31886-58-5

Basic information

• Product Name: (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE
• Synonyms: (R)-(+)-N,N-DIMETHYLFERROCENYLETHYLAMINE;(R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE;(R)-(+)-[1-(DIMETHYLAMINO)ETHYL]FERROCENE;(R)-alpha-(N,N-Dimethylamino)ethylferrocene,;Ferrocene, (1R)-1-(dimethylamino)ethyl-;(R)-(+)-1-(DIMETHYLAMINO)ETHYLFERROCENE 98+%;[(1R)-1-(Dimethylamino)ethyl]ferrocene;R-N,N-Dimethyl-1-ferrocenylethylae
• CAS NO: 31886-58-5
• Molecular Formula: C₁₄H₁₉FeN
• Molecular Weight: 257.15
• EINECS: -0
• Product Categories: Classes of Metal Compounds;Fe (Iron) Compounds;Ferrocenes;Metallocenes;Transition Metal Compounds
• Mol File: 31886-58-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 120-121 °C0.7 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: dark brown/
• Density: 1.222 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.589(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(31886-58-5)
• EPA Substance Registry System: (R)-(+)-N,N-DIMETHYL-1-FERROCENYLETHYLAMINE(31886-58-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36-37
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 31886-58-5(Hazardous Substances Data)

Usage

Chemical Properties

Brown liquid

Uses

(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine is used as a reactant in the preparation of chiral N-phosphoryl y-aminoboronates.

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/t8-;;/m1../s1/rC14H17FeN/c1-11(16(2)3)13-9-6-10-14(13)15-12-7-4-5-8-12/h4-11H,1-3H3/t11-/m1/s1

Upstream product

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

Downstream Products

• 1271-51-8 vinyl ferrocene 
• 950982-69-1 1-(2-bis(3,5-xylyl)phosphinoferrocenyl)ethylbis(3,5-xylyl)phosphine 
• 178388-23-3 (R)-[1-(diphenylphosphanyl)ethyl]ferrocene 
• 173197-72-3 (C₅H₅)Fe(C₅H₃(CH(CH₃)N(CH₃)2)SeC₆H₂(CH(CH₃)2)3) 
• 173197-71-2 (C₅H₅)Fe(C₅H₃(CH(CH₃)N(CH₃)2)TeC₆H₅) 

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.