2411-36-1

Basic information

• Product Name: TRI-N-HEPTYLAMINE
• Synonyms: 1-Heptanamine, N,N-diheptyl-;1-Heptanamine,N,N-diheptyl-;n,n-diheptyl-1-heptanamin;N,N-Diheptyl-1-heptanamine;TRI-N-HEPTYLAMINE;TRIHEPTYLAMINE;Triheptylamine [Reagent for Ion-Pair Chromatography];Tri-N-heptylamine ,97%
• CAS NO: 2411-36-1
• Molecular Formula: C₂₁H₄₅N
• Molecular Weight: 311.59
• EINECS: 219-316-7
• Mol File: 2411-36-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: -43.15°C (estimate)
• Boiling Point: 153 °C (1 mmHg)
• Flash Point: 132.1°C
• Appearance: Clear yellow/Liquid
• Density: 0.806 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: n20/D 1.446
• PKA: 10.46±0.50(Predicted)
• CAS DataBase Reference: TRI-N-HEPTYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRI-N-HEPTYLAMINE(2411-36-1)
• EPA Substance Registry System: TRI-N-HEPTYLAMINE(2411-36-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2735
• WGK Germany: 3
• F: 10-34
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2411-36-1(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

InChI:InChI=1/C21H45N/c1-4-7-10-13-16-19-22(20-17-14-11-8-5-2)21-18-15-12-9-6-3/h4-21H2,1-3H3

Synthetic route

1-Bromoheptane (629-04-9) → tri-n-heptylamine (2411-36-1)

Conditions	Yield
With 5-methyl-1,3,4-thiadiazol-2-amine; potassium hydroxide In ethanol; water at 25℃; for 1h;	90%

1-Heptylamine (111-68-2) → tri-n-heptylamine (2411-36-1)

Conditions	Yield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;	81%
Multi-step reaction with 2 steps 1: Co2Rh2/C / toluene / 18 h / 180 °C / 760.05 Torr / Autoclave; Inert atmosphere 2: Co2Rh2/C / toluene / 18 h / 180 °C / 760.05 Torr / Autoclave; Inert atmosphere View Scheme

diheptylamine (2470-68-0) → tri-n-heptylamine (2411-36-1)

Conditions	Yield
With Co2Rh2/C In toluene at 180℃; under 760.051 Torr; for 18h; Autoclave; Inert atmosphere;	80%

1-hexene (592-41-6) + carbon monoxide (201230-82-2) → tri-n-heptylamine (2411-36-1)

Conditions	Yield
With ammonium hydroxide; dodecacarbonyl-triangulo-triruthenium; C23H32N2O; hydrogen In tetrahydrofuran; toluene at 120℃; under 37503.8 Torr; for 20h; Autoclave; Inert atmosphere; regioselective reaction;	73%

Octanal (124-13-0) → tri-n-heptylamine (2411-36-1)

Conditions	Yield
With sodium cyanoborohydride; 1,1,1,3,3,3-hexamethyl-disilazane; ytterbium(III) triflate In tetrahydrofuran; acetonitrile at 20℃; for 72h; Inert atmosphere;	73%

1-heptanal oxime (629-31-2) + nickel → diheptylamine (2470-68-0) + 1-Heptylamine (111-68-2) + tri-n-heptylamine (2411-36-1)

Conditions	Yield
at 200 - 210℃; Hydrogenation;

1-heptanal oxime (629-31-2) → tri-n-heptylamine (2411-36-1) + n-heptylamine, di-n-heptylamine

Conditions	Yield
With nickel at 200 - 210℃; Hydrogenation;

octanol (111-87-5) + 1-Heptylamine (111-68-2) → tri-n-heptylamine (2411-36-1) + N-(n-heptyl)-1-octylamine (26627-77-0)

Conditions	Yield
at 160℃; for 4h; Inert atmosphere;	A n/a B 81 %Chromat.

tri-n-heptylamine (2411-36-1) + ethyl bromoacetate (105-36-2) → 2-(N,N,N-tri-n-heptylammonio)acetate

Conditions	Yield
Stage #1: tri-n-heptylamine; ethyl bromoacetate In ethyl acetate at 20℃; for 96h; Stage #2: With water In methanol	85%

tri-n-heptylamine (2411-36-1) + benzamidine monohydrochloride (1670-14-0) + benzaldehyde (100-52-7) → 5-pentyl-2,4-diphenylpyrimidine (106073-38-5)

Conditions	Yield
With di-tert-butyl peroxide; iodine In chlorobenzene at 150℃; for 8h;	65%
With di-tert-butyl peroxide; iodine In chlorobenzene at 150℃; for 8h; Sealed tube;	65%

tri-n-heptylamine (2411-36-1) → triheptyl-amine oxide (118981-85-4)

Conditions	Yield
With peracetic acid
With ozone

tri-n-heptylamine (2411-36-1) → N,N,N-triheptyl-hydrazinium; chloride (113510-10-4)

Conditions	Yield
With chloroamine

tri-n-heptylamine (2411-36-1) + allyl bromide (106-95-6) → Propyl-tri-n-heptylammoniumbromid (54519-11-8)

Conditions	Yield
(i), (ii) H2, Pd-CaCO3, MeOH; Multistep reaction;

tri-n-heptylamine (2411-36-1) + 3-iodopropyltrimethoxysilane (14867-28-8) → C27H60NO3Si(1+)*I(1-)

Conditions	Yield
In toluene at 120℃;

tri-n-heptylamine (2411-36-1) → N,N-diheptyl-hydroxylamine (100888-46-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: peroxyacetic acid View Scheme

tri-n-heptylamine (2411-36-1) + [4-(4-bromobutoxy)phenyl][4-(hexyloxy)phenyl]diazene → C43H74N3O2(1+)*Br(1-)

Conditions	Yield
In acetonitrile for 72h; Reflux; Inert atmosphere;	1.76 g

Upstream product

• 629-31-2 1-heptanal oxime 
• 111-87-5 octanol 
• 111-68-2 1-Heptylamine 
• 629-04-9 1-Bromoheptane 
• 2470-68-0 diheptylamine 
• 124-13-0 Octanal 
• 592-41-6 1-hexene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 106073-38-5 5-pentyl-2,4-diphenylpyrimidine 
• 113510-10-4 N,N,N-triheptyl-hydrazinium; chloride 

Relevant articles and documents

Conversion of Primary Amines to Symmetrical Secondary and Tertiary Amines using a Co-Rh Heterobimetallic Nanocatalyst

Symmetrical tertiary amines have been efficiently realized from amine and secondary amines via deaminated homocoupling with heterogeneous bimetallic Co2Rh2/C as catalyst (molar ratio Co:Rh=2:2). Unsymmetric secondary anilines were produced from the reaction of anilines with symmetric tertiary amines. The Co2Rh2/C catalyst exhibited very high catalytic activity towards a wide range of amines and could be conveniently recycled ten times without considerable leaching. (Figure presented.).

Yb(OTf)3-catalyzed one-pot three component synthesis for tertiary amines

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Palladium catalyzed N-alkylation of amines with alcohols

An iron oxide immobilized palladium catalyst was prepared for the N-alkylation of amines with alcohols under base and organic ligand free conditions. Applying the optimized reaction conditions, the coupling reactions of amines and alcohols with various structures could be realized with up to 99% isolated yields. The catalysts were studied by XRD, BET, and XPS and the mechanism was studied by DFT calculations.