5-INDANOL
Synonym(s):5-Hydroxyindan
- CAS NO.:1470-94-6
- Empirical Formula: C9H10O
- Molecular Weight: 134.18
- MDL number: MFCD00003802
- EINECS: 216-006-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-12-22 17:53:22
What is 5-INDANOL?
Description
5-Indanol, mp 54–55 ℃, bp 255 ℃, is produced from indan [496-11-7] by a sulfonation–alkali-fusion process. A synthesis for 1,1,3,3-tetraalkylindanols was developed by Bayer, which involves the reaction of isoolefins with secondary alkenylphenols (or compounds generating them under the reaction conditions) at 100–250 ℃ and in the presence of acidic catalysts. An example is the reaction of isobutene with bisphenol A in the presence of acid-activated clays which yields 1,1,3,3-tetramethyl-5-indanol [53718-26-6], mp 115 ℃, bp (2.66 kPa) 156 ℃, in a yield of 80% of the theoretical, and 4-tert-butylphenol as a coproduct.
Chemical properties
light brown to grey-brown crystalline powder or
The Uses of 5-INDANOL
5-Indanol is a 5-hydroxyindole analog with weak inhibitory activity against human melanoma tyrosinase. 5-Indanol is also used as a reagent in the preparation of Sodium Indanylcarbinicillin (S635000); a compound which has been shown to reduce blood pressure in mammals and also has been used as a b-lactam antibiotic.
Definition
ChEBI: A member of the class of phenols that is indan which has been hydroxylated at position 5.
Purification Methods
Crystallise 5-hydroxyindane from pet ether (m 56o) or pentane (m 59-60o). It has UV with max at 283.5nm (cyclohexane). The 3,5-dinitrobenzoyl derivative has m 156o. [Beilstein 6 III 2428, 6 IV 3829.]
Properties of 5-INDANOL
Melting point: | 51-53 °C (lit.) |
Boiling point: | 255 °C (lit.) |
Density | 0.8540 (rough estimate) |
refractive index | 1.5630 (estimate) |
Flash point: | >230 °F |
storage temp. | Sealed in dry,Room Temperature |
solubility | 6.3g/l |
form | powder to crystal |
pka | 10.37±0.20(Predicted) |
color | slightly brown |
BRN | 1936314 |
CAS DataBase Reference | 1470-94-6(CAS DataBase Reference) |
EPA Substance Registry System | 5-Indanol (1470-94-6) |
Safety information for 5-INDANOL
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 |
GHS Hazard Statements |
H311:Acute toxicity,dermal |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P312:Call a POISON CENTER or doctor/physician if you feel unwell. |
Computed Descriptors for 5-INDANOL
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