ChemicalBook > CAS DataBase List > 2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran

2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran

Product Name
2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran
CAS No.
81926-24-1
Chemical Name
2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran
Synonyms
SKL124;5-b]difuran;7-Tetrahydro-benzo[1;2,3,6,7-Tetrahydro-benzo[1,2-b;2,3,6,7-Tetrahydrobenzo[1,2-B:4,5-B']Furan;2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran;2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran;2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran;Benzo[1,2-b:4,5-b']difuran,2,3,6,7-tetrahydro-;4,10-dioxatricyclo[7.3.0.0,3,7]dodeca-1,3(7),8-triene
CBNumber
CB5393949
Molecular Formula
C10H10O2
Formula Weight
162.19
MOL File
81926-24-1.mol
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2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran Property

Melting point:
155 °C
Boiling point:
287.9±40.0 °C(Predicted)
Density 
1.250±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Acetone, Chloroform, Dichloromethane, Ethyl Acetate
form 
Solid
color 
White
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

TRC
Product number
T293070
Product name
2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b'']difuran
Packaging
500mg
Price
$1055
Updated
2021/12/16
AK Scientific
Product number
J98306
Product name
2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran
Packaging
250mg
Price
$72
Updated
2021/12/16
AK Scientific
Product number
J98306
Product name
2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran
Packaging
1g
Price
$180
Updated
2021/12/16
Matrix Scientific
Product number
130244
Product name
2,3,6,7-Tetrahydro-benzo[1,2-b;4,5-b']difuran
Purity
95%+
Packaging
50mg
Price
$180
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
61968
Product name
2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b??]difuran
Packaging
50mg
Price
$620
Updated
2021/12/16
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2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran can be reagent used in the preparation of potent 5-HT2 receptor agonists.

Synthesis

178557-12-5

81926-24-1

General procedure for the synthesis of 2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran from 1,4-dibromo-2,5-bis(2-chloroethoxy)benzene: 10.50 g (26.6 mmol) of 1,4-dibromo-2,5-bis(2-chloroethoxy)benzene was dissolved in 250 mL of anhydrous tetrahydrofuran under the protection of nitrogen and the solution was cooled to 0°C. Using a syringe equipped with a large gauge needle, a 2.5 M hexane solution of n-butyllithium (23.52 mL, 2.2 eq.) was quickly (within 7 seconds) added to the rapidly stirred solution. The reaction mixture was continued to be stirred for 10 minutes before the solvent was removed under vacuum. The residue was partitioned between ethyl acetate and water and the organic phase was dried over anhydrous sodium sulfate and concentrated to give the crude product. The crude product was purified by silica gel column chromatography (eluent was petroleum ether 60-90 °C: ethyl acetate = 20:1) to afford the target product 2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b']difuran (3.47 g, 80% yield) as white crystals. The product was confirmed by NMR hydrogen spectrum (300 MHz, CDCl3): δ 6.63 (2H, s), 4.52 (4H, t, J=8.6 Hz), 3.13 (4H, t, J=8.5 Hz); NMR carbon spectrum (75 MHz, CDCl3): δ 154.12 (C), 125.93 (C), 105.88 (CH). 71.51 (CH2), 30.31 (CH2).

References

[1] Journal of Medicinal Chemistry, 1996, vol. 39, # 15, p. 2953 - 2961
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 8, p. 1808 - 1814
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 6, p. 1003 - 1010

2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran Preparation Products And Raw materials

Raw materials

Preparation Products

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2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran Suppliers

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81926-24-1, 2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuranRelated Search:


  • 2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran
  • 2,3,6,7-Tetrahydro-benzo[1,2-b
  • 2,3,6,7-Tetrahydrobenzo[1,2-B:4,5-B']Furan
  • Benzo[1,2-b:4,5-b']difuran,2,3,6,7-tetrahydro-
  • 5-b]difuran
  • 7-Tetrahydro-benzo[1
  • 4,10-dioxatricyclo[7.3.0.0,3,7]dodeca-1,3(7),8-triene
  • SKL124
  • 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b']difuran
  • 4,10-dioxatricyclo[7.3.0.0?3,a?·]dodeca-1,3(7),8-triene
  • 2,3,6,7-Tetrahydrobenzo[1,2-b:4,5-b′]difuran, CAS 81926-24-1
  • 2,3,6,7-Tetrahydro-benzo[1,2-b:4,5-b']difuran
  • 81926-24-1
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