31904-34-4

Basic information

• Product Name: (+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE
• Synonyms: ALPHA(N,N-DIMETHYLAMINO)ETHYLFERROCENE;1-(DIMETHYLAMINO)ETHYLFERROCENE;(+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE;alpha-(N,N-Dimethylamino)ethylferrocene,98%;(n)-n,n-dimethyl-1-ferrocenylethylamine;à-(n,n-dimethylamino)ethylferrocene;(alpha-dimethylamino)ethylferrocene;α-(N,N-Dimethylamino)ethylferrocene
• CAS NO: 31904-34-4
• Molecular Formula: C₁₄H₁₉FeN
• Molecular Weight: 257.15
• EINECS: 250-862-9
• Product Categories: metallocene
• Mol File: 31904-34-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 120-121°C 0,7mm
• Flash Point: >110°C
• Appearance: orange/liquid
• Density: 1,222 g/cm3
• Refractive Index: n20/D 1.587
• Water Solubility: Not miscible or difficult to mix in water.
• CAS DataBase Reference: (+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(31904-34-4)
• EPA Substance Registry System: (+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(31904-34-4)

Safety Data

• Hazard Codes: Xn
• Statements: 36/38-22
• Safety Statements: 26-36
• Hazardous Substances Data: 31904-34-4(Hazardous Substances Data)

Usage

General Description

(+/-)-N,N-Dimethyl-1-ferrocenylethylamine is a chemical compound with the molecular formula C15H18FeN. It is a ferrocene-based compound with a dimethylaminoethyl group attached to the ferrocenyl moiety. (+/-)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE is commonly used as a ligand in organometallic chemistry and catalysis, particularly in the synthesis of chiral metal complexes and asymmetric catalysis. Its unique structure and electronic properties make it useful in a variety of applications, including pharmaceuticals, materials science, and organic synthesis. It can also be used as a precursor for the synthesis of other ferrocene-based compounds with diverse applications.

InChI:InChI=1/C9H13N.C5H4.Fe/c1-8(10(2)3)9-6-4-5-7-9;1-2-4-5-3-1;/h4-6,8H,1-3H3;1-4H;/q2*-1;+2/rC14H17FeN/c1-11(16(2)3)13-9-6-10-14(13)15-12-7-4-5-8-12/h4-11H,1-3H3

Upstream product

• 124-40-3 dimethyl amine 
• 102-54-5 ferrocene 
• 123-63-7 paracetaldehyde 
• 75-07-0 acetaldehyde 
• 1277-49-2 1-ferrocenylethanol 
• 1085568-96-2 1-ferrocenylethylamine 
• 50-00-0 formaldehyd 
• 1271-55-2 acetylferrocene 
• 506-59-2 N,N-dimethylammonium chloride 
• 51-80-9 bis-(dimethylamino)methane 
• 16940-66-2 sodium tetrahydroborate 

Downstream Products

• 1271-51-8 vinyl ferrocene 
• 950982-69-1 1-(2-bis(3,5-xylyl)phosphinoferrocenyl)ethylbis(3,5-xylyl)phosphine 
• 1070984-66-5 rac-(1-(dimesitylphosphino)ethyl)ferrocene 
• 1095658-52-8 1-(dicyclohexylphosphino)-2-[1-(dimethylamino)ethyl]ferrocene 
• 1271-55-2 acetylferrocene 
• 263026-96-6 N,N-dimethyl-(1',2-bis(diphenylphosphino)ferrocenyl)-1-(methyl-1-methylamine) 

Relevant articles and documents

One-pot α-ferrocenylalkylation of amines and alcohols with α-ferrocenyl substituted alcohols under acid-free conditions

One-pot reaction of FcCH(R)OH with equimolar quantities of BunLi and EtOCOCl followed by an excess of amine produces N-(α-ferrocenylalkyl)amines in up to 98% yields. Nitrogen heteroaryl amines undergo the α-ferrocenylalkylation at the amino group. The α-ferrocenylalkylation of alcohols and phenols (R'OH) leads to a formation of ethers FcCH(R)OR′ in lower yields. The reactions proceed via an intermediate formation of α-ferrocenylalkyl carbonates FcCH(R)OCOOEt. The side reactions associated with this protocol are discussed.

Process for preparing (S)-1-ferrocene ethyl dimethylamine

The invention discloses a process for preparing (S)-1-ferrocene ethyl dimethylamine. In the preparation process, acetylferrocene is used as a raw material, and a complex obtained by reacting a metal Ir complex with a chiral ferrocene tridentate ligand L* is used as a catalyst, (S)-1-ferrocenyl ethanol is prepared by asymmetric catalytic hydrogenation, and the(S)-1-ferrocene ethyl dimethylamine isprepared by acetylation and dimethylamine substitution reaction. Compared with a traditional chiral separation method for preparing the (S)-1-ferrocene ethyl dimethylamine, the process has main beneficial effects of mild reaction conditions, simple operation, good stereoselectivity, high yield, short production cycle, small amount of three wastes , easy industrialization, and large implementationvalue and social and economic benefits.

FUNCTIONALIZED MAGNETIC NANOPARTICLE, A CATALYST, A METHOD FOR FORMING C-C BONDS

A functionalized magnetic nanoparticle including an organometallic sandwich compound and a magnetic metal oxide. The functionalized magnetic nanoparticle may be reacted with a metal precursor to form a catalyst for various C—C bond forming reactions. The catalyst may be recovered with ease by attracting the catalyst with a magnet.