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5437-45-6

Basic Information
CAS No.: 5437-45-6
Name: Benzyl 2-bromoacetate
Article Data: 65
Cas Database
Molecular Structure:
Molecular Structure of 5437-45-6 (Benzyl 2-bromoacetate)
Formula: C9H9BrO2
Molecular Weight: 229.073
Synonyms: Aceticacid, bromo-, benzyl ester (6CI,7CI,8CI);Acetic acid, bromo-, phenylmethylester (9CI);Benzyl bromoacetate;Bromoacetic acidbenzyl ester;Merbac 35;NSC 16114;NSC 23980;Phenylmethyl bromoacetate;Benzyl 2-bromoacetate;
EINECS: 226-611-4
Density: 1.474 g/cm3
Melting Point: 199-201 °C(Solv: water (7732-18-5))
Boiling Point: 287.773 °C at 760 mmHg
Flash Point: 116.485 °C
Solubility: Not miscible or difficult to mix in water.
Appearance: Colorless or light yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information: UN 2810
PSA: 26.30000
LogP: 2.12470
Synthetic route
79-08-3

bromoacetic acid

100-51-6

benzyl alcohol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 120℃; for 24h;100%
With toluene-4-sulfonic acid In benzene at 120℃; for 24h; Inert atmosphere;100%
With toluene-4-sulfonic acid In benzene at 120℃; for 24h;100%
598-21-0

2-Bromoacetyl bromide

100-51-6

benzyl alcohol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetonitrile at 0℃; for 0.916667h; Sealed tube; Inert atmosphere;98%
With dmap In dichloromethane at 20℃; for 2h; Inert atmosphere;94%
With 2,6-dimethylpyridine In dichloromethane at 0℃; for 2h;91%
96-32-2

bromoacetic acid methyl ester

100-51-6

benzyl alcohol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With 1,3-bis(2,4,6-trimethylphenyl)imidazole hydrochloride; potassium tert-butylate In benzene at 80℃; for 10h; Inert atmosphere;85%
79-08-3

bromoacetic acid

100-51-6

benzyl alcohol

A

103-50-4

dibenzyl ether

B

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
In neat (no solvent) at 80℃; for 6h; Inert atmosphere;A n/a
B 82%

benzyl 2-(tributylstannyl)acetate

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With tetrabutylammonium hexanitratocerate(IV); carbon tetrabromide; potassium carbonate In acetonitrile at 0℃; for 2h;68%
105-36-2

ethyl bromoacetate

100-51-6

benzyl alcohol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid; toluene unter Entfernen des entstehenden Aethanols;
13837-45-1

1-ethoxy-1-cyclopropanol

78385-35-0

benzyloxycarbonylbromomethylenetriphenylphosphorane

A

78385-37-2

benzyl 2-bromocyclopropylideneacetate

B

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
In benzene for 3.5h; Yields of byproduct given;
78385-35-0

benzyloxycarbonylbromomethylenetriphenylphosphorane

A

78385-37-2

benzyl 2-bromocyclopropylideneacetate

B

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With 1-ethoxypropanol; benzoic acid In benzene for 3.5h; Yield given;
103-50-4

dibenzyl ether

598-21-0

2-Bromoacetyl bromide

A

100-39-0

benzyl bromide

B

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
at 100℃; for 10h; Product distribution;

benzyl bromo acetate

108-95-2

phenol

5437-45-6

Benzyl bromoacetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide
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    CAS No.: 5437-45-6 Other Names: Benzyl 2-bromoacetate CAS 5437-45-6 MF: C9H9BrO2 EINECS No.: N/A Place of Origin:

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    Specifications CAS No.: 5437-45-6 Other Names: Benzyl 2-bromoacetate MF: C9H9BrO2, C9H9BrO2 EINECS No.: 226-611-4 Place of Origin: Shandong, China (Mainland) Type: Syntheses Material Intermediates Purity: 97%min, 97%min Brand Name: Lu

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Specification

The Benzyl 2-bromoacetate, with the CAS registry number 5437-45-6, is also known as Bromoacetic acidbenzyl ester. It belongs to the product categories of Pharmaceutical Intermediates; Building Blocks; C8 to C9; Carbonyl Compounds; Chemical Synthesis; Esters; Organic Building Blocks. Its EINECS number is 226-611-4. This chemical's molecular formula is C9H9BrO2 and molecular weight is 229.07. What's more, its systematic name is Benzyl bromoacetate. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light.

Physical properties of Benzyl 2-bromoacetate are: (1)ACD/LogP: 2.368; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.37; (4)ACD/LogD (pH 7.4): 2.37; (5)ACD/BCF (pH 5.5): 37.13; (6)ACD/BCF (pH 7.4): 37.13; (7)ACD/KOC (pH 5.5): 462.66; (8)ACD/KOC (pH 7.4): 462.66; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.556; (14)Molar Refractivity: 49.942 cm3; (15)Molar Volume: 155.421 cm3; (16)Polarizability: 19.798×10-24cm3; (17)Surface Tension: 44.1 dyne/cm; (18)Density: 1.474 g/cm3; (19)Flash Point: 116.485 °C; (20)Enthalpy of Vaporization: 52.697 kJ/mol; (21)Boiling Point: 287.773 °C at 760 mmHg; (22)Vapour Pressure: 0.002 mmHg at 25°C.

Preparation: this chemical can be prepared by bromoacetic acid and phenylmethanol. This reaction will need reagents DCC, DMAP and solvent tetrahydrofuran with the reaction time of 16 hours. The yield is about 57%.

Benzyl 2-bromoacetate can be prepared by bromoacetic acid and phenylmethanol

Uses of Benzyl 2-bromoacetate: it can be used to produce morpholin-4-yl-acetic acid benzyl ester at the ambient temperature. It will need solvent CH2Cl2 with the reaction time of 16 hours. The yield is about 91%.

Benzyl 2-bromoacetate can be used to produce morpholin-4-yl-acetic acid benzyl ester at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: BrCC(=O)OCc1ccccc1
(2)Std. InChI: InChI=1S/C9H9BrO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7H2
(3)Std. InChIKey: JHVLLYQQQYIWKX-UHFFFAOYSA-N