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209465

4-Hexylresorcinol

Name: 4-Hexylresorcinol
Brand: ALDRICH

98%

Synonym(s):

Antascarin, Ascarinol, 4-Hexyl-1,3-dihydroxybenzene

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About This Item

Linear Formula:

CH₃(CH₂)₅C₆H₃-1,3-(OH)₂

CAS Number:

136-77-6

Molecular Weight:

194.27

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24852569

EC Number:

205-257-4

Beilstein/REAXYS Number:

2048312

MDL number:

MFCD00002284

Assay:

98%

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Properties

Quality Level

100

assay

98%

bp

333-335 °C (lit.)

mp

65-67 °C (lit.)

solubility

water: soluble 2000 part(lit.), acetone: soluble(lit.), alcohol: soluble(lit.), chloroform: soluble(lit.), diethyl ether: soluble(lit.), petroleum ether: slightly soluble(lit.), vegetable oils: soluble(lit.)

SMILES string

CCCCCCc1ccc(O)cc1O

InChI

1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

InChI key

WFJIVOKAWHGMBH-UHFFFAOYSA-N

Description

Application

4-Hexylresorcinol is used as the starting material to synthesize a potent immune suppressor, celastramycin A. It is a precursor to prepare resorcinol-sn-glycerol derivatives, that exhibit high affinity for cannabinoid type 1 receptor. It can also be incorporated as a linker while building catenanes.

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pictograms

GHS07,GHS09

signalword

Warning

hcodes

H302,H319,H411

pcodes

P264 - P270 - P273 - P280 - P301 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

388.4 °F

flash_point_c

198 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Aerosol deposition of hydroxyapatite and 4-hexylresorcinol coatings on titanium alloys for dental implants.

Seong-Gon Kim et al.

Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons, 69(11), e354-e363 (2011-08-09)

Aerosol deposition is a newly developed technique, and it can deliver the drug from a hydroxyapatite (HA)-coated surface. 4-Hexylresorcinol (4-HR) is a well-known antiseptic. The influence of the 4-HR component of HA coatings on titanium surfaces was studied in vitro

Resorcinol-sn-glycerol derivatives: novel 2-arachidonoylglycerol mimetics endowed with high affinity and selectivity for cannabinoid type 1 receptor.

Brizzi A, et al.

Journal of Medicinal Chemistry, 54(24), 8278-8288 (2011)

Browning prevention by ascorbic acid and 4-hexylresorcinol: different mechanisms of action on polyphenol oxidase in the presence and in the absence of substrates.

E Arias et al.

Journal of food science, 72(9), C464-C470 (2007-11-24)

We have investigated the mechanism of action of 4-hexylresorcinol (4-HR) and ascorbic acid (AA) on the polyphenol oxidase (PPO) catalyzed oxidation of phenolic substrates. Incubation of PPO with 4-HR diminishes strongly PPO activity. This effect can be erroneously interpreted, due

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