Hexyl acrylate

Base Information

• Chemical Name: Hexyl acrylate
• CAS No.: 2499-95-8
• Molecular Formula: C9H16 O2
• Molecular Weight: 156.225
• Hs Code.: 29161290
• European Community (EC) Number: 219-698-5
• ICSC Number: 1288
• NSC Number: 11786
• UN Number: 3082
• UNII: X0670P452A
• DSSTox Substance ID: DTXSID5022194
• Nikkaji Number: J33.800A
• Wikidata: Q27293153
• ChEMBL ID: CHEMBL3561313
• Mol file: 2499-95-8.mol

Synonyms:hexyl acrylate

Chemical Property of Hexyl acrylate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.51mmHg at 25°C
• Melting Point: -45°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 88-90 °C24 mm Hg(lit.)
• Flash Point: 58.3°C
• PSA: 26.30000
• Density: 0.889g/cm³
• LogP: 2.29590
• Storage Temp.: 2-8°C
• Water Solubility.: 57.4mg/L at 20℃
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 156.115029749
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

Hexyl acrylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 36/37/38-43-51/53
• Safety Statements: 24-26-37-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCCCCCOC(=O)C=C
• 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 irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.

Technology Process of Hexyl acrylate

There total 13 articles about Hexyl acrylate 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: 91.0%

hexyl 2-propenyl ether (3295-94-1) → n-hexyl acrylate (2499-95-8,27103-47-5)

Guidance literature:

With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate; In decane; butyl butyrate; at 0 ℃; chemoselective reaction;

DOI:10.1016/j.tet.2011.10.112

Reference yield: 83.4%

acryloyl chloride (814-68-6,25189-84-8) + hexan-1-ol (111-27-3) → n-hexyl acrylate (2499-95-8,27103-47-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201504870

Reference yield: 74.0%

acrylic acid-6-iodohexyl ester (133122-99-3) → n-hexyl acrylate (2499-95-8,27103-47-5) + 1,11-dioxacycloisocosane (797-29-5) + oxecan-2-one (6008-27-1)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 3h; Yields of byproduct given; Ambient temperature; Irradiation;

DOI:10.1246/cl.1994.1789

upstream raw materials:

acrylic acid methyl ester

hexan-1-ol

acrylic acid

acryloyl chloride

Downstream raw materials:

1-(2-Hexyloxycarbonyl-ethyl)-4-(phenyl-propionyl-amino)-piperidine-4-carboxylic acid methyl ester

hexyl 3-benzamidopropanoate

di-n-hexyl 3,3'-[10,20-bis(3,5-di-tertbutylphenyl)porphyrinate(zinc)-5,15-diyl]dipropanoate

n-hexanol 3-(N-[4-ethoxycarbonylphenylamino])propionate

Refernces

• 1、 Wong, Kong Ching,Ng, Elvis,Wong, Wing-Tak,Chiu, Pauline. "Copper Hydride Catalyzed Reductive Claisen Rearrangements". supporting information. p. 3709 - 3712. Retrieved 2016/03/08.
• 2、 Sastraruji, Thanapat,Pyne, Stephen G.,Ung, Alison T.. "Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg(OAc)2". experimental part. p. 598 - 602. Retrieved 2012/01/05.