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1462-37-9

Basic Information
CAS No.: 1462-37-9
Name: Benzene,[(2-bromoethoxy)methyl]-
Molecular Structure:
Molecular Structure of 1462-37-9 (Benzene,[(2-bromoethoxy)methyl]-)
Formula: C9H11BrO
Molecular Weight: 215.09
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;
EINECS: 629-202-2
Density: 1.358 g/cm3
Melting Point:
Boiling Point: 258.6 °C at 760 mmHg
Flash Point: 111.7 °C
Solubility: Slightly soluble in water
Appearance: Clear colorless to pale yellow liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 24/25
Transport Information:
PSA: 9.23000
LogP: 2.59810
Synthetic route
622-08-2

2-Benzyloxyethanol

1462-37-9

bromoethyl-2-benzyl ether

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In hexane; dichloromethane85%
In N-Bromosuccinimide; hexane; dichloromethane85%
622-08-2

2-Benzyloxyethanol

A

1462-37-9

bromoethyl-2-benzyl ether

B

100-39-0

benzyl bromide

Conditions
ConditionsYield
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
ConditionsYield
With pyridine; triphenylphosphine In methanol; dichloromethane; ethyl acetate76%
106-93-4

ethylene dibromide

100-51-6

benzyl alcohol

1462-37-9

bromoethyl-2-benzyl ether

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide90%
With potassium carbonate In N,N-dimethyl-formamide90%
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;
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  • BENZYL 2-BROMOETHYL ETHER   CAS NO 1462-37-9

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    BENZYL 2-BROMOETHYL ETHER CAS NO 1462-37-9

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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