1611-57-0

Basic information

• Product Name: TERT-OCTYL ISOCYANATE
• Synonyms: TERT-OCTYL ISOCYANATE;1,1,3,3-TETRAMETHYLBUTYL ISOCYANATE;1,1,3,3-Tetramethylbutyl isocyanate~2,4,4-Trimethyl-2-pentyl isocyanate;2,4,4-trimethyl-2-pentyl isocyanate;2-isocyanato-2,4,4-trimethylpentane;1,1,3,3-Tetramethylbutyl isocyanate 98%
• CAS NO: 1611-57-0
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155.24
• EINECS: -0
• Mol File: 1611-57-0.mol

Chemical Properties

• Boiling Point: 170-172 °C(lit.)
• Flash Point: 118 °F
• Appearance: /
• Density: 0.859 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.426(lit.)
• Storage Temp.: 2-8°C
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: TERT-OCTYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-OCTYL ISOCYANATE(1611-57-0)
• EPA Substance Registry System: TERT-OCTYL ISOCYANATE(1611-57-0)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 16-23-26-36/37/39
• RIDADR: UN 3080 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 1611-57-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
TERT-OCTYL ISOCYANATE is used as a reagent for the synthesis of amides through the Grignard reaction. Its steric hindrance contributes to the selective formation of desired products in this reaction, making it a valuable component in organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TERT-OCTYL ISOCYANATE is used as a building block for the development of new drugs. Its unique chemical structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Polymer Industry:
TERT-OCTYL ISOCYANATE is used as a monomer in the production of polyurethanes and other polymers. Its steric hindrance can lead to the formation of polymers with specific properties, such as improved thermal stability or enhanced mechanical strength.
Used in Coatings and Adhesives:
In the coatings and adhesives industry, TERT-OCTYL ISOCYANATE is used as a component in the formulation of high-performance products. Its chemical properties can contribute to improved adhesion, durability, and resistance to environmental factors.
Used in Surface Treatments:
TERT-OCTYL ISOCYANATE is used in surface treatments to provide specific properties to materials, such as increased water resistance or improved scratch resistance. Its unique chemical structure allows for tailored surface modifications.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 4538, 1956 DOI: 10.1021/ja01599a008

Upstream product

• 2092-58-2 N,N'-bis(1,1,3,3-tetramethylbutyl)urea 
• 75-44-5 phosgene 
• 107-45-9 tert-Octylamine 
• 1837-62-3 ethyl N-1,1,3,3-tetramethylbutylcarbamate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 107-39-1 2,4,4-trimethyl-1-pentene 
• 24424-95-1 di-tert-butyl tricarbonate 
• 124-38-9 carbon dioxide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 103258-86-2 2,4-bis(1,1,3,3-tetramethylbutyl)-2H-1,5,2,4-dioxadiazine-3,6(4H)-dione 

Downstream Products

• 1579286-28-4 C₂₉H₃₈ClN₄O₄Pt⁽¹⁺⁾*NO₃^(1-) 
• 32322-84-2 2-chloro-N-(2,4,4-trimethylpentan-2-yl)acetamide 
• 1189554-25-3 1,3,5-tris(t-octylureidomethyl)-2,4,6-tris(benzyloxymethyl)-benzene 
• 675850-31-4 1-(3,5-Dichloro-4-hydroxy-phenyl)-3-(1,1,3,3-tetramethyl-butyl)-urea 
• 61088-76-4 3'-(1,1,3,3-tetramethylbutylcarbamoyloxy)-2-methylacrylanilide 
• 55508-56-0 methyl m-[3-(1,1,3,3-tetramethylbutyl)ureido]carbanilate 
• 6045-01-8 N-phenyl-N'-(1,1,3,3-tetramethyl-butyl)-urea 
• 101452-64-6 N-cyclohexyl-N'-(1,1,3,3-tetramethyl-butyl)-urea 
• 1402047-64-6 2,4,6-trimethyl-N-(2,4,4-trimethylpentan-2-yl)benzamide 
• 37801-41-5 (1,1,3,3-Tetramethyl-butyl)-carbamic acid 3-methylsulfanylcarbonylamino-phenyl ester 
• 87338-54-3 cyclohexyl-(1,1,3,3-tetramethyl-butyl)-carbodiimide 
• 100406-99-3 N-tert.-Octyl-N'-benzyl-dimethylammonium-hydroxid-carbodiimid 

Relevant articles and documents

COMPOUNDS, COMPOSITIONS, AND METHODS FOR THE TREATMENT OF CANCERS

The present teachings relate to compounds and compositions for treatment of cancers. In some embodiments, the composition comprises a platinum (IV) complex having at least one carboxylate or carbamate ligand.

A mild and convenient method for the preparation of multi-isocyanates starting from primary amines

A mild and convenient method for the synthesis and isolation of multiisocyanates, obtained from the reaction of the corresponding primary amines with di-tbutyltricarbonate (1) is described.

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.

Neue Methode zur Synthese von Isocyanaten unter milden Bedingungen

Keywords: Arendiyldiisocyanate; Di-tert-butyldicarbonat; 4-Dimethylaminopyridin; Isocyanate

Synthesis and Reactions of the First Examples of the 1,5,2,4-Dioxadiazine Ring System: 2,4-Dialkyl-2H-1,5,2,4-dioxadiazine-3,6(4H)-diones

The synthesis and selected reactions of 2,4-di-tert-butyl- and 2,4-bis(1,1,3,3-tetramethylbutyl)-2H-1,5,2,4-dioxadiazine-3,6(4H)-dione are described.Phosgenation of N-tert-alkylhydroxylamines gives the carbonate compounds 2 which upon further phosgenation afford the dioxadiazines 1.Acidified silica gel is required for their purification.The dioxadiazines decompose upon heating to give the corresponding nitroso compound and the isocyanate.The ring is rapidly cleaved by nucleophiles such as dimethylamine.