ChemicalBook > CAS DataBase List > Orcinol

Orcinol

Product Name
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
Formula Weight
124.14
MOL File
504-15-4.mol
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Orcinol Property

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
pka
9.56±0.10(Predicted)
form 
Crystalline Powder or Crystals
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)
NIST Chemistry Reference
3,5-Dihydroxytoluene(504-15-4)
EPA Substance Registry System
1,3-Benzenediol, 5-methyl- (504-15-4)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.20933
Product name
3,5-Dihydroxytoluene
Purity
for synthesis
Packaging
2g
Price
$29.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20933
Product name
3,5-Dihydroxytoluene
Purity
for synthesis
Packaging
5G
Price
$44.4
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20933
Product name
3,5-Dihydroxytoluene
Purity
for synthesis
Packaging
25g
Price
$140
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20933
Product name
3,5-Dihydroxytoluene
Purity
for synthesis
Packaging
100g
Price
$319
Updated
2024/03/01
Sigma-Aldrich
Product number
447420
Product name
Orcinol
Purity
97%
Packaging
5g
Price
$51.6
Updated
2024/03/01
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Orcinol Chemical Properties,Usage,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

Raw materials

Preparation Products

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View Lastest Price from Orcinol manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Orcinol 504-15-4
Price
US $1.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
10 mt
Release date
2024-10-31
Zhengzhou Anbu Chem Co.,Ltd
Product
Orcinol 504-15-4
Price
US $0.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
1000KGS
Release date
2023-06-13
Zhengzhou Anbu Chem Co.,Ltd
Product
Orcinol 504-15-4
Price
US $0.00/KG
Min. Order
0.1KG
Purity
98%
Supply Ability
1000KGS
Release date
2023-04-14

504-15-4, OrcinolRelated Search:


  • 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
  • 5-Methylresorcin
  • 5-methylresorcinol, (1,3-Dihydroxy-5-methylbenzene)
  • Orcil
  • 3,4-Dihydroxytoluene(Anhydrous)
  • Orcinol, 98% 25GR
  • Orcinol, 98% 5GR
  • 1,3-Dihydroxy-5-methylbenzene 3,5-Dihydroxytoluene Orcinol
  • 2,6-DIMETHYLRESORCINOL
  • Orcinol SynonyMs: 5-Methylresorcinol (1,3-Dihydroxy-5-Methylbenzene)
  • 3,5-Dihydroxytoluene Anhydrous
  • 3,5- twohydroxy toluene
  • 3,5-Dihydroxytoluene for synthesis
  • ORCINOL
  • TIMTEC-BB SBB006928
  • 5-METHYLRESORCINOL
  • 5-METHYL-1,3-BENZENEDIOL
  • 5-methyl-resorcino
  • Methylresorcinol
  • Orcin
  • orcinol,5-methylresorcinol
  • Resorcinol, 5-methyl-
  • 1,5-Dihydroxy-3-methylbenzene
  • 3,5-dihyroxytoluene
  • 5-Methyl-benzene-1,3-diol
  • MethylresorcinolAnhydrous,5-
  • 3,5-Dihydroxytoluene,99%
  • 3,5-DIHYDROXYTOLUENE
  • AKOS 92132
  • 5-Methylresorcinolanhydrous
  • 3,5-DIHYDROXYTOLUENE / 5-METHYLRESORCINOL / ORCINOL
  • 5-methylresorcinol , (1,2-Dihydroxy-5-methylbenzene)
  • Orcinol,98%
  • 5-METHYLTESONCINOL
  • 3.5-DIHYDROXYBENZOICACID
  • 5-METHYLRESORINOL
  • 3,5-dihydroxytolune ( Orcinol )
  • D**3,5-Dihydroxytoluene
  • Orcinol(1,3-Dihydroxy-5-methylbenzene,1,5-Dihydroxy-3-methylbenzene,3,5-Dihydroxytoluene,3-Hydroxy-5-methylp...)
  • 5-MethylresorcinolAnhydrous&gt
  • 3,5-ToluenediolOrcin
  • Orcinol ISO 9001:2015 REACH
  • Crinoline
  • Orcinol, anhydrous, 99%+
  • Orcinol, anhydrous
  • Orcinol Anhydrous extrapure (3,5- dihydroxytoluene), 99%
  • 504-15-4
  • CH3C6H313OH2
  • C6H3OH2CH3H2O
  • Oxygen Compounds
  • Polyols