2411-58-7

Basic information

• Product Name: UNDECYL ISOCYANATE
• Synonyms: N-UNDECYL ISOCYANATE;UNDECYL ISOCYANATE;1-Undecyl isocyanate;N-UNDECYL ISOCYANATE 98%;1-Undecylisocyanate,98%;1-isocyanatoundecane
• CAS NO: 2411-58-7
• Molecular Formula: C₁₂H₂₃NO
• Molecular Weight: 197.32
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2411-58-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 103 °C3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.868 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.102mmHg at 25°C
• Refractive Index: n20/D 1.44(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: UNDECYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: UNDECYL ISOCYANATE(2411-58-7)
• EPA Substance Registry System: UNDECYL ISOCYANATE(2411-58-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36
• RIDADR: UN 2206 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2411-58-7(Hazardous Substances Data)

Usage

Uses

Undecyl isocyanate may be used in the synthesis of poly(n-undecyl isocyanate) (PUDIC) and starch-N-undecyl carbamate.

General Description

Undecyl isocyanate (n-undecylisocyanate) is an alkyl isocyanate that can be synthesized by reacting lauroyl chloride with sodium azide.

InChI:InChI=1/C12H23NO/c1-2-3-4-5-6-7-8-9-10-11-13-12-14/h2-11H2,1H3

Upstream product

• 10335-68-9 dodecanehydroxamic acid 

Downstream Products

• 1219818-68-4 4-chloro-2-(3-chlorophenylcarbamoyl)phenyl undecylcarbamate 
• 1219818-77-5 4-chloro-2-(3,4-dichlorophenylcarbamoyl)phenyl undecylcarbamate 
• 1374694-41-3 5-hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl n-undecylcarbamate 
• 1219818-86-6 4-chloro-2-(4-chlorophenylcarbamoyl)phenyl undecylcarbamate 
• 420107-87-5 N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranozyl)hydroxymethyl]aminomethane 
• 420107-84-2 N-(benzyloxycarbonyl)-N'-undecylcarbamoyloxymethylbis(hydroxymethyl)aminomethane 
• 870633-96-8 rac-3-{[3-(tritylsulfanyl)propanoyl]amino}propane-1,2-diyl bis(undecylcarbamate) 
• 420107-81-9 5-N-(benzyloxycarbonyl)amino-5-N'-undecylcarbamoyloxymethyl-2,2-dimethyl-1,3-dioxane 
• 7307-55-3 1-undecylamine 
• 102020-67-7 N-Undecyl-N'-(4-chlor-benzyloxy)-harnstoff 

Relevant articles and documents

The mechanism of dephosphorylation of bis(2,4-dinitrophenyl) phosphate in mixed micelles of cationic surfactants and lauryl hydroxamic acid

(Figure Presented) Mixed micelles of cetyltrimethylammonium bromide (CTABr) or dodecyltrimethylammonium bromide (DTABr) and the α-nucleophile, lauryl hydroxamic acid (LHA) accelerate dephosphorylation of bis(2,4-dinitrophenyl) phosphate (BDNPP) over the pH range 4-10. With a 0.1 mole fraction of LHA in DTABr or CTABr, dephosphorylation of BDNPP is approximately 104-fold faster than its spontaneous hydrolysis, and monoanionic LHA- is the reactive species. The results are consistent with a mechanism involving concurrent nucleophilic attack by hydroxamate ion (i) on the aromatic carbon, giving an intermediate that decomposes to undecylamine and 2,4-dinitrophenol, and (ii) at phosphorus, giving an unstable intermediate that undergoes a Lossen rearrangement yielding a series of derivatives including N,N-dialkylurea, undecylamine, undecyl isocyanate, and carbamyl hydroxamate.