Hexylamine

Base Information

• Chemical Name: Hexylamine
• CAS No.: 111-26-2
• Deprecated CAS: 85404-23-5
• Molecular Formula: C6H15 N
• Molecular Weight: 101.192
• Hs Code.: 29211980
• European Community (EC) Number: 203-851-8
• ICSC Number: 1443
• NSC Number: 2590
• UN Number: 2734,2924
• UNII: CI4E002ZV8
• DSSTox Substance ID: DTXSID3021930
• Nikkaji Number: J45.009J
• Wikipedia: Hexylamine
• Wikidata: Q426238
• Metabolomics Workbench ID: 45428
• ChEMBL ID: CHEMBL1320720
• Mol file: 111-26-2.mol

Synonyms:hexylamine;hexylamine hydrobromide;hexylamine hydrochloride

Chemical Property of Hexylamine

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 9.12mmHg at 25°C
• Melting Point: −23 °C(lit.)
• Refractive Index: n20/D 1.418(lit.)
• Boiling Point: 131-132 °C(lit.)
• PKA: 10.56(at 25℃)
• Flash Point: 27 ºC
• PSA: 26.02000
• Density: 0.766
• LogP: 2.22570
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: 14g/l
• Water Solubility.: 14 g/L (20 ºC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 101.120449483
• Heavy Atom Count: 7
• Complexity: 27.4
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

98%, 99% ^*data from raw suppliers

Hexylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,F,Xi,N
• Statements: 10-21/22-35-20/21/22-51/53
• Safety Statements: 26-36/37/39-45-16-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCCCN
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Uses: n-Hexylamine is used in organic syntheses. 1-Hexylamine is used as corrosion inhibitors, emulsifiers and surfactants. It is used in dyes, rubber and pharmaceutical industries. It is also used to study the modification of alkanethlol monolayers in gas-phase surface reactions. It acts as an initiator in the ring opening polymerization of N-carboxyanhydride. Toxic by ingestion, inhalation, and skin absorption. Flammable, moderate fire risk.

Technology Process of Hexylamine

There total 152 articles about Hexylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

N-hexylphthalimide (20320-48-3) → hexan-1-amine (111-26-2) + phthalyl alcohol (612-14-6)

Guidance literature:

With C₂₅H₁₉BrMnN₂O₂P; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 130 ℃; for 48h; under 22502.3 Torr; Inert atmosphere; Glovebox; Autoclave; Green chemistry;

DOI:10.1039/d0gc00570c

Reference yield: 75.0%

hexanoic acid (142-62-1) → hexane (110-54-3) + hexan-1-amine (111-26-2) + dihexylamine (143-16-8) + Caproamide (628-02-4) + N-(n-hexyl)hexanamide (10264-29-6)

Guidance literature:

hexanoic acid; With cyclopentyl methyl ether; ammonia; at 200 ℃; under 4500.45 Torr; Sealed tube; Green chemistry;

With cyclopentyl methyl ether; ammonia; hydrogen; at 200 ℃; for 6.5h; under 42004.2 Torr; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc01441a

Reference yield: 56.0%

hexylmethylphenylborane (146303-94-8) → hexan-1-amine (111-26-2) + aniline (62-53-3)

Guidance literature:

With ammonium hydroxide; sodium hypochlorite; In diethyl ether; at 25 ℃; for 0.5h;

DOI:10.1016/0022-328X(92)80203-A

upstream raw materials:

1-hexyl-2-methyl-pyrrole

chromium(lll) acetate

hexanenitrile

octan-2-one oxime

Downstream raw materials:

1-hexyl-2,5-pyrrolidinedione

dichloro-acetic acid hexylamide

n-hexyl isothiocyanate

1-hexyl-1H-tetrazol-5-ylamine

Refernces

Reactions of Primary Amines with Organolithium Compounds

10.1021/jo00171a038

The purpose of this study is to explore the reaction pathways and products formed when primary amines react with organolithium compounds under mild conditions. The researchers used various primary amines, such as benzylamine, 1-hexanamine, and 1-phenylethanamine, along with organolithium reagents like n-butyllithium, tert-butyllithium, methyllithium, and phenyllithium. The study concluded that these reactions primarily involve three steps: mono- and dilithiation of the primary amine, elimination to form N-lithioimines, and addition of the organolithium compound to the lithioimine. The products include imines, α-substituted primary amines, and N-alkylimines.