ChemicalBook > CAS DataBase List > 2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol

2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol

Product Name
2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol
CAS No.
223137-87-9
Chemical Name
2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol
Synonyms
SPINOL;SF120129;2,2',3,3'-Tetrahydro-1,1'-s;3,3'-Spirobi[indane]-4,4'-diol;3,3'-spirobi[1,2-dihydroindene]-4,4'-diol;2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol;2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol;1,1'-Spirobi[1H-indene]-7,7'-diol,2,2',3,3'-tetrahydro-;2,2',3,3'-Tetrahydro-1,1'-Snail II[1H-indene]-7,7'-diols;(rac)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol
CBNumber
CB32485066
Molecular Formula
C17H16O2
Formula Weight
252.31
MOL File
223137-87-9.mol
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2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol Property

Boiling point:
433.0±45.0 °C(Predicted)
Density 
1.34
storage temp. 
Sealed in dry,Room Temperature
pka
9.70±0.20(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C17H16O2/c18-13-5-1-3-11-7-9-17(15(11)13)10-8-12-4-2-6-14(19)16(12)17/h1-6,18-19H,7-10H2
InChIKey
YBRDFCQKQVTQKX-UHFFFAOYSA-N
SMILES
C12(C3=C(C=CC=C3O)CC1)C1=C(C=CC=C1O)CC2
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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

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

ChemScene
Product number
CS-W018806
Product name
2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol
Purity
>98.0%
Packaging
250mg
Price
$50
Updated
2021/12/16
ChemScene
Product number
CS-W018806
Product name
2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol
Purity
>98.0%
Packaging
1g
Price
$118
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0117655
Product name
2,2',3,3'-TETRAHYDRO-1,1'-SPIROBI[INDENE]-7,7'-DIOL
Purity
95.00%
Packaging
5MG
Price
$496.85
Updated
2021/12/16
ChemScene
Product number
CS-W018806
Product name
2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol
Purity
>98.0%
Packaging
5g
Price
$502
Updated
2021/12/16
ChemScene
Product number
CS-W018806
Product name
2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol
Purity
>98.0%
Packaging
10g
Price
$857
Updated
2021/12/16
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2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol Chemical Properties,Usage,Production

Synthesis

223137-81-3

223137-87-9

The general procedure for the synthesis of 2,2',3,3'-tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol from the compound (CAS: 223137-81-3) was as follows: 8.00 g of tetrabutylammonium bromide was added to the above mentioned white powder, followed by the addition of 300.00 mL of an aqueous 48% hydrogen bromide solution. The reaction mixture was placed in an oil bath at 105°C and reacted overnight. After cooling, 500.00 mL of deionized water was added followed by 500.00 mL of dichloromethane and stirred for 30 minutes. The organic phase was separated and washed sequentially with 500.00 mL of deionized water, 500.00 mL of saturated aqueous sodium bicarbonate and 500.00 mL of saturated brine. The organic phase was concentrated to give a pink powder. The powder was recrystallized with a mixed solvent of petroleum ether/ethyl acetate (8:2, v/v) to give 57 g of white powder in 45% overall yield. In this method, 48% aqueous HBr solution was used as the demethylation reagent, which is easy to obtain and store, and the reaction conditions are mild without the need for very low or high temperatures, and the yield is higher than that of other methods. The purification of the intermediate and the final product was accomplished by recrystallization, avoiding the more costly column chromatography separation and purification method that produces a large amount of solid waste, and at the same time significantly reducing the amount of solvent used.

References

[1] Tetrahedron Asymmetry, 1999, vol. 10, # 1, p. 125 - 131
[2] Catalysis Communications, 2016, vol. 81, p. 50 - 53
[3] Patent: CN105503542, 2016, A. Location in patent: Paragraph 0025

2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol Preparation Products And Raw materials

Raw materials

Preparation Products

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2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol Suppliers

China 88 India 1 United States 5 Global 94
Dream Chemical (Tianjin) Co., Ltd
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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SHANGHAI HOHANCE CHEMICAL CO.,LTD
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021-31115312 18217084087
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Daicel Chiral Technologies (China)CO.,LTD
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Shanghai Topbiochem Technology Co., Ltd
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Huainan Kedi Chemical Factory
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Bide Pharmatech Ltd.
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Hangzhou J&H Chemical Co., Ltd.
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223137-87-9, 2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diolRelated Search:

(11aS)-5-hydroxy-10,11,12,13-tetrahydro-5-oxide-Diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin (R)-2,2',3,3'-TETRAHYDRO-1,1'-SPIROBI[INDENE]-7,7'-DIOL, >=95% (11aR)-5-hydroxy-10,11,12,13-tetrahydro-5-oxide-Diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin 1,1'-SPIROBIINDANE-7,7'-DIOL (R)-SPINOL (S)-SPINOL

  • 2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol
  • 2,2',3,3'-Tetrahydro-1,1'-spirobi[indene]-7,7'-diol
  • 2,2',3,3'-Tetrahydro-1,1'-spirobi[1H-indene]-7,7'-diol, 99%e.e.
  • SPINOL
  • 2,2',3,3'-Tetrahydro-1,1'-s
  • SF120129
  • 3,3'-Spirobi[indane]-4,4'-diol
  • 3,3'-spirobi[1,2-dihydroindene]-4,4'-diol
  • 1,1'-Spirobi[1H-indene]-7,7'-diol,2,2',3,3'-tetrahydro-
  • (rac)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol
  • 2,2',3,3'-Tetrahydro-1,1'-Snail II[1H-indene]-7,7'-diols
  • 223137-87-9