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Name	5-(2-Bromoethyl)-2,3-dihydrobenzofuran	EINECS	603-191-4
CAS No.	127264-14-6	Density	1.459 g/cm³
PSA	9.23000	LogP	2.55890
Solubility	N/A	Melting Point	65-67 °C
Formula	C₁₀H₁₁BrO	Boiling Point	287.7 °C 760 mmHg
Molecular Weight	227.101	Flash Point	113.8°C
Transport Information	N/A	Appearance	off-white powder
Safety		Risk Codes	22
Molecular Structure		Hazard Symbols	Xi
Synonyms	2,3-dihydro-5-(2-bromoethyl)benzofuran;	Article Data	19

5-(2-Bromoethyl)-2,3-dihydrobenzofuran Synthetic route

: 87776-76-9
5-(2-hydroxyethyl)-2,3-dihydrobenzofuran

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 63h;	84%
With phosphorus tribromide In chloroform Reflux;	75.9%
	73%

: 151427-19-9
2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Stage #1: 2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one With sodium tetrahydroborate In tetrahydrofuran at 5 - 10℃; for 1h; Inert atmosphere; Stage #2: With aluminum (III) chloride In tetrahydrofuran at 45 - 50℃; for 4h; Inert atmosphere;	74%

: 943034-50-2
2-(2,3-dihydrobenzofuran-5-yl)ethylchloride

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
With sodium bromide In acetone for 48h; Heating / reflux;

: 90843-31-5
1-(2,3-dihydrobenzofuran-5-yl)ethanone

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / methanol / 0.5 h / 0 - 5 °C 1.2: 6 h / 0 - 5 °C 2.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 5 - 10 °C / Inert atmosphere 2.2: 4 h / 45 - 50 °C / Inert atmosphere View Scheme

: 496-16-2
2,3-Dihydrobenzofuran

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 0 - 5 °C / Inert atmosphere 1.2: 0.5 h / 0 - 5 °C / Inert atmosphere 2.1: toluene-4-sulfonic acid / methanol / 0.5 h / 0 - 5 °C 2.2: 6 h / 0 - 5 °C 3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 5 - 10 °C / Inert atmosphere 3.2: 4 h / 45 - 50 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 10 °C 1.2: 10 - 20 °C 2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 0 - 10 °C / Reflux 3.1: phosphorus tribromide / chloroform / Reflux View Scheme
Multi-step reaction with 5 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 10 °C 1.2: 10 - 20 °C 2.1: water; sodium hydroxide / 20 °C 3.1: hydrazine hydrate; sodium hydroxide / 90 - 100 °C 4.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 0 - 10 °C / Reflux 5.1: phosphorus tribromide / chloroform / Reflux View Scheme

: 64089-34-5
2-chloro-1-(2,3-dihydrobenzofuran-5-yl)ethanone

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; sulfuric acid / tetrahydrofuran / 10 h / -5 - 0 °C 2: sodium bromide / acetone / 48 h / Heating / reflux View Scheme

: 79002-49-6
ethyl 2( 2,3-dihydro-1-benzofuran-5-yl)oxoacetate

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: water; sodium hydroxide / 20 °C 2: hydrazine hydrate; sodium hydroxide / 90 - 100 °C 3: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 0 - 10 °C / Reflux 4: phosphorus tribromide / chloroform / Reflux View Scheme

: C10H7O4(1-)*Na(1+)

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrazine hydrate; sodium hydroxide / 90 - 100 °C 2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 0 - 10 °C / Reflux 3: phosphorus tribromide / chloroform / Reflux View Scheme

: 69999-16-2
2,3-dihydrobenzofuran-5-acetic acid

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 0 - 10 °C / Reflux 2: phosphorus tribromide / chloroform / Reflux View Scheme

: 156-38-7
4-hydroxyphenylacetate

: 127264-14-6
2,3-dihydro-5-(2-bromoethyl)benzofuran

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: potassium iodide; sodium hydroxide / dimethyl sulfoxide / 50 - 80 °C 2: toluene-4-sulfonic acid / Reflux; Large scale 3: polyphosphoric acid / toluene / 105 - 110 °C 4: sodium hydroxide; water / methanol / 25 - 30 °C 5: sodium hydroxide; hydrogen / methanol; water / 60 - 65 °C / 6080.41 - 7600.51 Torr 6: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 10 °C / Reflux 7: phosphorus tribromide / chloroform / Reflux View Scheme
Multi-step reaction with 7 steps 1: potassium iodide; sodium hydroxide / dimethyl sulfoxide / 50 - 80 °C 2: toluene-4-sulfonic acid / Reflux; Large scale 3: polyphosphoric acid / toluene / 105 - 110 °C 4: hydrogen; acetic acid; palladium 10% on activated carbon / methanol / 65 - 70 °C / 3040.2 - 3800.26 Torr 5: sodium hydroxide; water / methanol / 25 - 60 °C 6: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 10 °C / Reflux 7: phosphorus tribromide / chloroform / Reflux View Scheme

Yield

Multi-step reaction with 7 steps
1: potassium iodide; sodium hydroxide / dimethyl sulfoxide / 50 - 80 °C
2: toluene-4-sulfonic acid / Reflux; Large scale
3: polyphosphoric acid / toluene / 105 - 110 °C
4: sodium hydroxide; water / methanol / 25 - 30 °C
5: sodium hydroxide; hydrogen / methanol; water / 60 - 65 °C / 6080.41 - 7600.51 Torr
6: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 10 °C / Reflux
7: phosphorus tribromide / chloroform / Reflux
View Scheme

Multi-step reaction with 7 steps
1: potassium iodide; sodium hydroxide / dimethyl sulfoxide / 50 - 80 °C
2: toluene-4-sulfonic acid / Reflux; Large scale
3: polyphosphoric acid / toluene / 105 - 110 °C
4: hydrogen; acetic acid; palladium 10% on activated carbon / methanol / 65 - 70 °C / 3040.2 - 3800.26 Torr
5: sodium hydroxide; water / methanol / 25 - 60 °C
6: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 4 h / 10 °C / Reflux
7: phosphorus tribromide / chloroform / Reflux
View Scheme

5-(2-Bromoethyl)-2,3-dihydrobenzofuran Chemical Properties

IUPAC Name: 5-(2-Bromoethyl)-2,3-dihydro-1-benzofuran
Synonyms of 5-(2-Bromoethyl)-2,3-dihydrobenzofuram (CAS NO.127264-14-6): 2,3-Dihydro-5-(2-bromoethyl)benzofuran ; 5-(2-Bromo ethyl)-2,3-dihydro benzofuran
CAS NO: 127264-14-6
Molecular Formula: C₁₀H₁₁BrO
Molecular Weight: 227.10
Molecular Structure:
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: Å²
Index of Refraction: 1.592
Molar Refractivity: 52.7 cm³
Molar Volume: 155.5 cm³
Surface Tension: 46.7 dyne/cm
Density: 1.459 g/cm³
Flash Point: 113.8 °C
Enthalpy of Vaporization: 50.57 kJ/mol
Boiling Point: 287.7 °C at 760 mmHg
Vapour Pressure: 0.00424 mmHg at 25°C
Melting Point: 65-67°C
Appearance: Off-White Powder
SMILES: BrCCc1cc2CCOc2cc1
InChI: InChI=1/C10H11BrO/c11-5-3-8-1-2-10-9(7-8)4-6-12-10/h1-2,7H,3-6H2
InChIKey: JRKZQRRYNCMSCB-UHFFFAOYAA
Std. InChI: InChI=1S/C10H11BrO/c11-5-3-8-1-2-10-9(7-8)4-6-12-10/h1-2,7H,3-6H2
Std. InChIKey: JRKZQRRYNCMSCB-UHFFFAOYSA-N
Product Categories of 5-(2-Bromoethyl)-2,3-dihydrobenzofuram (CAS NO.127264-14-6): Pharmaceutical material and intermeidates;Fluorobenzene;APIs Intermediate;INTERMEDIATESOFDARIFENACIN;Furan&Benzofuran;API intermediates;Aromatics Compounds;Furans;Aromatics;Heterocycles;Benzodiozoles, Benzodioxines & Benzodioxepines;Methyl Halides;Benzofuran

5-(2-Bromoethyl)-2,3-dihydrobenzofuran Safety Profile

Hazard Codes: Irritant Xi

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