3125-77-7

Basic information

• Product Name: 1 3-PHENYLENE DIISOTHIOCYANATE 97
• Synonyms: 1,3-diisothiocyanato-benzen;isothiocyanicacid,m-phenyleneester;1,3-Diisothiocyanatobenzene;1,3-Phenylenebisisothiocyanate;Benzene, 1,3-diisothiocyanato-;1 3-PHENYLENE DIISOTHIOCYANATE 97
• CAS NO: 3125-77-7
• Molecular Formula: C₈H₄N₂S₂
• Molecular Weight: 192.26076
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 3125-77-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 56 °C (dec.)(lit.)
• Boiling Point: 358.8°Cat760mmHg
• Flash Point: 180.8°C
• Appearance: /
• Density: 1.3675 (rough estimate)
• Vapor Pressure: 5.12E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: 2-8°C
• Water Solubility: 3.845mg/L(25 oC)
• CAS DataBase Reference: 1 3-PHENYLENE DIISOTHIOCYANATE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 1 3-PHENYLENE DIISOTHIOCYANATE 97(3125-77-7)
• EPA Substance Registry System: 1 3-PHENYLENE DIISOTHIOCYANATE 97(3125-77-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-42
• Safety Statements: 22-26-36/37
• RIDADR: UN 3335
• WGK Germany: 3
• RTECS: NX9160000
• Hazardous Substances Data: 3125-77-7(Hazardous Substances Data)

Usage

General Description

1,3-Phenylene diisothiocyanate 97 is a chemical compound that is commonly used as a reagent in organic synthesis. It is a diisothiocyanate compound with the chemical formula C8H4N2S2 and molecular weight of 188.25 g/mol. 1 3-PHENYLENE DIISOTHIOCYANATE 97 is typically used in the production of various organic and polymeric compounds, and it is known for its ability to form strong covalent bonds with nucleophilic functional groups. It is also used in the manufacturing of dyes, pigments, and pharmaceuticals. Additionally, it is important to handle this chemical with care as it can cause irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C8H4N2S2/c11-5-9-7-2-1-3-8(4-7)10-6-12/h1-4H

Upstream product

• 108-45-2 m-phenylenediamine 
• 102368-13-8 1,1'-Thiocarbonyldi-2(1H)-pyridone 
• 19972-68-0 N,N'-(1,3-Phenylene)bis(methyldithiocarbamate) 
• 123-61-5 1,3-Phenylene diisocyanate 
• 463-71-8 thiophosgene 
• 67-66-3 chloroform 
• 75-15-0 carbon disulfide 
• 541-69-5 m-phenylenediamine dihydrochloride 

Downstream Products

• 19364-40-0 N,N′-(1,3-phenylene)bis(hydrazinecarbothioamide) 
• 495418-25-2 C₂₆H₂₆N₄O₆S₂ 
• 1620480-66-1 1,3-bis([N-[2,2']-bipyridin-5-yl-methyl]-thioureido)benzene 
• 1158595-76-6 1,3-bis(2,5-dihydro-2,2-dimethyl-1,3,4-thiadiazol-5-ylideneamino)benzene 
• 92349-37-6 N,N'-bis-[1,2,3,4]thiatriazol-5-yl-benzene-1,3-diamine 
• 96955-14-5 1,3-Bis--benzol 
• 2591-01-7 1,3-phenylenebisthiourea 
• 626-17-5 benzene-1,3-dicarbonitrile 
• 16349-51-2 3,3,3',3'-tetraethyl-1,1'-m-phenylene-bis-thiourea 
• 20996-09-2 N,N'-m-phenylene-bis-thiocarbamic acid O,O'-diethyl ester 
• 711019-86-2 MRS-2578 
• 111102-49-9 N,N'-(1,3-phenylene)bis(4-methoxybenzothioamide) 

Relevant articles and documents

Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent

Thirty-three alkyl and aryl isothiocyanates, as well as isothiocyanate derivatives from esters of coded amino acids and from esters of unnatural amino acids (6-aminocaproic, 4-(aminomethyl)benzoic, and tranexamic acids), were synthesized with satisfactory or very good yields (25–97%). Synthesis was performed in a “one-pot”, two-step procedure, in the presence of organic base (Et3 N, DBU or NMM), and carbon disulfide via dithiocarbamates, with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO? ) as a desulfurization reagent. For the synthesis of aliphatic and aromatic isothiocyanates, reactions were carried out in a microwave reactor, and selected alkyl isothiocyanates were also synthesized in aqueous medium with high yields (72–96%). Isothiocyanate derivatives of L-and D-amino acid methyl esters were synthesized, under conditions without microwave radiation assistance, with low racemization (er 99 > 1), and their absolute configuration was confirmed by circular dichroism. Isothiocyanate derivatives of natural and unnatural amino acids were evaluated for antibacterial activity on E. coli and S. aureus bacterial strains, where the most active was ITC 9e.

Direct, Microwave-Assisted Synthesis of Isothiocyanates

A microwave-assisted desulfuration of readily available dithiocarbamates, formed in situ from primary amines, leading to target isothiocyanates has been developed. This efficient protocol provides a rapid, environmentally benign route to aliphatic and aromatic isothiocyanates.

A thiourea-functionalized metal-organic macrocycle for the catalysis of Michael additions and prominent size-selective effect

A discrete tetranuclear thiourea-based metal-organic macrocycle (MOM) with a large size was constructed by a well-designed organic ligand and nickel(ii) ions via self-assembly. Incorporating thiourea groups as hydrogen-bond donors into a metal-organic com