Octocrylene

Base Information

• Chemical Name: Octocrylene
• CAS No.: 6197-30-4
• Deprecated CAS: 149984-83-8,80135-31-5,194304-33-1,194304-33-1,80135-31-5
• Molecular Formula: C24H27NO2
• Molecular Weight: 361.484
• Hs Code.: 2926.90
• European Community (EC) Number: 228-250-8
• UNII: 5A68WGF6WM
• DSSTox Substance ID: DTXSID9025299
• Nikkaji Number: J8.358E
• Wikipedia: Octocrylene
• Wikidata: Q424805
• NCI Thesaurus Code: C84027
• RXCUI: 77674
• Metabolomics Workbench ID: 71527
• ChEMBL ID: CHEMBL1201147
• Mol file: 6197-30-4.mol

Synonyms:2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate;2-ethylhexyl 2-cyano-3,3-diphenylacrylate;octocrylene

Chemical Property of Octocrylene

Chemical Property:

• Appearance/Colour: Yellow viscous liquid
• Vapor Pressure: 2.56E-09mmHg at 25°C
• Melting Point: -10 °C
• Refractive Index: n20/D 1.567(lit.)
• Boiling Point: 478.5 °C at 760 mmHg
• Flash Point: 239.5 °C
• PSA: 50.09000
• Density: 1.055 g/cm³
• LogP: 5.77168
• Storage Temp.: 15-25°C
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 361.204179104
• Heavy Atom Count: 27
• Complexity: 510

Purity/Quality:

99%+ ^*data from raw suppliers

Octocrylene ^*data from reagent suppliers

Safty Information:

• Statements: 52
• Safety Statements: 29/56

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
• Uses: Octocrylene is an ingredient used in sunscreens for its ability to absorb UV rays, protecting the skin from sun damage. It is chemically related to cinnamates. It can be used to boost SPF and improve water resistance in a given formulation. Octocrylene is photostable and can improve the photostability of other sunscreens. It is expensive and can present difficulties in formulation.

Technology Process of Octocrylene

There total 5 articles about Octocrylene 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: 99.8%

2-Ethylhexyl alcohol (104-76-7) + etocrylene (5232-99-5) → octocrylene (6197-30-4,80135-31-5)

Guidance literature:

In sodium carbonate;

Reference yield: 76.3%

benzophenone (119-61-9) + 2'-ethylhexyl cyanoacetate (13361-34-7) → octocrylene (6197-30-4,80135-31-5)

Guidance literature:

With ammonium acetate; acetic acid; In water; at 85 - 90 ℃; for 16h; under 400 - 420 Torr; Reagent/catalyst;

Reference yield:

benzophenone (119-61-9) + 2'-ethylhexyl cyanoacetate (13361-34-7) → 2-cyano-3,3-diphenylacrylamide (731-48-6) + octocrylene (6197-30-4,80135-31-5)

Guidance literature:

With propionic acid; ammonium acetate; In n-heptane; at 95 - 110 ℃; for 6h; under 525.053 - 760.051 Torr; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

2-Ethylhexyl alcohol

etocrylene

benzophenone

2'-ethylhexyl cyanoacetate

Downstream raw materials:

2-cyano-3,3-diphenylacrylic acid

etocrylene

Refernces

• 1、 -. "Method to reduce substantivity of cloth staining caused by sunscreens". . . Retrieved 2015/11/24.
• 2、 -. "A composition for lightening skin and hair". . . Retrieved 2014/10/28.