Diethylamino hydroxybenzoyl hexyl benzoate
Chemical compound
From Wikipedia, the free encyclopedia
Diethylamino hydroxybenzoyl hexyl benzoate (INCI) is an organic compound used in sunscreens to absorb UVA radiation. It is marketed as Parsol DHHB by DSM and as Uvinul A Plus by BASF. DHHB has an absorption maximum of 354 nm.[1][2] DHHB has excellent photostability and compatibility with other UV absorbers and other cosmetic ingredients.[3]
| Names | |
|---|---|
| Preferred IUPAC name
Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate | |
| Other names
Uvinul A Plus | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.103.916 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C24H31NO4 | |
| Molar mass | 397.515 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The European Commission Scientific Committee on Consumer Safety (SCCS) has expressed concerns about di-n-hexyl phthalate contamination from manufacture and recommended a maximum safe level of 260 parts per million in DHHB for suncreams. They further recommended that a trace level below 1 ppm should be the target for manufacturers as the contamination is avoidable.[4] Although DHHB is a safe sunscreen ingredient, di-n-hexyl phtalate has been on the European Chemicals Agency list of Substances of Very High Concern since 2013.[5]
Synthesis
DHHB is produced by a reaction between 3-hydroxy-N,N-diethylaniline and phthalic anhydride, followed by esterification with 1-hexanol.
