Orcinol CAS 504-15-4
Introduction：Basic information about Orcinol CAS 504-15-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Orcinol Basic information
| Product Name: | Orcinol |
| Synonyms: | 1,3-DIHYDROXY-5-METHYLBENZENE;1,3-Benzenediol, 5-methyl-;3,5-Dihydroxytoluene,monohydra;3,5-Orcinol;3,5-Toluenediol;3-Benzenediol,5-methyl-1;3-Hydroxy-5-methylphenol;5-methyl-3-benzenediol |
| CAS: | 504-15-4 |
| MF: | C7H8O2 |
| MW: | 124.14 |
| EINECS: | 207-984-2 |
| Product Categories: | Aromatic Phenols;Alcohols and Derivatives;Pyridines ,Halogenated Heterocycles;bc0001 |
| Mol File: | 504-15-4.mol |
Orcinol Chemical Properties
| Melting point | 106-112 °C(lit.) |
| Boiling point | 290 °C |
| density | 1.2900 |
| refractive index | 1.4922 (estimate) |
| Fp | 159 °C |
| storage temp. | Store at <= 20°C. |
| solubility | 80g/l |
| form | Crystalline Powder or Crystals |
| pka | 9.56±0.10(Predicted) |
| color | Pink-gray to pink-brown |
| Water Solubility | 80g/L |
| Sensitive | Air Sensitive |
| Merck | 14,6864 |
| BRN | 1071903 |
| Stability: | Hygroscopic |
| InChI | 1S/C7H8O2/c1-5-2-6(8)4-7(9)3-5/h2-4,8-9H,1H3 |
| InChIKey | OIPPWFOQEKKFEE-UHFFFAOYSA-N |
| SMILES | Cc1cc(O)cc(O)c1 |
| LogP | 1.221 (est) |
| CAS DataBase Reference | 504-15-4(CAS DataBase Reference) |
| NIST Chemistry Reference | 3,5-Dihydroxytoluene(504-15-4) |
| EPA Substance Registry System | 1,3-Benzenediol, 5-methyl- (504-15-4) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38-41-37/38-20/21/22 |
| Safety Statements | 22-26-36-37/39 |
| RIDADR | 2811 |
| WGK Germany | 3 |
| RTECS | VH2100000 |
| TSCA | TSCA listed |
| PackingGroup | III |
| HS Code | 29072900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Chemical Properties | pink-grey to pink-brown powder or crystals. |
| Uses | Orcinol can be used to synthesize: Orcinol-containing azacryptands for use in optical amplifiers and light-emitting devices. Ternary co-crystal with 4,4′-bipyridine. Low-density carbon aerogels in the presence of formaldehyde. PEG-orcinol coumarins with potent tyrosinase inhibitory activity. |
| Application | Orcinol is found in many lichen species and It is used as an analytical reagent for pentoses, lignin, beet sugar, saccharoses, arabinose, and diastase. The orcinol assay was used for the direct assay of the number of glycolipids presents in the sample. The orcinol reagent was prepared by adding concentrated sulphuric acid, H2SO4 (98% w/w) and 0.19% orcinol (3,5-dihydroxytoluene) to distilled water. |
| Definition | ChEBI: Orcinol is a 5-alkylresorcinol in which the alkyl group is specified as methyl. It has a role as an Aspergillus metabolite. It is a 5-alkylresorcinol and a dihydroxytoluene. |
| Preparation | Orcinol has been isolated from numerous lichen fungi (Robiquet, 1829) and can be synthesized by decarboxylation of orsellinic acid in Umbilicaria papulosa and Gliocladium roseum (Pettersson, 1965; Mosbach and Ehrensvard, 1966). Orcinol was first prepared by dehydroacetic acid, a conversion that involved ring-opening of the pyrone to a triketone. This early experiment helped establish the rich condensation chemistry of polyketides. It can be obtained by fusing extract of aloes with potash, followed by acidification. US3865884A: Preparation of orcinol |
| Biological Activity | Orcinol is a compound obtained from DHA which can mimic the biogenetic synthesis of phenolic compounds. Orcinol is a polyketide synthase-derived phenol that has been found in F. graminearum and has diverse biological activities. It scavenges DPPH radicals (IC50 = 2.93 mM). Orcinol (2.5 and 5 mg/kg) increases the number of entries into and percentage of time spent in the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity. It has also been used in the colorimetric detection of carbohydrates. |
| Safety Profile | Poison bysubcutaneous and intravenous routes.Moderately toxic by ingestion andintraperitoneal routes. Mildly toxic by skincontact. When heated to decomposition itemits acrid smoke and irritating fumes. |
| target | ERK | BDNF |
| Purification Methods | Crystallise orcinol from CHCl3/*benzene (2:3). See hydrate in previous entry. [Beilstein 6 H 882, 6 IV 5892.] |
Orcinol Preparation Products And Raw materials
| Raw materials | 2,4-DIHYDROXY-6-METHYLBENZOIC ACID-->Dehydroacetic acid |
| Preparation Products | 3,5-Dimethoxytoluene-->2-(2-Oxopropyl)-7-hydroxy-5-methyl-4H-1-benzopyran-4-one-->5-METHYLPYROGALLOL-->2 4-DIHYDROXY-6-METHYLBENZALDEHYDE-->2,6-DIHYDROXY-4-METHYLBENZALDEHYDE |
