2253-73-8

Basic information

• Product Name: Isopropyl isothiocyanate
• Synonyms: 2-ISOTHIOCYANATO-PROPANE;IPNCS;ISOPROPYL ISOTHIOCYANATE;ISOTHIOCYANIC ACID ISOPROPYL ESTER;Propane, 2-isothiocyanato-;Isopropyl isothiocyanate, 95+%;Isothiocyanato-2-propane;Isopropyl isothiocya
• CAS NO: 2253-73-8
• Molecular Formula: C₄H₇NS
• Molecular Weight: 101.17
• EINECS: 218-851-3
• Product Categories: Aliphatics
• Mol File: 2253-73-8.mol

Chemical Properties

• Melting Point: 168-170 °C
• Boiling Point: 29-30 °C10 mm Hg(lit.)
• Flash Point: 104 °F
• Appearance: /
• Density: 0.948 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.58mmHg at 25°C
• Refractive Index: n20/D 1.493(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Water Solubility: Miscible with methanol. Hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 1739163
• CAS DataBase Reference: Isopropyl isothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropyl isothiocyanate(2253-73-8)
• EPA Substance Registry System: Isopropyl isothiocyanate(2253-73-8)

Safety Data

• Hazard Codes: Xi,T
• Statements: 10-36/37/38-23/24/25
• Safety Statements: 16-26-36-45-38-36/37/39-28A
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2253-73-8(Hazardous Substances Data)

Usage

Uses

Isopropyl isothiocyanate is used as an antimicrobial agent, making it valuable in various industries for its ability to inhibit the growth of microorganisms. It is also utilized as a medicinal intermediate, playing a crucial role in the synthesis of various pharmaceutical compounds.
Used in Chemical Synthesis:
Isopropyl isothiocyanate is used as a reagent in the synthesis of 4-bromo-5,6-dichloro-2-isopropylaminobenzimidazole, a compound with potential applications in the pharmaceutical and chemical industries.
Used in Agriculture:
Isopropyl isothiocyanate is used as a natural pesticide due to its antimicrobial properties, helping to protect crops from diseases and pests without the use of harsh chemicals.
Used in Flavor and Fragrance Industry:
Due to its strong, mustard-like aroma, isopropyl isothiocyanate can be used in the flavor and fragrance industry to create unique scents and flavors for various products.
Used in Research:
The molecular conformations of isopropyl isothiocyanate in the gas phase have been determined by electron diffraction studies, making it an important compound for research in the field of chemistry and molecular structure.

InChI:InChI=1/C4H7NS/c1-4(2)5-3-6/h4H,1-2H3

Upstream product

• 75-15-0 carbon disulfide 
• 75-31-0 isopropylamine 
• 2438-92-8 iso-C₃H₇NHC(S)SSC(S)NHC₃H₇ 
• 74-88-4 methyl iodide 
• 2307-69-9 toluene-4-sulfonic acid isopropyl ester 
• 333-20-0 potassium thioacyanate 
• 66661-87-8 3-Isopropyl-1,1,2-trimethyl-isothiourea 
• 39142-47-7 isothiocyanatoformic acid isopropyl ester 
• 57361-49-6 2-propyloxycarbonylthiocyanate 
• 13524-31-7 S-Isopropylcarbamoyl-dithiophosphorsaeure-O,O'-diethylester 
• 693-13-0 diisopropyl-carbodiimide 
• 129226-19-3 5-[(E)-Isopropylimino]-4-(4-methoxy-phenyl)-4,5-dihydro-[1,2,4]thiadiazol-3-ylamine 
• 82561-29-3 O,O-(1,2-dimethylethylene) S-(trimethylsilyl) phosphorodithioate 
• 1795-48-8 Isopropyl isocyanate 

Downstream Products

• 60560-45-4 N-Isopropyl-N'-(pyridyl-2)-thioharnstoff 
• 859736-57-5 N'-isopropyl-N,N''-p-phenylene-bis-thiourea 
• 859733-08-7 N-[4-(4-chloro-phenyl)-N'-p-tolyl-carbamimidoyl]-N'-isopropyl-thiourea 
• 857977-15-2 N-[N-(4-chloro-phenyl)-N'-phenyl-carbamimidoyl]-N'-isopropyl-thiourea 
• 16349-62-5 3,3'-diisopropyl-1,1'-p-phenylene-bis-thiourea 
• 5848-27-1 N-cyano-N'-isopropyl-S-methyl-isothiourea 
• 1719-76-2 1-isopropylthiourea 
• 2986-17-6 1,3-diisopropylthiourea 
• 7465-08-9 1-(2-aminophenyl)-3-isopropylthiourea 
• 69909-79-1 N-(2-isopropyl-4-phenyl-3-thioxo-[1,2,4]thiadiazolidin-5-ylidene)-N'-phenyl-benzamidine 
• 65241-00-1 isopropyl-carbamic acid 3-(phenothiazine-10-carbonyl)-3-aza-pentane-1,5-diyl ester 
• 65241-05-6 isopropylcarbamic acid 3-(2-chloro-phenothiazine-10-carbonyl)-3-aza-pentane-1,5-diyl ester 
• 65241-10-3 isopropylcarbamic acid 3-(2-methoxy-phenothiazine-10-carbonyl)-3-aza-pentane-1,5-diyl ester 
• 20809-52-3 N-Isopropyl-N'-<4-acetoxyphenyl>-thioharnstoff 

Relevant articles and documents

With the biological activity of the 1, 3, 8 - triazaspiro [4, 5] decane - 2 - guanidine - 4 - ketone compound and its preparation method and application

The present invention discloses a 1,3,8-triazaspiro[4,5]decane-2-guanidine-4-ketone compound with biological activity, a preparation method therefor and application thereof, and belongs to the technical field of pesticide synthesis. A technical solution of the present invention is that: the 1,3,8-triazaspiro[4,5]decane-2-guanidine-4-ketone compound with biological activity has the formula shown in the specification, wherein R is ethyl, propyl, isopropyl or phenyl. The present invention also discloses a preparation method of the 1,3,8-triazaspiro[4,5]decane-2-guanidine-4-ketone compound with biological activity, and application thereof in preparing pesticides. According to the invention, by a new method, a series of 1,3,8-triazaspiro[4,5]decane-2-guanidine-4-ketone compounds with biological activity are synthesized. The invention has the advantages of simple and easy operation in a reaction process, easy access to cheap raw materials, higher reaction efficiency, better repeatability, and remarkable bioactive effects, and has better prospects for application in the field of pesticide preparation.

A general and facile one-pot process of isothiocyanates from amines under aqueous conditions

A general and facile one-pot protocol for the preparation of a broad range of alkyl and aryl isothiocyanates has been developed from their corresponding primary amines under aqueous conditions. This synthetic process involves an in situ generation of a dithiocarbamate salt from the amine substrate by reacting with CS2 followed by elimination to form the isothiocyanate product with cyanuric acid as the desulfurylation reagent. The choice of solvent is of decisive importance for the successful formation of the dithiocarbamate salt particularly for highly electron-deficient substrates. This novel and economical method is suitable for scale-up activities.

Substituted urea/thiourea derived from fluoxetine as potent appetite suppressants

A series of urea and thiourea analogues of fluoxetine (5-17) were synthesized and evaluated for their anorexigenic and antidepressant activities. The related conformationally restrained analogues (20-23) were also prepared for structure-activity relationship (SAR) studies. Many of these derivatives (5, 6, 8, 10, 12, 13, 16, and 23) exhibited significant anorexigenic activity and interestingly were devoid of antidepressant activity, thus emerging as a promising tool for further research work.

A facile and new approach to synthesize 2-amino-4-(4-amoinophenyl)-1H-1,3- diazol-1-yl-alkylaminomethanethiones

An "intellectual connection" approach to design a facile and new synthesis of suitably substituted 2-aminoimidazole-based precursors of expected anti-asthmatic agents through a benzidine type of rearrangement of 2-phenylazoimidazole and subsequent coupling of the product thus obtained with alkylisothiocyanates involving a degenerative operation, thereby improving the time frame of the overall synthetic sequence, is reported. The alkylisothiocyanates required in this synthetic sequence are prepared using a best combination of reported methods. The compounds reported here can be used to produce derivatives of other biological agents. Birkhaeuser 2007.

Substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one as CB 1 cannabinoid receptor ligands: Synthesis and pharmacological evaluation

A set of 30 substituted 5,5′-diphenyl-2-thioxoimidazolidin-4-one (thiohydantoins) derivatives was synthesized, and their affinity for the human CB1 cannabinoid receptor has been evaluated. These compounds are derived from the previously described cannabinoid ligands 5,5′- diphenylimidazolidine-2,4-dione (hydantoins). The replacement of the oxygen by a sulfur leads to an increase of the affinity while the function-i.e., inverse agonism-determined by [35S]-GTPγS experiments remains unaffected. Finally, to evaluate the molecular parameters that could influence the affinity of the thiohydantoins, molecular electrostatic potential as well as lipophilicity calculations were undertaken on representative thiohydantoins and hydantoins derivatives. In conclusion, 5,5′-bis-(4-iodophenyl)-3-butyl-2- thioxoimidazolidin-4-one (31) and 3-allyl-5,5′-bis(4-bromophenyl)-2- thioxoimidazolidin-4-one (32) possess the highest affinity for the CB 1 cannabinoid receptor described to date for the hydantoin and thiohydantoins series when compared in a same bioassay.

Efficient conversion of thiols to thiocyanates by in situ generated Ph3P(SCN)2

A new, novel, rapid and simple method is described for the one-pot conversion of thiols to thiocyanates by use of in situ generated PPh3(SCN)2 at room temperature.

Triazole derivative and pharmaceutical use thereof

An agent for the prophylaxis and treatment of immune-related diseases, in particular, immunosuppressant, an agent for the prophylaxis and treatment of allergic diseases, an agent for the prophylaxis and treatment of eosinophil-related diseases and an eosinophilia inhibitor, comprising, as an active ingredient, a series of triazole derivatives of the following formula (I) STR1 or the following formula (III) STR2 wherein each symbol is as defined in the specification, or a pharmaceutically acceptable salt thereof. A novel monocyclic or bicyclic triazole derivative. The agent for the prophylaxis and treatment of immune-related diseases, in particular, immunosuppressant, the agent for the prophylaxis and treatment of allergic diseases, the agent for the prophylaxis and treatment of eosinophil-related diseases, the eosinophilia inhibitor and the novel triazole derivative of the present invention all, have superior eosinophilia-inhibitory action and lymphocyte activation-inhibitory action. They are low toxic and persistent in action. They are particularly effective in the treatment of accumulation and activation of eosinophil and lymphocytes, inflammatory respiratory tract diseases, eosinophil-related diseases such as eosinophilia, and immune-related diseases.