1202-71-7

Basic information

• Product Name: 1-Azacyclododecan-2-one
• Synonyms: 1-Azacyclododecan-2-one;Undecanolactam;Azacyclododecan-2-one;Azacyclododecan-2-on
• CAS NO: 1202-71-7
• Molecular Formula: C₁₁H₂₁NO
• Molecular Weight: 183.29
• Mol File: 1202-71-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 302.517 °C at 760 mmHg
• Flash Point: 178.798 °C
• Appearance: /
• Density: 0.892 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-Azacyclododecan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azacyclododecan-2-one(1202-71-7)
• EPA Substance Registry System: 1-Azacyclododecan-2-one(1202-71-7)

Safety Data

• Hazardous Substances Data: 1202-71-7(Hazardous Substances Data)

Usage

General Description

1-Azacyclododecan-2-one, also known as 1,12-Cyclododecanedione, is a heterocyclic compound with the molecular formula C?H??NO. It is a cyclic amide derivative of 1,12-dodecanediamine and is commonly used in organic synthesis. It is a white solid with a melting point of 98-100 °C and is soluble in water and organic solvents. 1-Azacyclododecan-2-one is a versatile chemical with a wide range of applications, including as a building block for the synthesis of biologically active compounds, pharmaceuticals, and agrochemicals. It is also utilized in the production of polymers and as a reagent in organic reactions. Additionally, it can be used as a complexing agent in metal ion coordination chemistry.

Upstream product

• 3189-61-5 cycloundecanone oxime 
• 878-13-7 cycloundecanone 
• 118162-53-1 11-Azido-undecanethioic acid S-phenyl ester 
• 112-80-1 cis-Octadecenoic acid 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 947-04-6 2-azacyclotridecanone 
• 512-35-6 benzenesulfonic anhydride 
• 946-89-4 cyclododecanone oxime 
• 118162-51-9 6-Azido-hexanethioic acid S-phenyl ester 
• 118162-45-1 11-azidoundecanoic acid 
• 79598-53-1 6-azidohexanoic acid 
• 88313-91-1 6-Amino-hexanethioic acid S-phenyl ester 
• 118162-54-2 11-Azido-undecanethioic acid S-pyridin-2-yl ester 
• 2432-99-7 11-aminoundecanoic acid 

Downstream Products

• 294-63-3 azacyclododecane 
• 1725-03-7 oxacyclododecan-2-one 
• 73141-78-3 1-benzylazacyclododecan-2-one 

Relevant articles and documents

A Deep Cavitand Templates Lactam Formation in Water

Cyclization reactions are common processes in organic chemistry and show familiar patterns of reaction rates vs ring size. While the details vary with the nature of bond being made and the number of unsaturated atoms, small rings typically form quickly despite angle strain, medium size rings form very slowly due to internal strains, and large rings form slowly (when they form at all) because fewer and less probable conformations bring the ends of the substrate together. High dilution is commonly used to slow the competing bi- and higher molecular processes. Here we apply cavitands to the formation of medium size lactams from ω-amino acids in aqueous (D2O) solution. The cavitands bind the amino acids in folded conformations that favor cyclization by bringing the ends closer together. Yields of a 12-membered lactam are improved 4.1-fold and 13-membered lactam 2.8-fold by the cavitand template. The results open possibilities for moving organic reactions into water even when the processes involve dehydration.

A novel synthetic route of fused tricyclic framework quinoline derivatives from readily available aliphatic amino carboxylic acid substrates

A novel and an efficient strategy of fused tricyclic quinoline heterocycle compounds from aliphatic amino carboxylic acid substrates was studied. The protocol here is proceed over main reaction processes including: cyclization, protection, amidine formation, further cyclization and finally coupling with boronic acid substrate through Suzuki reaction. These reactions afforded the corresponding products in high yields. Furthermore, all synthesized compounds were identified by spectral data.

RING CLOSING METATHESIS APPROACH TO PRODUCE PRECURSORS OF NYLON 11, 12, AND 13 FROM OLEIC ACID

Provided herein is a method of producing C11, C12, and C13 nylon precursors from oleic acid or esters of oleic acid, the method involving amide formation, ring-closing metathesis, and hydrogenation. Further provided are the products of the method described. Provided herein is a method for producing a lactam, the method comprising the steps of converting oleic acid or an ester of oleic acid into an amide having a general formula of H3C-(CH2)rCH=CH-(CH2)rCONR-(CH2)n-CH=CH2, wherein n is 1, 2, or 3, and R is either hydrogen or benzyl; subjecting the amide to a ring-closing metathesis reaction to produce an intermediate having a general formula of -(CH2)rCONR-(CH2) n-CH=CH2-, wherein n is 1, 2, or 3, R is either hydrogen or benzyl, and both ends are connected to each other; and hydrogenating the intermediate to produce a saturated lactam. In certain embodiments, the saturated lactam has a formula of -NH-(CH2) 10-CO-.