Benzyl bromoacetate

Basic Information

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CAS Number

5437-45-6

Molecular Formula

C9H9BrO2

Molecular Weight

229.07 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Boiling Point

170°C/22mmHg

Water Solubility

Not miscible or difficult to mix in water.

Refractive Index

n20/D 1.544(lit.)

SMILES

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C1=CC=C(C=C1)COC(=O)CBr

InChI

InChI=1S/C9H9BrO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7H2

InChIKey

JHVLLYQQQYIWKX-UHFFFAOYSA-N

LogP

2.1247

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

142

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

photosensitive

Synonyms & References

English

benzyl bromacetate
PB43021
alpha-bromo-acetic acid benzyl ester
NSC23980
2-Bromoacetic acid benzyl ester
DTXSID4040343
benzylbromanuidyl acetate;Benzyl Bromoacetate
FT-0622768
2-([(4-CHLOROPHENYL)SULFONYL]AMINO)-4-METHYLPENTANOICACID
Bromoacetic acid, benzyl ester
bromo-acetic acid benzyl ester
W-105636
phenylmethyl bromoacetate
5437-45-6
InChI=1/C9H9BrO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7H2
UNII-64U2RK18D3
AMY37073
NSC 16114
MFCD00000190
bromoacetic acid-benzylester
NCGC00255660-01
Benzyl bromoacetate
NSC-16114
Merbac 35
EPA Pesticide Chemical Code 008710
2-Bromoacetic Acid Phenylmethyl Ester
Benzyl 2-bromoacetate
EINECS 226-611-4
NSC16114
CHEMBL3184596
Benzyl2-bromoacetate

MDL Number

MFCD00000190

Customs Code

29159080

FAQ

What are the physical and chemical properties of Benzyl bromoacetate (CAS: 5437-45-6)?

Benzyl bromoacetate (CAS: 5437-45-6) is a colorless to slightly yellowish liquid with a strong odor. It has a molecular weight of approximately 218.07 g/mol, and is poorly soluble in water but soluble in organic solvents like ethanol and acetone. Chemically, it is highly reactive, especially towards nucleophiles, and can undergo hydrolysis and nucleophilic substitution reactions.

How is Benzyl bromoacetate (CAS: 5437-45-6) typically synthesized?

Benzyl bromoacetate (CAS: 5437-45-6) is typically synthesized via the bromination of benzyl acetate using hydrogen bromide or fuming sulfuric acid. The reaction is exothermic and requires careful temperature control to achieve high selectivity and yield. Commonly, a mixture of benzyl acetate, hydrogen bromide, and a catalyst like iron(III) bromide is heated under reflux to produce the desired ester.

What industries use Benzyl bromoacetate (CAS: 5437-45-6)?

Benzyl bromoacetate (CAS: 5437-45-6) is used in various industries including pharmaceuticals for synthesis of intermediates, polymers for plastic additives, and perfumery for fragrance compounds. It is also utilized in sensors as a detector molecule and in semiconductors for specific chemical vapor deposition applications.

What precautions should be taken when handling Benzyl bromoacetate (CAS: 5437-45-6)?

When handling Benzyl bromoacetate (CAS: 5437-45-6), it is essential to use proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to avoid inhalation. Spills should be neutralized with a suitable acid-base buffer solution and collected for proper disposal. Always consult the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.