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Allyl thiocyanate, with the chemical formula C4H5NCS, is a colorless to pale yellow liquid characterized by a pungent odor reminiscent of mustard oil. This naturally occurring compound is found in various plants, including mustard, radish, and horseradish. It is recognized for its potential antimicrobial and anticancer properties, in addition to its widespread use as a flavoring agent in the food industry.

764-49-8

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764-49-8 Usage

Uses

Used in Flavoring Industry:
Allyl thiocyanate is used as a flavoring agent for its characteristic pungent odor, primarily in the preparation of mustard and horseradish sauces. Its natural presence in these plants contributes to the distinctive taste and aroma of these condiments.
Used in Antimicrobial Applications:
Allyl thiocyanate is studied for its potential antimicrobial properties, suggesting its use as a natural preservative or treatment agent in various applications where microbial control is necessary.
Used in Anticancer Research:
Due to its potential anticancer properties, allyl thiocyanate is utilized in research settings to explore its effects on cancer cells. It may be developed as a therapeutic agent or a component of cancer treatment protocols in the future.

Check Digit Verification of cas no

The CAS Registry Mumber 764-49-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 4 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 764-49:
(5*7)+(4*6)+(3*4)+(2*4)+(1*9)=88
88 % 10 = 8
So 764-49-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H5NS/c1-2-3-6-4-5/h2H,1,3H2

764-49-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name allyl thiocyanate

1.2 Other means of identification

Product number -
Other names Thiocyansaeure-allylester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:764-49-8 SDS

764-49-8Relevant academic research and scientific papers

Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands

Husain, Ali A.,Bisht, Kirpal S.

, p. 9928 - 9935 (2020/09/03)

A family of three spatially directional resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- A nd environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic solvents. The recoverability and reusability of RCG catalytic systems, that is, RCG1 and RCG3, were also examined upon a simple extraction of the desired products using DCM or ethyl acetate, followed by subjecting the recovered aqueous solution containing the RCG catalysts to the next reaction cycles.

A pharmaceutical intermediate propenyl thiourea synthesis method (by machine translation)

-

Paragraph 0011; 0013; 0014; 0015, (2018/07/30)

A pharmaceutical intermediate propenyl thiourea synthesis method, comprises the following steps: in the reaction container by adding 5 L sodium chloride solution, 4 μM of 3 - methyl isobutyl ketone sulfur cyanic acid benzene, raising the temperature of the solution to 60 - - 65 °C, adding 5 — 6 μM of acrylamide and 6 L acetone solution, reflux 90 - 120 min, layered, take out the oil layer, potassium bromide solution for washing 5 — 7 times, be propylene isothiocyanate, desiccant dehydration, filtering, the filtrate is distilled under reduced pressure, collecting 80 — 86 °C fraction, obtained propylene thiocyanate; the resulting thiocyanate of propylene added to the 5 — 6 μM benzene acetamide, adding 2 L aqueous solution, raising the temperature of the solution to 50 — 60 °C, reaction 50 — 70 min, reduce the temperature of the solution to 10 — 15 °C, separating out crystal, filtering, washing toluene solution, butanone solution washing, dehydrating agent dehydration, to get finished propenyl thiourea. (by machine translation)

Microwave-assisted synthesis of alkyl thiocyanates

Bound, D. James,Bettadaiah,Srinivas

, p. 1138 - 1144 (2013/03/28)

Microwave irradiation accelerated the reaction of t-alkyl, allyl, and benzyl halides with Zn(SCN)2 to afford thiocyanates in excellent yields and high selectivity with the formation of isothiocyanates only in minor proportions. Because thiocyanates are stable intermediates to thiols, the method also affords facile access to corresponding thiols.

β-cyclodextrin immobilized onto dowex resin: A unique microvessel and heterogeneous catalyst in nucleophilic substitution reactions

Kiasat, Ali Reza,Zarinderakht, Nasrollah,Sayyahi, Soheil

experimental part, p. 699 - 702 (2012/05/05)

The catalytic activity of β-cyclodextrin immobilized on Dowex resin as an efficient solid-liquid phase transfer catalyst was developed for the synthesis of alkyl thiocyanates and phenacyl derivatives in water. The nucleophilic substitution reactions were performed under mild reaction condition and gave the products in excellent yields. Furthermore, the catalyst could be recycled by facile separation without any loss of activity.

Glucosinolate aglucones and analogues: Insecticidal properties and a QSAR

Peterson,Tsao,Coats

, p. 35 - 42 (2007/10/03)

Naturally occurring aglucones of three glucosinolates (sinigrin, glucotropaeolin, and epi-progoitrin) were tested for fumigation activity against the house fly, Musca domestica, and the lesser grain borer, Rhizopertha dominica. A total of eight natural aglucones were evaluated in the bioassays. Two aglucones of sinigrin showed efficacy against both species which was comparable with that of a commercial fumigant, chloropicrin. None of the aglucones tested was comparable in activity to dichlorvos. Aglucones of glucotropaeolin were also insecticidal, but not to the same level as the sinigrin aglucones. The aglucones of epi-progoitrin were only slightly effective as fumigants. A quantitative structureactivity relationship (QSAR) was developed for synthetic analogues of the sinigtin and glucotropaeolin aglucones. An electronic parameter, σ* provided the best predictor of activity in R. dominica, whereas a hydrophobicity parameter, π, best predicted activity in M. domestica.

Thermal Degradation of Allyl Isothiocyanate in Aqueous Solution

Chen, Chung-Wen,Ho, Chi-Tang

, p. 220 - 223 (2007/10/03)

Allyl isothiocyanate in an aqueous solution was heated and refluxed at 100 °C for 1 h. The reaction mixtures were then extracted with methylene chloride and analyzed using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The mixtures in aqueous phase were analyzed by high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS) equipped with an atmospheric-pressure chemical ionization (APCI) interface. The compounds identified in the methylene chloride extracts included diallyl sulfide, diallyl disulfide, diallyl trisulfide, diallyl tetrasulfide, allyl thiocyanate, 3H-1,2-dithiolene, 2-vinyl-4H-1,3-dithiin, 4H-1,2,3-trithiin, and 5-methyl-1,2,3,4-tetrathiane. N,N′-Diallylthiourea, which was the major degradation product in the aqueous phase from the thermal reaction of allyl isothiocyanate, was identified by using LC-MS (APCI+), direct-probe EI-MS, and 1H-NMR. The possible mechanism for the formation of these products was proposed.

Preparation of zirconium (benzyldiethylammoniomethylphosphonate chloride) and PTC reactions

Fu,Wen

, p. 2435 - 2442 (2007/10/02)

Zirconium (benzyldiethylammoniomethylphosphonate chloride)phosphate Zr(HPO4)2-x (O2PCH2N+Et2CH2ph·Cl-)x·H2O, (0.25 x 0.75, ZBEPC-ZP) were prepared for the first time and characterized by IR and elemental analyses. ZBEPC-ZP catalyzed some typical PTC reactions in L/S/L phases were carried out to give good results. ZBEPC-ZP can be easily separated from the reaction mixture and recovered about 70-100%, and can be reused and did not show any change in activity after 10 cycles.

COMPARISON OF UNSTIRRED, SONICATED AND STIRRED MIXTURES ON THE TWO-PHASE DISPLACEMENT OF HALIDE BY THIOCYANATE ION

Reeves, W. Preston,McClusky, John V.

, p. 1585 - 1588 (2007/10/02)

The two-phase catalytic reaction of alkyl halides with aqueous thiocyanate ion has been found to proceed readily in stirred, unstirred, and sonicated solutions.

THE INTRAMOLECULAR FORMATION OF EPITHIOALKANENITRILES FROM ALKENYLGLUCOSINOLATES BY CRAMBE ABYSSINICA SED FLOUR

Brocker, Erich R.,Benn, M. H.

, p. 770 - 772 (2007/10/02)

Enzymatic degradations of mixtures of potassium 3-butenylglucosinolate and allylglucosinolate by aqueous suspensions of Crambe abyssinica seed flour led to the formation of 4,5-epithiopentanenitrile and essentially unlabelled 3,4-epithiobutanenitrile.The formation of epithioalkanenitriles from alkenylglucosinolates is, therefore deduced to be an intramolecular process. -- Key Word Index - Crambe abyssinica; Cruciferae; allylglucosinolate; 3-butenylglucosinolate; 3,4-epithiobutanenitrile; 4,5-epithiopentanenitrile; sinigrin; episulphide; thiirane; biosynthesis.

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