592-82-5

Basic information

• Product Name: BUTYL ISOTHIOCYANATE
• Synonyms: Butane, 1-isothiocyanato-;BUTYL ISOTHIOCYANATE(RG);butyl isorhodanate;butyl isorhodanide;butyl isosulfocyanate;butyl isosulfocyanide;butyl isthiocyanide;BUTYLBORONICACID
• CAS NO: 592-82-5
• Molecular Formula: C₅H₉NS
• Molecular Weight: 115.2
• EINECS: 209-770-4
• Product Categories: Organics;Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates
• Mol File: 592-82-5.mol
• Article Data: 41

Chemical Properties

• Melting Point: 115 °C
• Boiling Point: 70-71 °C35 mm Hg(lit.)
• Flash Point: 66 °C
• Appearance: /
• Density: 0.955 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.19mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Water Solubility: Insoluble in water.
• Sensitive: Moisture Sensitive
• BRN: 906839
• CAS DataBase Reference: BUTYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: BUTYL ISOTHIOCYANATE(592-82-5)
• EPA Substance Registry System: BUTYL ISOTHIOCYANATE(592-82-5)

Safety Data

• Hazard Codes: C
• Statements: 20/21/22-34-42
• Safety Statements: 23-26-36/37-39-45
• RIDADR: UN 1693 6.1/PG 2
• WGK Germany: 3
• RTECS: NX8420500
• F: 3-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 592-82-5(Hazardous Substances Data)

Usage

Chemical Properties

Butyl isothiocyanate is a clear colorless to yellow liquid；strong irritating green aroma.It is a natural product found in Capparis spinosa, Brassica carinata, and Eutrema japonicum with data available.

Uses

1-Butyl isothiocyanate participates in the synthesis and characterization of Poly(N-Propargylthiourea). Participates in the Synthesis of 2-Aminobenzothiazoles via Copper (I)-Catalyzed Cross-Coupling with Part-Per-Million Catalyst Loadings. Thiols reactions with 1-Butyl isothiocyanate in aquatic toxicity data in the TETRATOX assay and reactivity data in an abiotic thiol assay. utyl isothiocyanate has been used as capping reagent to immobilize the functionalized derivative of Oregon Green 514 molecular switch on a preformed amino self assembled monlayer.

Definition

ChEBI: Butyl isothiocyanate is an isothiocyanate having a butyl group attached to the nitrogen. It has a role as a hapten.

Aroma threshold values

1.0%. Slightly pungent, rooty mustard, horseradish and wasabi-like with sulfurous onion and garlic note and a tropical nuance.

Taste threshold values

0.5 to 5 ppm. Horseradish and vegetative cabbage-like with rooty, wasabi, radishlike notes and leaving a biting and metallic aftertaste.

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 1970, 1974 DOI: 10.1021/jo00927a049

General Description

Butyl isothiocyanate is the main component of volatile oil of leaf, ripe fruit and root of Capparis spinosa.

InChI:InChI=1/C5H9NS/c1-2-3-4-6-5-7/h2-4H2,1H3

Upstream product

• 75-15-0 carbon disulfide 
• 6336-01-2 3-n-butyl-1-phenylthiourea 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 109-73-9 N-butylamine 
• 103-72-0 phenyl isothiocyanate 
• 22296-07-7 C₅H₁₀NS₂^(1-) 
• 51034-33-4 N-n-butyl dithiocarbamic acid Potassium Salt 
• 85600-01-7 N'-butyl-N,N-dimethylacetimidamide 
• 144446-80-0 C₅H₁₁NS₂*C₆H₁₅N 
• 18879-99-7 N-butyldithiocarbamic acid 
• 4669-59-4 bis(diethylamino)dimethylsilane 
• 109-46-6 1,3-dibutylthiourea 
• 628-05-7 1-nitropentane 
• 17356-08-0 thiourea 

Downstream Products

• 7501-78-2 9-butyl-1,3-dimethyl-8-thio-uric acid 
• 26668-52-0 C₁₃H₁₉N₃S₂ 
• 80490-80-8 N,N'-dibutylpiperazine-1,4-dithiocarboxamide 
• 109452-62-2 4-butyl-1-(3,4,5-trimethoxy-benzoyl)-thiosemicarbazide 
• 69180-86-5 1-{4-[(butyl-thiocarbamoyl)-sulfamoyl]-phenyl}-5-methyl-1H-pyrazole-3-carboxylic acid 
• 59898-61-2 3-Butyl-5,6-dimethyl-2-thioxo-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one 
• 124946-22-1 1-(n-butyl)-3-<4-(4-(n-butyl)-1,2,4-triazoline-5-thion-3-yl)phenyl>thiourea 
• 103074-91-5 2-(2-{2-[4-(3-Fluoro-phenyl)-piperazin-1-yl]-ethoxy}-phenyl)-thiazolidine-3-carbothioic acid butylamide 
• 132149-34-9 3'-(3-n-Butylthioureido)-3'-deoxythymidine 
• 79009-29-3 1-Butyl-3-thiobenzoyl-thiourea 
• 77437-10-6 C₂₀H₂₃N₅OS 
• 13906-07-5 3-butyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 129055-40-9 3-Butyl-5,7-diphenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 
• 139356-62-0 4-Amino-3-butyl-5-methyl-6-phenyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidine-2-thione 

Relevant articles and documents

Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates

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Novel method for preparing isothiocyanate

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.