20458-99-5

Basic information

• Product Name: 2,6-DIETHYLPHENYL ISOCYANATE
• Synonyms: 2,6-DIETHYLPHENYL ISOCYANATE;2,6-DIETHYLPHENYL ISOCYANATE, 98+%;1,3-diethyl-2-isocyanatobenzene
• CAS NO: 20458-99-5
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 20458-99-5.mol

Chemical Properties

• Boiling Point: 115 °C1 mm Hg(lit.)
• Flash Point: 220 °F
• Appearance: /
• Density: 1.014 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Sensitive: Moisture Sensitive
• BRN: 2641462
• CAS DataBase Reference: 2,6-DIETHYLPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIETHYLPHENYL ISOCYANATE(20458-99-5)
• EPA Substance Registry System: 2,6-DIETHYLPHENYL ISOCYANATE(20458-99-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 20458-99-5(Hazardous Substances Data)

Usage

Uses

Used in the Polyurethane Industry:
2,6-Diethylphenyl isocyanate is used as a key chemical intermediate for the synthesis of polyurethane materials, which are known for their versatility, durability, and resistance to various environmental factors. Its application in this industry is crucial for creating high-quality polyurethane foams and coatings that are widely used in furniture, automotive, construction, and other industries.
Used in Coating Production:
In the coating industry, 2,6-diethylphenyl isocyanate serves as a critical component in the formulation of various types of coatings. These coatings are valued for their protective properties, adherence, and resistance to wear and tear, making them suitable for use in automotive, marine, and industrial applications.
Safety Measures:
Given the potential health risks associated with 2,6-diethylphenyl isocyanate, it is essential to implement proper safety measures and handling procedures. This includes the use of personal protective equipment (PPE) such as gloves, goggles, and respirators, as well as ensuring proper ventilation in the workspace to minimize exposure to the chemical compound. Additionally, it is crucial to follow the guidelines and regulations set forth by relevant authorities to ensure the safe handling and disposal of 2,6-diethylphenyl isocyanate.

InChI:InChI=1/C11H13NO/c1-3-9-6-5-7-10(4-2)11(9)12-8-13/h5-7H,3-4H2,1-2H3

Upstream product

• 579-66-8 2,6-diethylaniline 
• 124-38-9 carbon dioxide 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 107676-65-3 1,3-bis(2,6-diethylphenyl)urea 
• 55832-01-4 1-(2',6'-diethylphenyl)-3-amidinourea 
• 65178-91-8 1-(2,6-diethylphenyl)-3-(N-methoxy-N'-methylamidino)urea hydrochloride 
• 6967-29-9 2-chloro-2',6'-diethylacetanilide 
• 1338792-11-2 3-(5-(3-(2,6-diethylphenyl)ureido)-1H-indazol-3-yl)benzenesulfonamide 
• 65009-19-0 N-(2,6-diethylphenyl)-N'-[(ethylamino)iminomethyl]urea 

Relevant articles and documents

With anti-tumor effect of a quinazoline-urea derivative and its application (by machine translation)

The present invention relates to a of the general formula (II) anti-tumor function of said quinazoline-urea derivative and its application. The definition of the substituent in the general formula (II) in the specification. This invention, in order to SUO draw non-Buddhist nun and Geftinat compounds as the precursor, retention of SUO draw non-Buddhist nun the pharmocology-carbamido; at the same time, such as in reserved [...] EGFR-TKIs Geftinat, synthesis, and obtain a series of quinazoline-urea derivatives, by the in vitro activity tests, some compounds exhibit excellent anti-tumor activity, such derivatives have high research and utility value. (II). (by machine translation)

Specific nonpeptide inhibitors of puromycin-sensitive aminopeptidase with a 2,4(1H,3H)-quinazolinedione skeleton.

Potent, specific, chemically stable and non-peptide/small-molecular inhibitors of puromycin-sensitive aminopeptidase, such as 3-(2,6-diethylphenyl)-2,4(1H,3H)-quinazolinedione (PAQ-22, 5), were prepared by the structural development of a potent PSA inhibitor, 2-(2,6-diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (PIQ-22, 4). The design was carried out partly by applying electrostatic potential field information obtained from PIQ-22 (4) and its derivatives based on thalidomide (2). This information revealed that a positive electrostatic potential field around the benzylic methylene in the tetrahydroisoquinoline ring is necessary for potent activity. Lineweaver-Burk plot analysis showed that PAQ-22 (5) and its derivatives inhibit puromycin-sensitive aminopeptidase (PSA) in a non-competitive manner. These potent and specific PSA inhibitors showed dose-dependent cell invasion-inhibitory activity in a Matrigel assay using mouse melanoma B16F10/L5 cells, in spite of their low cell toxicity.

Novel specific puromycin-sensitive aminopeptidase inhibitors: 3-(2,6-diethylphenyl)-2,4(1H, 3H)-quinazolinedione and N-(2,6-diethylphenyl)-2-amino-4H-3,1-benzoxazin-4-one

Novel specific PSA (puromycin-sensitive aminopeptidase) inhibitors, 3-(2,6-diethylphenyl)-2,4(1H, 3H)-quinazolinedione (3: PAQ-22) and N-(2,6-diethylphenyl)-2-amino-4H-3,1-benzoxazin-4-one (4: PAZOX-22), were designed and synthesized. These compounds are chemically much more stable than the known specific PSA inhibitor PIQ-22 (2), and the enzyme specificity and inhibitory activity to PSA are similar to those of 2. The inhibitory manner of these compounds was found to be a non-competitive mode by Lineweaver- Burk plot analysis.

Preparation of isocyanates from primary amines and carbon dioxide using Mitsunobu chemistry

Primary alkylamines 1 and hindered arylamines 1 give high yields of isocyanates 5 when reacted with carbon dioxide and the Mitsunobu zwitterions 4 generated from dialkyl azodicarboxylates and Bu3P in dichloromethane at - 78°C. Use of Ph3P still gave high yields of isocyanates from reactions of primary alkylamines, but only low yields were obtained from reactions of aromatic amines. Reactions which failed to give high yields of isocyanates gave either carbamoylhydrazines 6 and/or dicarbamoylhydrazines 10 and/or triazolinones 7. The triazolinones were shown to arise from reactions of reactive aryl isocyanates with the Mitsunobu zwitterion. The carbamoylhydrazines were shown not to arise from reaction of isocyanate with reduced dialkyl azodicarboxylates, and a mechanism for their formation is proposed. Single-crystal X-ray analyses confirmed the structures of 6, 7, and 10.

A Mitsunobu-based procedure for the preparation of alkyl and hindered aryl isocyanates from primary amines and carbon dioxide under mild conditions

A Mitsunobu-based procedure for the preparation of alkyl and hindered aryl isocyanates in excellent yields from primary amines and carbon dioxide under very mild conditions is described.

Pyrrolidylidene, piperidylidene and hexahydroazepinylidene ureas as CNS depressants

Compounds of the class of 1-aryl-3-pyrrolidylidene ureas, 1-aryl-3-piperidylidene ureas and 1-aryl-3-hexahydroazepinylidene ureas, useful as central nervous system (CNS) depressants.