592-82-5 Usage
Description
BUTYL ISOTHIOCYANATE is an isothiocyanate compound with a butyl group attached to the nitrogen. It is a clear, colorless to yellow liquid with a strong irritating green aroma. It is a natural product found in various plants, such as Capparis spinosa, Brassica carinata, and Eutrema japonicum. It has a role as a hapten and is known for its horseradish and vegetative cabbage-like taste with rooty, wasabi, radish-like notes, and a biting and metallic aftertaste.
Uses
Used in Chemical Synthesis:
BUTYL ISOTHIOCYANATE is used as a reagent in the synthesis and characterization of various compounds, such as Poly(N-Propargylthiourea) and 2-Aminobenzothiazoles. It is also used in the synthesis process via Copper (I)-Catalyzed Cross-Coupling with part-per-million catalyst loadings.
Used in Aquatic Toxicity and Reactivity Studies:
BUTYL ISOTHIOCYANATE is utilized in the TETRATOX assay for aquatic toxicity data and in abiotic thiol assays for reactivity data. These studies help understand the compound's impact on aquatic life and its potential interactions with other chemicals.
Used in Molecular Switch Immobilization:
BUTYL ISOTHIOCYANATE has been used as a capping reagent to immobilize the functionalized derivative of Oregon Green 514, a molecular switch, on a preformed amino self-assembled monolayer. This application is significant in the field of molecular electronics and sensing.
Used in Flavor and Fragrance Industry:
BUTYL ISOTHIOCYANATE is used as a flavoring agent for its slightly pungent, rooty mustard, horseradish, and wasabi-like aroma with sulfurous onion and garlic notes and a tropical nuance. It is also used in the fragrance industry for its strong and distinctive scent.
Used in Agricultural Industry:
As the main component of the volatile oil of Capparis spinosa, BUTYL ISOTHIOCYANATE is used in the agricultural industry for its natural pest repellent properties, helping to protect crops from pests and diseases.
Synthesis Reference(s)
The Journal of Organic Chemistry, 39, p. 1970, 1974 DOI: 10.1021/jo00927a049
Check Digit Verification of cas no
The CAS Registry Mumber 592-82-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 2 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 592-82:
(5*5)+(4*9)+(3*2)+(2*8)+(1*2)=85
85 % 10 = 5
So 592-82-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H9NS/c1-2-3-4-6-5-7/h2-4H2,1H3
592-82-5Relevant articles and documents
Hodgkins,Ettlinger
, p. 404 (1956)
Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates
Srivastava, Nitin
, p. 562 - 570 (2021/10/07)
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Novel method for preparing isothiocyanate
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Paragraph 0027-0029, (2020/09/16)
The invention relates to a novel method for preparing isothiocyanate. The method comprises the following steps: adding organic primary amine and benzene isothiocyanate into a high-boiling-point solvent, stirring under the condition of nitrogen protection, keeping the reaction temperature at 100-150 DEG C or heating and refluxing, reacting for 1-9 hours under the condition of normal pressure, afterthe reaction is finished, cooling the reaction solution, removing the solvent through vacuum rotary evaporation, and purifying the concentrate through silica gel column chromatography to obtain isothiocyanate. The method has the following advantages that: 1) the raw materials of organic primary amine and benzene isothiocyanate used in the invention are common chemical raw materials, especially benzene isothiocyanate is cheap and easily available, 2) the reaction conditions are mild, the safety is high, the temperature is generally 100-150 DEG C, and the reaction is carried out under normal pressure, and 3) the method has the advantages of simple technological process and post-treatment, easiness in operation, low cost, high product purity and good industrial application prospect.
