9H-xanthen-9-ol

• ChemBase ID: 75727
• Molecular Formular: C13H10O2
• Molecular Mass: 198.2173
• Monoisotopic Mass: 198.06807956
• SMILES: OC1c2c(cccc2)Oc2ccccc12
• Canonical SMILES: OC1c2ccccc2Oc2c1cccc2
• InChI: InChI=1S/C13H10O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,13-14H
• InChIKey: JFRMYMMIJXLMBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-xanthen-9-ol
• IUPAC Traditional name: xanthydrol
• Synonyms: NSC 4038; Xanthydrol solution; Xanthydrol; 9-Hydroxyxanthene; 9-Xanthenol; XANTHYDROL; Xanthanol; 9-Hydroxyxanthenl; 9-Xanthydrol; Xanthen-9-ol; Xanthydrol solution; 9H-Xanthen-9-ol; 9-Hydroxyxanthene; 占吨氢醇 溶液; 9-羟基呫吨; 氧杂蒽醇; 占吨醇; 9-羟基吨氢醇

Database IDs

• CAS Number: 90-46-0
• EC Number: 201-996-1
• MDL Number: MFCD00005057
• Beilstein Number: 10395
• PubChem SID: 24855221; 24890173; 162040645; 24890172
• PubChem CID: 72861
• Chemspider ID: 65693
• Wikipedia Title: Xanthydrol

CALCULATED PROPERTIES

• Acid pKa: 13.211562
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.5171776
• LogD (pH = 7.4): 2.5171769
• Log P: 2.5171776
• Molar Refractivity: 57.3395 cm^3
• Polarizability: 22.379759 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; methanol: soluble0.1 g/mL, clear
• Apperance: White Solid
• Melting Point: 122-124 °C; 122-126°C; 123-125°C; 124-126 °C (Goldberg); 124-127°C; 127-128 °C(lit.)
• Flash Point: 11 °C; 51.8 °F
• Density: 0.83 g/mL at 20 °C

Safety Information

• Storage Condition: 0°C, Protect from light; Refrigerator
• Storage Warning: Irritant/Light Sensitive/Keep Cold; Light Sensitive
• RTECS: ZD5710000
• European Hazard Symbols: Flammable (F); Toxic (T)
• UN Number: 1230
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25; R42 R43
• Safety Statements: 16-36/37-45; S22 S36 S37 S45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301 + H311 + H331-H370
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1230 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC); 98%; 98+%
• Concentration: ~10% in methanol
• Impurities: ~1% xanthone
• Quality: for the detection of urea
• Empirical Formula (Hill Notation): C13H10O2

DETAILS

MP Biomedicals - 02152268

Colorimetric reagent for tryptophan.

Sigma Aldrich - 252573

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 95580

Other Notes
Reagent for the determination of urea1

Toronto Research Chemicals - X743650

Intermediate in the preparation of Propantheline Bromide.

REFERENCES

• Used in the protection of thiols as their S-xanthenyl (Xan) thioethers, by reaction in the presence of TFA. The Xan group can also be cleaved using TFA in dichloromethane in the presence of triethylsilane as a cation scavenger, or with iodine in acetic acid: J. Org. Chem., 62, 3841 (1997).