5-INDANOL Chemical Properties

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

Hazard Codes 

Xn,Xi

Risk Statements 

21-20/21/22

Safety Statements 

36/37-36

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

NK7525000

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29062900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-INDANOL Usage And Synthesis

Uses

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; a compound which has been shown to reduce blood pressure in mammals and also has been used as a β-lactam antibiotic.

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

Uses

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.]

5-INDANOL(1470-94-6)Related Product Information

• 4,6-bis(isopropyl)-1,1,3,3-tetramethylindan-5-ol
• 6-Hydroxy-1-indanone
• Hematoxylin
• 5,5',6,6'-TETRAHYDROXY-3,3,3',3'-TETRAMETHYL-1,1'-SPIROBISINDANE
• 4,5-DIMETHOXY-1-INDANONE
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• 5-METHOXYINDAN
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• BRAZILIN
• 3,3,3',3'-TETRAMETHYL-5,5',6,6'-TETRAPROPOXY-1,1'-SPIROBIINDANE
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• 1-METHOXY-2-INDANOL,1-METHOXY-2-INDANOL 98+%