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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
Molecular Weight:
167
MDL Number:
MFCD00000191
MOL File:
105-36-2.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:27

Ethyl bromoacetate Properties

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)
EWG's Food Scores 1-2
FDA UNII D20KFB313W
NIST Chemistry Reference Acetic acid, bromo-, ethyl ester(105-36-2)
EPA Substance Registry System Acetic acid, 2-bromo-, ethyl ester (105-36-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06
Signal word  Danger
Hazard statements  H226-H300+H310+H330
Precautionary statements  P210-P233-P240-P280-P303+P361+P353-P304+P340+P310
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
NFPA 704
2
3 1

Ethyl bromoacetate price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.01636 Ethyl bromoacetate for synthesis 105-36-2 250ML $116 2024-03-01 Buy
Sigma-Aldrich 8.01636 Ethyl bromoacetate for synthesis 105-36-2 1L $351 2024-03-01 Buy
Sigma-Aldrich 133973 Ethyl bromoacetate reagent grade, 98% 105-36-2 5g $42.2 2024-03-01 Buy
Sigma-Aldrich 133973 Ethyl bromoacetate reagent grade, 98% 105-36-2 100g $42.6 2024-03-01 Buy
Alfa Aesar A10448 Ethyl bromoacetate, 98% 105-36-2 100g $39 2024-03-01 Buy
Product number Packaging Price Buy
8.01636 250ML $116 Buy
8.01636 1L $351 Buy
133973 5g $42.2 Buy
133973 100g $42.6 Buy
A10448 100g $39 Buy

Ethyl bromoacetate Chemical Properties,Uses,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.

64-17-5
79-08-3
105-36-2
Synthesis of Ethyl bromoacetate from Ethanol and Bromoacetic acid

Ethyl bromoacetate Preparation Products And Raw materials

Global( 419)Suppliers
Supplier Tel Email Country ProdList Advantage
Yancheng Longshen Chemical Co.,Ltd.
+86-0515-88706880; +8618352073383 sales@longshenchem.com China 79 55
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+8617531190177 peter@yan-xi.com China 5993 58
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Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7038 58
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571-85586718 +8613336195806 sales@capotchem.com China 29797 60
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View Lastest Price from Ethyl bromoacetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl bromoacetate pictures 2023-12-23 Ethyl bromoacetate
105-36-2
US $50.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Ethyl bromoacetate pictures 2023-10-14 Ethyl bromoacetate
105-36-2
US $0.00 / kg 1kg 0.99 20tons Hebei Yanxi Chemical Co., Ltd.
Ethyl bromoacetate pictures 2023-10-08 Ethyl bromoacetate
105-36-2
US $30.00 / KG 1KG 99% 20T Firsky International Trade (Wuhan) Co., Ltd
ethylbromacetate ethylbromoethanoate ethylmonobromoacetate ethoxycarbonylmethylbromide Ethyl bromoacetate 95+ % ETHYL BROMOACETATE ETHYL-2-BROMOETHANOATE EthylBromoacetateForSynthesis ETHYLBROMOACETATE (controlled chemical) Ethyl alpha-bromoacetate Ethyl bromacetate Ethyl monobromoacetate ethylalpha-bromoacetate Ethyl bromoacetate,98% m-Methylbenzenesulfonic acid thyl monobromoacetate Ethyl bromoacetate ,97% 2-Bromoacetic acid ethyl Bromoacetic acid ethyl α-Bromoacetic acid ethyl Aceticacid,bromo-,ethylester Antol bromoacetated’ethyle bromo-aceticaciethylester Ethoxycarbonylmethyl bromide hyl bromoacetate BroMine ethyl acetate Ethyl cyanoacetate ethyl cyanoacetate 2-[14C1]ethyl bromoacetate Ethyl Bromoacetate > Ethyl bromoacetate, 99%+ Bromoacetate acid ethyl ester BROMOACETIC ACID ETHYL ESTER ETHYL 2-BROMOACETATE Travoprost Impurity 38 Travoprost Impurity 56 Anagrelide impurity 37 Lumacaftor Impurity 8 Ethyl-bromacetat Ethyl Bromoacetate, ≥ 97.0% 105-36-2 105-30-2 C4H7BrO2 BrCH2COOC2H5 BrCH2CO2CH2CH3 CH2BrCOOC2H5 Organic Building Blocks Esters ACETATE C2 to C5 Carbonyl Compounds Building Blocks Esters C2 to C5 Carbonyl Compounds Pharmaceutical Intermediates Organics 105-36-2