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| CAS No.: | 496-16-2 |
|---|---|
| Name: | 2,3-Dihydrobenzofuran |
| Article Data: | 110 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H8O |
| Molecular Weight: | 120.151 |
| Synonyms: | Benzofuran,1,2-dihydro- (3CI);2,3-Dihydro-1-benzofuran;2,3-Dihydrobenzo[b]furan;Benzofuran,2,3-dihydro-;Benzodihydrofuran;Coumaran;Dihydrobenzofuran;Kumaran; |
| EINECS: | 207-817-3 |
| Density: | 1.096 g/cm3 |
| Melting Point: | -21 °C |
| Boiling Point: | 188.2 °C at 760 mmHg |
| Flash Point: | 66.7 °C |
| Appearance: | colorless to light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 23-24/25-26 |
| PSA: | 9.23000 |
| LogP: | 1.62150 |
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| Conditions | Yield |
|---|---|
| With methanol; palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction; | 99% |
| With hydrogen In methanol at 80 - 90℃; under 750.075 - 22502.3 Torr; Reagent/catalyst; Autoclave; | 97.8% |
| With ethanol; (BQ‑NCOP)IrHCl; sodium t-butanolate at 60℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction; | 96% |
- 26059-40-5
2-(2-iodophenyl)ethan-1-ol
- 496-16-2
2,3-Dihydrobenzofuran
| Conditions | Yield |
|---|---|
| With copper(l) iodide; sodium t-butanolate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Molecular sieve; | 99% |
| Multi-step reaction with 3 steps 1.1: triphenylphosphine; iodine; 1H-imidazole / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere; Darkness 2.1: silver(l) oxide / N,N-dimethyl-formamide / 0 °C / Inert atmosphere 2.2: 0 - 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C / Inert atmosphere View Scheme |
- 19819-95-5
2-(2-chlorophenyl)-1-ethanol
- 496-16-2
2,3-Dihydrobenzofuran
| Conditions | Yield |
|---|---|
| With Ru/Al2O3; potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1.5h; Temperature; Microwave irradiation; | 96.2% |
| With copper(l) iodide; 8-quinolinol; caesium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 20 - 120℃; Inert atmosphere; | 82% |
| With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 23h; | 72% |
| With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 23h; | 72% |
| With potassium phosphate; C22H28NP; palladium diacetate In toluene at 60℃; for 20h; | 51 % Chromat. |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; lithium tert-butoxide In 1,4-dioxane at 100℃; | 96% |
| With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 26h; | 87% |
| With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; palladium diacetate; caesium carbonate In toluene at 50℃; for 26h; | 87% |
| Conditions | Yield |
|---|---|
| With sodium methylate In carbonic acid dimethyl ester; acetonitrile for 2h; Inert atmosphere; | 95% |
| With 1,8-diazabicyclo[5.4.0]undec-7-ene; carbonic acid dimethyl ester at 90℃; for 8h; Reagent/catalyst; Time; | 93% |
| Stage #1: 2-(2-hydroxyphenyl)ethanol With sodium hydride In mineral oil at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With trimethyl phosphite In mineral oil at 20℃; for 24h; Inert atmosphere; | 90% |
- 271-89-6
1-benzofurane
- 52652-40-1
1,4,4a,9a-tetrahydro-fluorene
A
- 496-16-2
2,3-Dihydrobenzofuran
B
- 86-73-7
9H-fluorene
| Conditions | Yield |
|---|---|
| palladium on activated carbon at 250℃; for 2h; | A 92% B 95% |
- 271-89-6
1-benzofurane
- 17057-95-3
1,2,3,4-tetrahydro-9H-fluorene
A
- 496-16-2
2,3-Dihydrobenzofuran
B
- 86-73-7
9H-fluorene
| Conditions | Yield |
|---|---|
| A 92% B n/a |
- 496-16-2
2,3-Dihydrobenzofuran
| Conditions | Yield |
|---|---|
| Stage #1: 1-iodo-2-(2-iodo-ethoxy)-benzene With isopropylmagnesium chloride In tetrahydrofuran at -30℃; for 1h; Stage #2: In tetrahydrofuran at 25℃; for 2h; Stage #3: In tetrahydrofuran | 87% |
- 57027-75-5
2-(2-Bromoethyl)phenol
- 496-16-2
2,3-Dihydrobenzofuran
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol for 3h; Heating; | 86% |
| With sodium hydroxide; benzene | |
| With water |
- 94897-00-4
2-(2-bromophenoxy)ethyl 4-methylbenzenesulfonate
- 496-16-2
2,3-Dihydrobenzofuran
| Conditions | Yield |
|---|---|
| With copper(l) iodide; lithium methanolate; magnesium In tetrahydrofuran at 0℃; for 24h; Inert atmosphere; Schlenk technique; | 85% |
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Chemistry
Molecular Structure of 2,3-Dihydrobenzofuran (CAS NO.496-16-2):
IUPAC Name: 2,3-Dihydro-1-benzofuran
Molecular Formula: C8H8O
Molecular Weight: 120.148520 g/mol
Molar Refractivity: 35.42 cm3
Molar Volume: 109.5 cm3
Surface Tension: 41.4 dyne/cm
Density: 1.096 g/cm3
Melting Point: -21 °C
Flash Point: 66.7 °C
Boiling Point: 188.2 °C at 760 mmHg
Enthalpy of Vaporization: 40.7 kJ/mol
Vapour Pressure: 0.836 mmHg at 25 °C
XLogP3: 2.1
H-Bond Acceptor: 1
Exact Mass: 120.057515
MonoIsotopic Mass: 120.057515
Topological Polar Surface Area: 9.2
Heavy Atom Count: 9
Canonical SMILES: C1COC2=CC=CC=C21
InChI: InChI=1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2
InChIKey: HBEDSQVIWPRPAY-UHFFFAOYSA-N
EINECS: 207-817-3
Product Categories: Fluorobenzene; Benzodiozoles, Benzodioxines & Benzodioxepines; Furan&Benzofuran; Benzodiozoles, Benzodioxines & Benzodioxepines
Safety Profile
Hazard Codes: Xi .gif){kind=small}
Hazard Note: Irritant
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 23-24/25-26
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25: Avoid contact with skin and eyes
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
HS Code: 29329995
Specification
2,3-Dihydrobenzofuran (CAS NO.496-16-2) is also named as Coumaran ; Benzofuran, 2,3-dihydro- ; 2,3-Dihydro-1-benzofuran ; Dihydrocoumarone . 2,3-Dihydrobenzofuran (CAS NO.496-16-2) is colorless to light yellow liquid.