ChemicalBook > CAS DataBase List > Ethyl bromoacetate

Ethyl bromoacetate

Product Name
Ethyl bromoacetate
CAS No.
105-36-2
Chemical Name
Ethyl bromoacetate
Synonyms
ETHYL 2-BROMOACETATE;BROMOACETIC ACID ETHYL ESTER;Antol;ethylbromacetate;hyl bromoacetate;Ethyl-bromacetat;Ethyl bromacetate;ETHYL BROMOACETATE;ethylbromoethanoate;bromoacetated’ethyle
CBNumber
CB6852654
Molecular Formula
C4H7BrO2
Formula Weight
167
MOL File
105-36-2.mol
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Ethyl bromoacetate Property

Melting point:
-38 °C
Boiling point:
159 °C(lit.)
Density 
1.506 g/mL at 25 °C(lit.)
vapor density 
5.8 (vs air)
vapor pressure 
2.6 mm Hg ( 25 °C)
refractive index 
n20/D 1.451(lit.)
Flash point:
118 °F
storage temp. 
Store below +30°C.
solubility 
water: insoluble
form 
Liquid
color 
Clear
Specific Gravity
1.506
Odor
Pungent odour
Water Solubility 
Miscible with ethanol, acetone, benzene and ethyl ether. Immiscible with water.
BRN 
506456
Dielectric constant
9.75
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, water, strong acids.
InChIKey
PQJJJMRNHATNKG-UHFFFAOYSA-N
CAS DataBase Reference
105-36-2(CAS DataBase Reference)
NIST Chemistry Reference
Acetic acid, bromo-, ethyl ester(105-36-2)
EPA Substance Registry System
Acetic acid, 2-bromo-, ethyl ester (105-36-2)
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
26-45-7/9-1/2
RIDADR 
UN 1603 6.1/PG 2
WGK Germany 
1
RTECS 
AF6000000
19
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29159080
Hazardous Substances Data
105-36-2(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.01636
Product name
Ethyl bromoacetate
Purity
for synthesis
Packaging
250ML
Price
$116
Updated
2024/03/01
Sigma-Aldrich
Product number
8.01636
Product name
Ethyl bromoacetate
Purity
for synthesis
Packaging
1L
Price
$351
Updated
2024/03/01
Sigma-Aldrich
Product number
133973
Product name
Ethyl bromoacetate
Purity
reagent grade, 98%
Packaging
5g
Price
$42.2
Updated
2024/03/01
Sigma-Aldrich
Product number
133973
Product name
Ethyl bromoacetate
Purity
reagent grade, 98%
Packaging
100g
Price
$42.6
Updated
2024/03/01
Alfa Aesar
Product number
A10448
Product name
Ethyl bromoacetate, 98%
Packaging
100g
Price
$39
Updated
2024/03/01
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Ethyl bromoacetate Chemical Properties,Usage,Production

Description

Ethyl bromoacetate is a clear, colorless tolight-yellow liquid. Molecular weight = 167.02; Boilingpoint = 159℃. Freezing point ≤-20℃; Flashpoint = 48℃. Hazard Identification (based on NFPA-704 MRating System): Health 2, Flammability 2, Reactivity 0.Insoluble in water

Chemical Properties

Ethyl bromoacetate is a clear, colorless to light-yellow liquid and has a pungent odor. It is miscible with ethanol, ether, benzene and with other oxygenated and aromatic solvents, insoluble in water and partially decomposed by water.

Uses

Ethyl bromoacetate is widely used as an alkylating reagent involved in the Reformatsky reaction to prepare the beta-hydroxy esters by reacting with carbonyl compounds. It is also used for the syntheses of witting reagent, artificial diethylstilbestrol antigen, 3-phenyl-1-naphthol and steroidal thiazolidinone derivatives. It finds applications in the preparation of reversibly photoresponsive coumarin-stabilized polymeric nanoparticles in an aqueous medium which act as a detectable drug carrier.

Application

Ethyl Bromoacetate is used as a synthetic organic chemical intermediate as well as a pharmaceutical and agricultural intermediate. It is used in the synthesis of metabolites of carcinogenic PAHs. It is also used in the preparation of steroidal antiestrogens through cyclic condensation. Ethyl Bromoacetate is a reactant in the preparation of antim icrobial and antioxidant coumarinyloxymethyl-thiadiazolone.

Preparation

Ethyl bromoacetate is commonly synthesized by sulfuric acid catalyzed esterification of monobromoacetic acid (MBAA). After reaction completion, excess acid is washed out and the product purified via distillation under reduced pressure if necessary (Stenger, 1978; Korhonen, 1984).

Reactions

Ethyl bromoacetate on derivatisation reaction with p-t-butyl calix[4]arene yields 1,3-diester substituted calix[4]arene. It also undergoes Suzuki type cross-coupling reactions with arylboronic acids cocatalyzed by copper(I) oxide.

General Description

Ethyl bromoacetate appears as a clear, colorless liquid. A lachrymator. Toxic by ingestion, inhalation and skin absorption; a strong irritant of the skin. Insoluble in water and soluble in alcohol, benzene, and ether. Specific gravity of 1.5.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

Ethyl bromoacetate is a halogenated ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Hazard

Toxic by ingestion, inhalation, and skin absorption; strong irritant.

Health Hazard

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Bromoacetates and chloroacetates are extremely irritating/lachrymators. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Safety Profile

A poison. An irritant to skin, eyes, and mucous membranes. Questionable carcinogen with experimental neoplastigenic data. Flammable liquid when exposed to heat, flame, and oxidizers. Will react with water or steam to produce toxic and corrosive fumes. To fight fire, use water as a fire blanket. When heated to decomposition or on contact with acid or acid fumes, it emits highly toxic fumes of Br-. See also BROMIDES.

Potential Exposure

Used for making pharmaceuticals; as a warning gas in poisonous, odorless gasses; as a tear gas

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24- 48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, well-ventilated area away from oxidizers, strong acids, strongbases, reducing agents, heat, and sources of ignition. Wherepossible, automatically pump liquid from drums or otherstorage containers to process containers.

Shipping

UN1603 Ethyl bromoacetate, Hazard class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Wash the ester with saturated aqueous Na2CO3 (three times), 50% aqueous CaCl2 (three times) and saturated aqueous NaCl (twice). Dry with MgSO4, CaCl2 or CaCO3, and distil it. [Beilstein 2 IV 527.] LACHRYMATORY.

Incompatibilities

Vapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, and reducing agents. Esters are generally incompatible with nitrates. Moisture may cause hydrolysis or other forms of decomposition.

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View Lastest Price from Ethyl bromoacetate manufacturers

Hebei Miaoyin Technology Co.,Ltd
Product
ethyl 2-bromoacetate 105-36-2
Price
US $20.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000
Release date
2023-04-18
Hebei Yanxi Chemical Co., Ltd.
Product
Ethyl bromoacetate 105-36-2
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-13
Hebei Chuanghai Biotechnology Co,.LTD
Product
Ethyl Bromoacetate 105-36-2
Price
US $19.00/KG
Min. Order
1KG
Purity
99.%
Supply Ability
10 ton
Release date
2024-08-22

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