Orcinol
- CAS No.
- 504-15-4
- Chemical Name:
- Orcinol
- Synonyms
- 3,5-DIHYDROXYTOLUENE;5-METHYLRESORCINOL;Methylresorcinol;5-Methyl-benzene-1,3-diol;1,3-DIHYDROXY-5-METHYLBENZENE;Orcil;Orcin;ORCINOL;Crinoline;AKOS 92132
- CBNumber:
- CB1682973
- Molecular Formula:
- C7H8O2
- Molecular Weight:
- 124.14
- MDL Number:
- MFCD00002291
- MOL File:
- 504-15-4.mol
- MSDS File:
- SDS
| Melting point | 106-112 °C(lit.) |
|---|---|
| Boiling point | 290 °C |
| Density | 1.2900 |
| refractive index | 1.4922 (estimate) |
| Flash point | 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 |
| Sensitive | Air Sensitive |
| Merck | 14,6864 |
| BRN | 1071903 |
| Stability | Hygroscopic |
| InChIKey | OIPPWFOQEKKFEE-UHFFFAOYSA-N |
| LogP | 1.221 (est) |
| CAS DataBase Reference | 504-15-4(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 534PMB3438 |
| NIST Chemistry Reference | 3,5-Dihydroxytoluene(504-15-4) |
| EPA Substance Registry System | 1,3-Benzenediol, 5-methyl- (504-15-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| 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 | Yes | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29072900 | |||||||||
| Toxicity | LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 5000 mg/kg | |||||||||
| NFPA 704 |
|
Orcinol price More Price(49)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.20933 | 3,5-Dihydroxytoluene for synthesis | 504-15-4 | 2g | $29.9 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.20933 | 3,5-Dihydroxytoluene for synthesis | 504-15-4 | 5G | $44.4 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.20933 | 3,5-Dihydroxytoluene for synthesis | 504-15-4 | 25g | $140 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.20933 | 3,5-Dihydroxytoluene for synthesis | 504-15-4 | 100g | $319 | 2024-03-01 | Buy |
| Sigma-Aldrich | 447420 | Orcinol 97% | 504-15-4 | 5g | $51.6 | 2024-03-01 | Buy |
Orcinol Chemical Properties,Uses,Production
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 by subcutaneous and intravenous routes. Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. When heated to decomposition it emits 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zhengzhou Anbu Chem Co.,Ltd | +86-0371-88006763; +8615988602810 | sales@anbuchem.com | China | 3000 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7377 | 58 |
| Xiamen Work-For-World Medicine Co.,Ltd. | +undefined15921822462 | keqingyong@wfwmed.com | China | 191 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Bojing Chemical Co.,Ltd. | +86-86-02137122233 +8613795318958 | bj1@bj-chem.com | China | 298 | 55 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3424 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | alice@crovellbio.com | China | 8822 | 58 |
View Lastest Price from Orcinol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-03-27 | Orcinol
504-15-4
|
US $1.00-1.00 / kg | 1kg | 99%HPLC | kg | Xiamen Work-For-World Medicine Co.,Ltd. | |
 |
2023-12-24 | Orcinol
504-15-4
|
US $100.00-1.00 / KG | 1KG | 99% | g-kg-tons, free sample is available | Henan Fengda Chemical Co., Ltd | |
 |
2023-06-14 | Orcinol
504-15-4
|
US $0.00 / KG | 0.1KG | 99% | 1000KGS | Zhengzhou Anbu Chem Co.,Ltd |