isothiocyanato-2-methylpropane;i-Butyl isothiocyanate;2-Methylpropyl isothiocyanate;Isobutylisothiocyanate;Propane, 1-isothiocyanato-2-methyl-;1-isothiocyanato-2-methyl-propane;Isothiocyanic acid, isobutyl ester;Isothiocyanic Acid Isobutyl Ester;EINECS 209-733-2;BRN 1740371;UNII-A498ZC6Z4F;A498ZC6Z4F;CHEMBL3593941;4-04-00-00653 (Beilstein Handbook Reference);isobutyl-isothiocyanate;2-methylpropylisothiocyanate;SCHEMBL841951;NSDDRJXKROCWRZ-UHFFFAOYSA-;DTXSID10207846;1-Isothiocyanato-2-methylpropane #;Isobutyl isothiocyanate, AldrichCPR;BBL027869;BDBM50104736;MFCD00022062;STK399808;ISOBUTYL ISOTHIOCYANATE [FHFI];AKOS000212504;2-METHYL-1-PROPYL ISOTHIOCYANATE;LS-86424;FT-0607989;I0186;Propane, 1-isothiocyanato-2-methyl- (9CI);EN300-18640;D91096;J-670004;J-801003;Q27273617;Z87001659

Chemical Property of Isobutyl isothiocyanate

Chemical Property:

• Vapor Pressure: 2.72mmHg at 25°C
• Refractive Index: 1.4980
• Boiling Point: 163.3 °C at 760 mmHg
• Flash Point: 44.2 °C
• PSA: 44.45000
• Density: 0.92 g/cm³
• LogP: 1.74520
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 115.04557046
• Heavy Atom Count: 7
• Complexity: 82.1

Purity/Quality:

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

Isobutyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to e
• Hazard Codes: F,C
• Statements: 10-23/24/25-41-34-22-20/21/22
• Safety Statements: 16-26-36/37/39-39-60-45-23-20-9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CN=C=S
• Uses: It is isothiocyanate compound used for proteomics research.

Technology Process of Isobutyl isothiocyanate

There total 13 articles about Isobutyl 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: 84.0%

isobutyl-dithiocarbamic acid ethyl ester (83962-16-7) → isobutyl isothiocyanate (591-82-2) + ethanethiol (75-08-1)

Guidance literature:

at 250 - 260 ℃;

Reference yield: 72.0%

carbon disulfide (75-15-0,12122-00-8) + isobutylamine (78-81-9) → isobutyl isothiocyanate (591-82-2)

Guidance literature:

carbon disulfide; isobutylamine; With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

With 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate; In dichloromethane; at 90 ℃; for 0.05h; Microwave irradiation;

DOI:10.3390/molecules26092740

Reference yield: 69.0%

carbon disulfide (75-15-0,12122-00-8) + N-Isobutyltrifluoroacetamide (1817-28-3) → isobutyl isothiocyanate (591-82-2)

Guidance literature:

With sodium hydroxide; potassium carbonate; In acetonitrile; at 25 ℃; for 1.33333h;

DOI:10.1055/s-1991-26629

upstream raw materials:

4-isobutylthiosemicarbazide

carbon disulfide

isobutylamine

thiophosgene

Downstream raw materials:

9-isobutylguanine

C₁₂H₁₇N₃OS

(Z)-3-Ethylsulfanyl-1-(4-fluoro-phenyl)-3-isobutylamino-propenone

6-ethylsulfanyl-5-(4-fluoro-benzoyl)-1-isobutyl-1H-pyridin-2-one

Refernces

• 1、 Janczewski, ?ukasz,Kolesińska, Beata,Kr?giel, Dorota. "Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent". . . Retrieved 2021/05/29.
• 2、 Janczewski, ?ukasz,Gajda, Anna,Frankowski, Sebastian,Goszczyński, Tomasz M.,Gajda, Tadeusz. "T3P - A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates". . p. 1141 - 1151. Retrieved 2017/12/06.