3125-64-2

Basic information

• Product Name: 3-METHOXYPHENYL ISOTHIOCYANATE
• Synonyms: M-METHOXYPHENYL ISOTHIOCYANATE;3-METHOXYPHENYL ISOTHIOCYANATE;AKOS B016339;1-ISOTHIOCYANATO-3-METHOXY-BENZENE;m-Anisyl isothiocyanate;3-Methoxyphenyl isothiocyanate,98%;3-Methoxyphenylisothiocyanate , 97+%;1-Isothiocyanato-3-methoxybenzene, 3-Isothiocyanatoanisole
• CAS NO: 3125-64-2
• Molecular Formula: C₈H₇NOS
• Molecular Weight: 165.21
• EINECS: 200-528-9
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates
• Mol File: 3125-64-2.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 129 °C11 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow liquid
• Density: 1.179 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.64(lit.)
• Water Solubility: 44.61mg/L(25 oC)
• Sensitive: Moisture Sensitive
• BRN: 775987
• CAS DataBase Reference: 3-METHOXYPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYPHENYL ISOTHIOCYANATE(3125-64-2)
• EPA Substance Registry System: 3-METHOXYPHENYL ISOTHIOCYANATE(3125-64-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3125-64-2(Hazardous Substances Data)

Usage

Description

3-Methoxyphenyl isothiocyanate, also known as m-methoxyphenyl isothiocyanate, is an isothiocyanate derivative characterized by its clear yellow liquid appearance. It is a chemical compound that holds potential in various synthetic applications due to its reactive nature and functional groups.

Uses

Used in Pharmaceutical Synthesis:
3-Methoxyphenyl isothiocyanate is used as a key intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its reactivity allows for the formation of diverse chemical structures that can be tailored for specific medicinal purposes.
Used in Organic Chemistry:
In the field of organic chemistry, 3-Methoxyphenyl isothiocyanate serves as a versatile building block for the creation of complex organic molecules. Its isothiocyanate group can react with a range of nucleophiles, making it a valuable component in organic synthesis.
Used in the Synthesis of Specific Compounds:
3-Methoxyphenyl isothiocyanate is specifically utilized in the synthesis of the following compounds:
2-[(3-methoxyphenyl)amino]naphtho[2,1-b]furo-5H-[3,2-d][1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one: This complex molecule may have potential applications in medicinal chemistry or as a research tool.
N-2 pyridyl-N′-3-methoxyphenylthioureas: These compounds can be used in the development of new pharmaceutical agents or as intermediates in organic synthesis.
Acylthiosemicarbazides: These compounds are synthesized using 3-methoxyphenyl isothiocyanate and can be further modified for various applications in chemistry and medicine.
Overall, 3-Methoxyphenyl isothiocyanate is a valuable chemical with a wide range of applications in pharmaceutical synthesis, organic chemistry, and the creation of specific compounds for research and development purposes.

InChI:InChI=1/C8H7NOS/c1-10-8-4-2-3-7(5-8)9-6-11/h2-5H,1H3

Upstream product

• 463-71-8 thiophosgene 
• 27191-09-9 m-anisidine hydrochloride 
• 279241-90-6 o-phenyl (3-methoxyphenyl)carbamothioate 
• 536-90-3 m-Anisidine 
• 1005-56-7 phenylcarbonochloridothioate 
• 75-15-0 carbon disulfide 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 27153-17-9 3-Methoxy-formanilid 

Downstream Products

• 19384-06-6 N¹-ethyl-N²-(3-methoxyphenyl)thiourea 
• 53300-51-9 diethyl (3-methoxyphenyl)thiocarbamoylmalonate 
• 147645-07-6 1-(3-Methoxy-phenyl)-3-{4'-[3-(3-methoxy-phenyl)-thioureido]-3,3'-dimethyl-biphenyl-4-yl}-thiourea 
• 123100-33-4 C₂₄H₂₂N₆OS₂ 
• 123100-14-1 C₂₃H₁₉ClN₆OS₂ 
• 123100-23-2 C₂₃H₁₉ClN₆OS₂ 
• 84919-09-5 5-m-methoxyphenyl-1,1-methylphenyl-2-S-benzyliso-4-thiobiuret 
• 129927-04-4 C₁₈H₁₇N₅O₂S 
• 88089-81-0 C₂₄H₂₄N₄O₂S₂ 
• 109071-94-5 8-benzylideneamino-7-(m-anisidino)-3-methyl<1,2,4>triazolo<5,1-c><1,2,4>triazin-4(8H)-one 
• 127142-07-8 C₁₆H₁₈N₆OS₂ 
• 96853-00-8 3-acetyl-1-(3-methoxyphenyl)-6-methyl-4-phenyl-2(1H)-pyridinethione 
• 96853-07-5 3-benzoyl-1-(3-methoxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-2(1H)-pyridinethione 
• 96853-10-0 3-(4-chlorobenzoyl)-6-(4-chlorophenyl)-1-(3-methoxyphenyl)-4-phenyl-2(1H)-pyridinethione 

Relevant articles and documents

Microwave mediated synthesis of 2-aminooxazoles

A microwave mediated synthesis of 2-aminooxazoles at 150 °C was developed, providing products with a variety of functional groups. The reaction takes 5 min and provides product with a simple precipitation at moderate to good yields without the need for recrystallization or flash chromatography.

A catalyst-free method for the synthesis of 1,4,2-dithiazoles from isothiocyanates and hydroxylamine triflic acid salts

A catalyst-free method for the preparation of 1,4,2-dithiazoles is developed by reactions of isothiocyanates with hydroxylamine triflic acid salts. This reaction achieves C-S, C-N, and S-N bond formation, and a range of products are obtained in moderate to good yields. The obvious feature is using shelf-stable hydroxylamine triflic acid salts as a N source to synthesize heterocycles under mild conditions.

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.