4426-82-8

Basic information

• Product Name: Benzene, (1-isothiocyanatopropyl)-
• CAS NO: 4426-82-8
• Molecular Formula: C10H11NS
• Molecular Weight: 177.27
• Mol File: 4426-82-8.mol

Chemical Properties

• CAS DataBase Reference: Benzene, (1-isothiocyanatopropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-isothiocyanatopropyl)-(4426-82-8)
• EPA Substance Registry System: Benzene, (1-isothiocyanatopropyl)-(4426-82-8)

Safety Data

• Hazardous Substances Data: 4426-82-8(Hazardous Substances Data)

Upstream product

• 93-54-9 1-Phenyl-1-propanol 
• 1147550-11-5 ammonium thiocyanate 
• 62559-30-2 1-phenylpropyl trimethylsilyl ether 
• 540-72-7 sodium thiocyanide 
• 3674-54-2 tetrabutylammonium thiocyanate 
• 321884-15-5 2-(1-phenyl-propoxy)-tetrahydro-pyran 
• 333-20-0 potassium thioacyanate 
• 2941-20-0 1-phenylpropylamine 
• 75-15-0 carbon disulfide 
• 463-71-8 thiophosgene 
• 63615-82-7 (2-iodo-1-isothiocyanato-propyl)-benzene 

Downstream Products

• 74548-50-8 1-(3-Hydroxy-propyl)-3-(1-phenyl-propyl)-thiourea 
• 131156-79-1 4-ethyl-4-phenylthiazolidine-2,5-dithione 
• 74787-82-9 1-(2-Methyl-allyl)-3-(1-phenyl-propyl)-thiourea 
• 62466-37-9 N-phenyl-N'-(1-phenyl-propyl)-thiourea 
• 74548-42-8 1-(2-Hydroxy-ethyl)-3-(1-phenyl-propyl)-thiourea 
• 74787-84-1 1-(2-Hydroxy-ethyl)-1-methyl-3-(1-phenyl-propyl)-thiourea 

Relevant articles and documents

Multiple binding modes of isothiocyanates that inhibit macrophage migration inhibitory factor

Macrophage migration inhibitory factor (MIF) is a pleiotropic cytokine that has roles in the innate immune response, and also contributes to inflammatory disease. While the biological properties of MIF are closely linked to protein-protein interactions, M

Chlorodiphenylphosphine as highly selective and efficient reagent for the conversion of alcohols, tetrahydropyranyl and silyl ethers to thiocyanates and isothiocyanates

(Equation present) A simple, highly selective and efficient method is described for the conversion of primary alcohols, tetrahydropyranyl and silyl ethers to thiocyanates by use of chlorodiphenylphosphine and ammonium thiocyanate. Secondary substrates produce both the two isomeric products, thiocyanate and isothiocyanate, while tertiary ones give isothiocyanates as the only products by this new method. In contrast to previously reported methods based on trivalent phosphorus for this transformation, the present method does not require an electrophile in the presence of trivalent phosphorus (ClPPh 2). The order of activity of these substrates is silyl ether> alcohol > tetrahydropyranyl ether. The present method not only interestingly distinguishes between primary, secondary and tertiary substrates but also converts them to the corresponding thiocyanates with excellent chemoselectivity in the presence of several other functional groups. 2014 Copyright Taylor & Francis Group, LLC.

Preparation of thiocyanates and isothiocyanates from alcohols, thiols, trimethylsilyl-, and tetrahydropyranyl ethers using triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone (DDQ)/n-Bu4NSCN system

A combination of triphenylphosphine (PPh3) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) provides a safe and easily available mixed reagent system for the conversion of 1° and 2° alcohols, thiols, trimethylsilyl-, and tetrahydropyranyl ethers to their corresponding thiocyanates and the 3° ones to isothiocyanates in good to high yields.

A new diphenylphosphinite ionic liquid (IL-OPPh2) as reagent and solvent for highly selective bromination, thiocyanation or isothiocyanation of alcohols and trimethylsilyl and tetrahydropyranyl ethers

A new diphenylphosphinite ionic liquid (IL-OPPh2) is introduced. This ionic liquid is used as both a reagent and a solvent to convert alcohols and trimethylsilyl and tetrahydropyranyl (THP) ethers into their corresponding alkyl bromides, thiocyanates or isothiocyanates in the presence of Br2 and SCN- at 80 °C. In this ionic liquid, bromination and thiocyanation of alcohols occurs highly selectively in the presence of trimethylsilyl and THP-ethers and also between different classes of alcohols. The use of this ionic liquid allows easy separation of the desired products from the phosphinate by-product.

Efficient conversion of tetrahydropyranyl (THP) ethers to their corresponding thiocyanates with in-situ-generated Ph3P(SCN) 2

Immediate and efficient one-pot conversion of tetrahydropyranyl (THP) ethers to their corresponding thiocyanates by in-situ-generated Ph 3P(SCN)2 is described. Primary and secondary alkyls and also benzylic THP ethers are converted to their corresponding thiocyanates in excellent yields at room temperature by this method. Copyright Taylor & Francis Inc.

Efficient conversion of silyl ethers to thiocyanates with Ph3P(SCN)2

A new and efficient method for the conversion of primary and secondary alkyl, aryl, allyl and benzyl silyl ethers to their corresponding thiocyanates by in-situ generation of Ph3P(SCN)2 is described. The reactions occur immediately at room temperature and provide high to excellent yields of thiocyantes.

Efficient one-pot thiocyanation of primary, secondary and tertiary alcohols by in situ generation of Ph3P(SCN)2. A modified procedure

The preparation of Ph3P(SCN)2 is modified by using a combination of Ph3P, NH4SCN and Br2 at room temperature for the efficient conversion of primary, secondary and tertiary alcohols to their corresponding thiocyanates in excellent yields.

Phosphine-Substituted Chelate Ligands, XXV. Diastereoselective Complexation of Chiral Phosphinothioformamides with Remote Asymmetric Centre

For further studies of the diastereoselective complex formation of ambidentate chiral chelating ligands, we prepared the racemic phosphinothioformamides, Ph2P(X)C(S)NHC*HR1R2, with X = 2e- (R1 = Ph, R2 = Et: 1a; R1 = Ph, R2 = iPr: 2a; R1 = Me, R2 = Et: 3a) and X = O (1b, 2b) according to a previously reported route.The coordination of 1a-3a to CpM(CO)3Cl (M = Mo, W) in methanol gives the diastereomeric P,S-chelate complexes, (Mo: 4-6, W :7-9).In solution, epimerisation proceeds to an equilibrium ratio of B/A = 1.5 in case of 4, 5, 7, and 8, but less than 1.1 with 6 and 9.A reduced diastereoselectivity (d.e. 10-20percent) is also observed during the formation of the analogous molybdenum complexes 10a-d with phosphine ligands derived from α-amino acid esters, Ph2PC(S)NHC*H(R)COOMe .The results indicate a significant asymmetric induction despite of the four bond distance of the chiral centres. - Diastereoselectivity, Chiral Phosphinothioformamides, Amino Acid Esters, Remote Asymmetric Centre, Cyclopentadienyl Molybdenum and Tungsten Complexes