54132-76-2

Basic information

• Product Name: 3,5-DIMETHOXYPHENYL ISOCYANATE
• Synonyms: 3,5-DIMETHOXYPHENYL ISOCYANATE;3,5-Dimethoxyphenyl isocyanate, tech;1-isocyanato-3,5-dimethoxybenzene(SALTDATA: FREE);1,3-Dimethoxy-5-isocyanatobenzene;3,5-Dimethoxyphenyl isocyanate 98%
• CAS NO: 54132-76-2
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 54132-76-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 33-36 °C(lit.)
• Boiling Point: 279.5 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.1 g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,5-DIMETHOXYPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHOXYPHENYL ISOCYANATE(54132-76-2)
• EPA Substance Registry System: 3,5-DIMETHOXYPHENYL ISOCYANATE(54132-76-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 26-36
• RIDADR: UN 3335
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 54132-76-2(Hazardous Substances Data)

Usage

General Description

3,5-Dimethoxyphenyl isocyanate, also known as 1-isocyanato-3,5-dimethoxybenzene, is an aryl isocyanate.

InChI:InChI=1/C9H9NO3/c1-12-8-3-7(10-6-11)4-9(5-8)13-2/h3-5H,1-2H3

Upstream product

• 51707-38-1 3,5-dimethoxy-benzoic acid hydrazide 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 
• 67333-75-9 1-(3,5-dimethoxy-benzoyl)-1H-imidazole 
• 710311-79-8 N-hydroxy-3,5-dimethoxybenzamide 
• 2150-37-0 methyl 3,5-dimethoxybenzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 10272-07-8 3.5-dimethoxyaniline 
• 75-44-5 phosgene 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 17275-82-0 ethyl 3,5-dimethoxybenzoate 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 503-38-8 trichloromethyl chloroformate 
• 75996-26-8 azido(3,5-dimethoxyphenyl)methanone 

Downstream Products

• 1016261-68-9 3-(3,4,5-trimethoxyphenyl)prop-2-ynyl 3,5-dimethoxyphenylcarbamate 
• 1420471-39-1 allyl (3,5-dimethoxyphenyl)carbamate 
• 75996-27-9 NN'-di-(3,5-dimethoxyphenyl)urea 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 86353-60-8 (3,5-Dimethoxy-phenyl)-carbamic acid 1-methyl-1-(4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-ethyl ester 
• 177988-81-7 N-(3,5-dimethoxyphenyl)-2-oxo-2-phenylacetamide 

Relevant articles and documents

[3]rotaxanes composed of two dibenzo-24-crown-8 ether wheels and an azamacrocyclic complex

The azamacrocyclic complex was used as a platform for the construction of [3]rotaxanes containing two DB24C8 macrocycles per molecule. The complex unit incorporates two electron deficient π-bond systems and two N-H hydrogen bond donating groups which faci

Design and Synthesis of 4-Alkylidene-β-lactams: Benzyl- and Phenethyl-carbamates as Key Fragments to Switch on Antibacterial Activity

The emergence of multidrug-resistant bacterial strains is particularly important in chronic pathologies such as cystic fibrosis (CF), in which persistent colonization and selection of resistant strains is favored by the frequent and repeated use of antibacterial agents. Staphylococcus aureus is a common pathogen in CF patients that has an associated increased multidrug resistance. In previous studies we demonstrated that the presence of a 4-alkylidene side chain directly linked to a β-lactam appeared to strengthen the potency against S. aureus, especially against methicillin-resistant S. aureus (MRSA) strains. In the present study, 21 new 4-alkylidene-β-lactams were synthesized and evaluated for antibacterial activity. We designed the new compounds to have aryl, benzyl, or phenethyl-carbamate groups on the C3 hydroxyethyl side chain. We found a correlation between biological activity and the nitrogen substituent of the carbamate group, and two phenethyl-carbamate β-lactams were shown to be valuable antibacterial agents against selected linezolid-resistant strains, with a minimum inhibitory concentrations of 2–4 mg L?1.

N-methylimidazole-catalyzed synthesis of carbamates from hydroxamic acids via the lossen rearrangement

An efficient, one-pot, N-methylimidazole (NMI) accelerated synthesis of aromatic and aliphatic carbamates via the Lossen rearrangement is reported. NMI is a catalyst for the conversion of isocyanate intermediates to the carbamates. Moreover, the utility of arylsulfonyl chloride in combination with NMI minimizes the formation of often-observed hydroxamate-isocyanate dimers during the sequence. Under the present conditions, lowering of temperatures is also possible, enabling a mild protocol.