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Benzyl 2-bromoethyl ether

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Name

Benzyl 2-bromoethyl ether

EINECS 629-202-2
CAS No. 1462-37-9 Density 1.358 g/cm3
PSA 9.23000 LogP 2.59810
Solubility Slightly soluble in water Melting Point N/A
Formula C9H11BrO Boiling Point 258.6 °C at 760 mmHg
Molecular Weight 215.09 Flash Point 111.7 °C
Transport Information N/A Appearance Clear colorless to pale yellow liquid
Safety 24/25 Risk Codes 22
Molecular Structure Molecular Structure of 1462-37-9 (BENZYL 2-BROMOETHYL ETHER) Hazard Symbols HarmfulXn
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;

Article Data 32

Benzyl 2-bromoethyl ether 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%

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

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