Benzyl 2-bromoethyl ether supplier

Name
BENZYL 2-BROMOETHYL ETHER
EINECS 629-202-2
CAS No. 1462-37-9
Article Data32
CAS DataBase
Density 1.358 g/cm³
Solubility Slightly soluble in water
Melting Point
Formula C₉H₁₁BrO
Boiling Point 258.6 °C at 760 mmHg
Molecular Weight 215.09
Flash Point 111.7 °C
Transport Information
Appearance Clear colorless to pale yellow liquid
Safety 24/25
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Ether,benzyl 2-bromoethyl (7CI,8CI);1-(Benzyloxy)-2-bromoethane;1-[(2-Bromoethoxy)methyl]benzene;2-(Benzyloxy)-1-bromoethane;2-(Benzyloxy)ethyl bromide;2-Bromoethyl benzyl ether;2-Bromoethylphenylmethyl ether;[(2-Bromoethoxy)methyl]benzene;1-bromo-2-benzyloxyethane;
PSA 9.23000
LogP 2.59810

Synthetic route

: 622-08-2
2-Benzyloxyethanol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 0 - 20℃;	98%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at -78 - 20℃; Inert atmosphere; Darkness;	98%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 13h;	89%

: 7285-83-8
2,4,6-tris(benzyloxy)-1,3,5-triazine

: 540-51-2
2-bromoethanol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 5h; Inert atmosphere;	98%

: 540-51-2
2-bromoethanol

: 100-51-6
benzyl alcohol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold (I) at 150℃; for 0.5h; Inert atmosphere; Microwave irradiation;	98%

: 4981-83-3
2-(Benzyloxy)ethyl p-toluenesulfonate

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With lithium bromide In acetonitrile at 70 - 80℃; for 2.5h; Reagent/catalyst; Solvent; Temperature;	94.3%

: 123455-81-2
Pyridine-2-sulfonic acid 2-benzyloxy-ethyl ester

A: 1462-37-9
bromoethyl-2-benzyl ether

B: C5H4NO3S(1-)*Br(1-)*Mg(2+)

Conditions

Conditions	Yield
With magnesium bromide ethyl etherate In diethyl ether; dichloromethane at 0℃; for 0.5h;	A 94% B n/a

: 58841-52-4
2-(benzyloxy)ethyl methanesulfonate

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With sodium bromide In dimethyl sulfoxide at 80 - 100℃; for 1h;	93.5%

: 2-(benzyloxy)-4,6-dimethoxy-1,3,5-triazine

: 540-51-2
2-bromoethanol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 0.0166667h; Molecular sieve; Inert atmosphere;	89%

: 622-08-2
2-Benzyloxyethanol

: 603-35-0
triphenylphosphine

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
In hexane; dichloromethane	85%
In N-Bromosuccinimide; hexane; dichloromethane	85%

: 622-08-2
2-Benzyloxyethanol

A: 1462-37-9
bromoethyl-2-benzyl ether

B: 100-39-0
benzyl bromide

Conditions

Conditions	Yield
With bromine In acetonitrile at 0℃; for 0.5h; Bromination;	A 77% B n/a

: 558-13-4
carbon tetrabromide

: 622-08-2
2-Benzyloxyethanol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With pyridine; triphenylphosphine In methanol; dichloromethane; ethyl acetate	76%

: 106-93-4
ethylene dibromide

: 100-51-6
benzyl alcohol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With potassium hydroxide; tetrafluoroboric acid; mercury(II) oxide In dichloromethane 1.) room temp., 1 h;	70%

: 75-21-8
oxirane

: 100-39-0
benzyl bromide

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
With copper

: 1462-35-7
1-bromo-2-(chloromethoxy)ethane

: phenylmagnesium bromide

: 1462-37-9
bromoethyl-2-benzyl ether

: 100-39-0
benzyl bromide

polymer-bound NMe3(1+)*SCN(1-): polymer-bound NMe3(1+)*SCN(1-)

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 79 percent / NaH / tetrahydrofuran / 3 h / Heating 2: 89 percent / NBS; PPh3 / CH2Cl2 / 13 h / 20 °C View Scheme

: 100-39-0
benzyl bromide

sodium compound of cyclohexanol: sodium compound of cyclohexanol

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH 2: Br2, Ph3P View Scheme

: 100-39-0
benzyl bromide

: 1462-37-9
bromoethyl-2-benzyl ether

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 16 h / 0 - 23 °C 2: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 1 h / -10 - 23 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 - 20 °C 1.2: 12 h / 0 - 20 °C 2.1: N-Bromosuccinimide; triphenylphosphine / dichloromethane / 1 h / -78 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran 2: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 1 h / -78 - 20 °C View Scheme

: 1462-37-9
bromoethyl-2-benzyl ether

: 935-04-6
benzyl vinyl ether

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 60℃; for 8h;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 60℃; for 8h;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 68℃; for 12h;	97%
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;	70%
With potassium tert-butylate

: 1462-37-9
bromoethyl-2-benzyl ether

: 54555-84-9
benzyl iodoethyl ether

Conditions

Conditions	Yield
With sodium iodide In acetone Reflux;	100%
With sodium iodide In acetone for 48h; Reflux;	85%
With sodium iodide In acetone for 3h; Reflux;	73%
With sodium iodide In acetone for 16h; Reflux;	60%
With sodium iodide In acetone for 6h; Reflux;

: 1462-37-9
bromoethyl-2-benzyl ether

: 122-52-1
triethyl phosphite

: 727-18-4
diethyl <2-(benzyloxy)ethyl>phosphonate

Conditions

Conditions	Yield
at 200℃; for 3h; Arbuzov Reaction; Inert atmosphere;	98%
at 165 - 170℃; for 3h;	76%
at 165 - 170℃;	76%
at 170℃; for 2h;	71%

: 675-20-7
piperidin-2-one

: 1462-37-9
bromoethyl-2-benzyl ether

: 157399-43-4
1-(2-(benzyloxy)ethyl)piperidin-2-one

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran 1.) 0 deg C; 2.) heating;	97%

: 1057644-00-4
C27H24N2O3

: 1462-37-9
bromoethyl-2-benzyl ether

: 1057644-06-0
C36H34N2O4

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone Reflux;	97%

: 1462-37-9
bromoethyl-2-benzyl ether

: 82380-18-5
2-fluoro-4-hydroxybenzonitrile

: 1409990-80-2
4-(2-benzyloxy-ethoxy)-2-fluoro-benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 6h;	97%

: 4077-76-3
3,5-dicarbomethoxypyrazole

: 1462-37-9
bromoethyl-2-benzyl ether

: 1200497-52-4
3,5-dimethyl 1-[2-(benzyloxy)ethyl]-1H-pyrazole-3,5-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 90℃; for 4h; Inert atmosphere;	96.22%
With potassium carbonate In acetonitrile at 90℃; for 4h; Inert atmosphere;	96.22%
With potassium carbonate In acetonitrile at 85℃; for 1.5h;
With potassium carbonate In acetonitrile for 4.5h; Inert atmosphere; Reflux;
With potassium carbonate In acetonitrile for 4.5h; Reflux; Inert atmosphere;

: 1462-37-9
bromoethyl-2-benzyl ether

: 609-08-5
Diethyl methylmalonate

: 172644-58-5
diethyl 2-(2-(benzyloxy)ethyl)-2-methylmalonate

Conditions

Conditions	Yield
Stage #1: Diethyl methylmalonate With sodium hydride In tetrahydrofuran Stage #2: bromoethyl-2-benzyl ether In tetrahydrofuran at 90℃; for 5h;	96%

: 1462-37-9
bromoethyl-2-benzyl ether

: 33469-11-3
4-(5-(trifluoromethyl)-1H-imidazol-2-yl)benzonitrile

: 4-(1-(2-(benzyloxy)ethyl)-4-(trifluoromethyl)-1H-imidazol-2-yl)benzonitrile

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 110℃; for 18h;	96%

: 1462-37-9
bromoethyl-2-benzyl ether

: 539-30-0
1-(ethoxymethyl)benzene

Conditions

Conditions	Yield
With tris-(trimethylsilyl)silane In acetonitrile at 50℃; for 24h;	95%

: 1462-37-9
bromoethyl-2-benzyl ether

: 496-69-5
2-bromo-4-fluoro-phenol

: 1-(2-(benzyloxy)ethoxy)-2-bromo-4-fluorobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 16h;	95%

: 1462-37-9
bromoethyl-2-benzyl ether

: (1-azabicyclo[2.2.2]octane-4-yl)(diphenyl)methanol hydrochloride

: Umeclidinium bromide

Conditions

Conditions	Yield
In propan-1-ol; water for 2h; Solvent; Reflux;	94.01%

: 1462-37-9
bromoethyl-2-benzyl ether

: (1-azabicyclo[2.2.2]octane-4-yl)(diphenyl)methanol hydrobromide

: Umeclidinium bromide

Conditions

Conditions	Yield
In 2-methyltetrahydrofuran; water for 2.5h; Reflux;	93.25%

: 1462-37-9
bromoethyl-2-benzyl ether

: 100-83-4
meta-hydroxybenzaldehyde

: 1141781-75-0
3-(2-(benzyloxy)ethoxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Large scale;	93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Large scale;	93%

: 1462-37-9
bromoethyl-2-benzyl ether

: (1-azabicyclo[2.2.2]octane-4-yl)(diphenyl)methanol sulfuric acid

: Umeclidinium bromide

Conditions

Conditions	Yield
In water; acetonitrile for 3h; Reflux;	92.87%

: 1462-37-9
bromoethyl-2-benzyl ether

: (1-azabicyclo[2.2.2]octane-4-yl)(diphenyl)methanol formic acid

: Umeclidinium bromide

Conditions

Conditions	Yield
In isopropyl alcohol for 2.5h; Reflux;	92.05%

: 2049-80-1
(2-propenyl)propanedioic acid diethyl ester

: 1462-37-9
bromoethyl-2-benzyl ether

: 188125-31-7
2-(2-benzyloxyethyl)-allylmalonate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 12h; Alkylation; Heating;	92%

: 1462-37-9
bromoethyl-2-benzyl ether

: 96315-18-3
2-nitro-4-phenylmethoxy-phenol

: 1257408-27-7
4-(benzyloxy)-1-[2-(benzyloxy)ethoxy]-2-nitrobenzene

Conditions

Conditions	Yield
Stage #1: 2-nitro-4-phenylmethoxy-phenol With potassium carbonate In N,N-dimethyl-formamide for 0.333333h; Williamson alkylation; Stage #2: bromoethyl-2-benzyl ether In N,N-dimethyl-formamide at 110℃; for 14h; Williamson alkylation; Inert atmosphere;	92%

: 3469-69-0
4-iodopyrazole

: 1462-37-9
bromoethyl-2-benzyl ether

: 1562305-17-2
1-(2-(benzyloxy)ethyl)-4-iodo-1H-pyrazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;	91.7%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;	91.7%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	20 g

: 1462-37-9
bromoethyl-2-benzyl ether

: (1-azabicyclo[2.2.2]octane-4-yl)(diphenyl)methanol nitric acid

: Umeclidinium bromide

Conditions

Conditions	Yield
In 1,4-dioxane for 2h; Reflux;	90.85%

: 23178-23-6
diethyl <1-14C>malonate

: 1462-37-9
bromoethyl-2-benzyl ether

: diethyl <2-(benzyloxy)ethyl><1-14C>malonate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 9h; Heating;	90%

: 1462-37-9
bromoethyl-2-benzyl ether

: 66323-03-3
4,5-bis(hydroxy)phthalic acid dimethyl ester

: 264871-01-4
4,5-bis(benzyloxyethoxy)phthalic acid dimethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 48h; Etherification; Heating;	90%

: 263141-91-9
C25H20N2O3

: 1462-37-9
bromoethyl-2-benzyl ether

: 263141-92-0
C34H30N2O4

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone for 14h; Reflux;	90%

: 1462-37-9
bromoethyl-2-benzyl ether

: 19520-74-2
3-hydroxy-5-methoxy-benzoic acid methyl ester

: 203803-61-6
methyl 3-(2-(benzyloxy)ethoxy)-5-methoxybenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	90%
With potassium carbonate In N,N-dimethyl-formamide	90%
Stage #1: 3-hydroxy-5-methoxy-benzoic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: bromoethyl-2-benzyl ether In N,N-dimethyl-formamide at 160℃; for 2h;

Benzyl 2-bromoethyl ether Specification

The Benzene,[(2-bromoethoxy)methyl]-, with CAS registry number 1462-37-9, belongs to the following product categories: (1)Protection & Derivatization Reagents (for Synthesis); (2)Synthetic Organic Chemistry; (3)Ethers; (4)Organic Building Blocks; (5)Oxygen Compounds. It has the systematic name of [(2-bromoethoxy)methyl]benzene. This chemical is a kind of clear colorless to pale yellow liquid. And this chemical is harmful if swallowed.

Physical properties of Benzene,[(2-bromoethoxy)methyl]-: (1)ACD/LogP: 3.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 112.5; (6)ACD/BCF (pH 7.4): 112.5; (7)ACD/KOC (pH 5.5): 1022.91; (8)ACD/KOC (pH 7.4): 1022.91; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 49.91 cm³; (15)Molar Volume: 158.3 cm³; (16)Polarizability: 19.78×10^-24cm³; (17)Surface Tension: 38.9 dyne/cm; (18)Density: 1.358 g/cm³; (19)Flash Point: 111.7 °C; (20)Enthalpy of Vaporization: 47.62 kJ/mol; (21)Boiling Point: 258.6 °C at 760 mmHg; (22)Vapour Pressure: 0.022 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-benzyloxy-ethanol. This reaction will need reagents NBS, PPh₃ and solvent CH₂Cl₂. The reaction time is 13 hour(s) with reaction temperature of 20 ℃. The yield is about 89%.

You can still convert the following datas into molecular structure:
(1)SMILES: BrCCOCc1ccccc1
(2)InChI: InChI=1/C9H11BrO/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5H,6-8H2
(3)InChIKey: FWOHDAGPWDEWIB-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C9H11BrO/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5H,6-8H2
(5)Std. InChIKey: FWOHDAGPWDEWIB-UHFFFAOYSA-N

Product Name

BENZYL 2-BROMOETHYL ETHER

Synthetic route

Benzyl 2-bromoethyl ether Specification

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