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ETHYL 2-(BROMOMETHYL)ACRYLATE

CAS No.
17435-72-2
Chemical Name:
ETHYL 2-(BROMOMETHYL)ACRYLATE
Synonyms
Ethyl Bromomethacrylate;3-bromo-2-methyl-2-propenoic acid ethyl ester;DK588;NSC 215252;DKFELEX0148;2-Carbethoxyallyl Bromide;Ethyl2-(Bromomethyl)acrvlate;ETHYL 2-(BROMOMETHYL)ACRYLATE;Ethyl 2-(bromomethyl)propenoate;Ethyl 2-(bromomethyl)acrylate,97%
CBNumber:
CB0741901
Molecular Formula:
C6H9BrO2
Molecular Weight:
193.04
MDL Number:
MFCD00031518
MOL File:
17435-72-2.mol
MSDS File:
SDS
Last updated:2026-01-13 11:13:14
Product description Number Pack Size Price
Ethyl 2-(bromomethyl)acrylate 98% 425222 1g $77.2
Ethyl 2-(bromomethyl)acrylate 98% 425222 5g $246
Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ) >97.0%(GC) B1820 1g $55
Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ) >97.0%(GC) B1820 5g $207
EthylBromomethacrylate E900390 10g $245
More product size

ETHYL 2-(BROMOMETHYL)ACRYLATE Properties

Melting point 134-136℃
Boiling point 38 °C/0.8 mmHg (lit.)
Density 1.398 g/mL at 25 °C (lit.)
refractive index n20/D 1.479(lit.)
Flash point 178 °F
storage temp. -20°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly)
form Liquid
color Colorless to pale yellow
BRN 970108
InChI InChI=1S/C6H9BrO2/c1-3-9-6(8)5(2)4-7/h2-4H2,1H3
InChIKey MTCMFVTVXAOHNQ-UHFFFAOYSA-N
SMILES C(OCC)(=O)C(CBr)=C
CAS DataBase Reference 17435-72-2(CAS DataBase Reference)
UNSPSC Code 12162002
NACRES NA.23

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  UN 2810 6.1 / PGII
WGK Germany  3
10-19-23
HazardClass  6.1
HS Code  29161900
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Limited Quantities 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
NFPA 704
2
3 2

ETHYL 2-(BROMOMETHYL)ACRYLATE price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 425222 Ethyl 2-(bromomethyl)acrylate 98% 17435-72-2 1g $77.2 2025-07-31 Buy
Sigma-Aldrich 425222 Ethyl 2-(bromomethyl)acrylate 98% 17435-72-2 5g $246 2025-07-31 Buy
TCI Chemical B1820 Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ) >97.0%(GC) 17435-72-2 1g $55 2025-07-31 Buy
TCI Chemical B1820 Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ) >97.0%(GC) 17435-72-2 5g $207 2025-07-31 Buy
TRC E900390 EthylBromomethacrylate 17435-72-2 10g $245 2021-12-16 Buy
Product number Packaging Price Buy
425222 1g $77.2 Buy
425222 5g $246 Buy
B1820 1g $55 Buy
B1820 5g $207 Buy
E900390 10g $245 Buy

ETHYL 2-(BROMOMETHYL)ACRYLATE Chemical Properties,Uses,Production

Chemical Properties

Colourless Oil

Uses

ETHYL 2-(BROMOMETHYL)ACRYLATE is an intermediate used for the synthesis of aza inhibitors of chorismate mutase.

Uses

It can be employed as an electrophile for various organometallic compounds. The organometallic derivatives of the compound can be used for the synthesis of α-methylene lactones and lactams. It can also be used for the polymerization of functionalized acrylic monomers.

General Description

Ethyl 2-(bromomethyl)acrylate is an allylic alkylating reagent.

Synthesis

Ethyl 2-(hydroxymethyl)acrylate

10029-04-6

ETHYL 2-(BROMOMETHYL)ACRYLATE

17435-72-2

GENERAL STEPS: Phosphorus tribromide (0.51 mL, 5.4 mmol) was added slowly and dropwise to a stirred solution of ethyl 2-hydroxymethacrylate (2 g, 15.4 mmol) in ether (15 mL) at 0 °C. The reaction mixture was stirred at 0 °C for 3 h and subsequently warmed to room temperature. The reaction was quenched by the addition of water (5 mL) and the product was extracted with hexane (3 x 10 mL). The organic layers were combined, washed with brine (2 × 10 mL), dried over anhydrous MgSO4, filtered and concentrated in vacuum to afford ethyl 2-bromomethacrylate (2.4 g, 12.3 mmol, 82% yield) as a colorless liquid, which could be used in the next reaction without further purification. The product was characterized as follows: colorless oil; 1H NMR (400 MHz, CDCl3) δ 1.30 (t, J = 7.2 Hz, 3H, H6), 4.16 (s, 2H, H4), 4.24 (q, J = 7.0 Hz, 2H, H5), 5.92 (s, 1H, H1'), 6.30 (s, 1H, H1); 13C NMR ( 101 MHz, CDCl3) δ 14.1 (CH3, C6), 29.3 (CH2, C4), 61.2 (CH2, C5), 128.8 (CH2, C1), 137.6 (C, C2), 164.8 (C, C3); IR (νmax, cm-1) 1718 (C=O ester), 1628 (C=C alkene), 1182 (C-O ester), 523 (C-Br); HRMS-EI: m/z [M+H]+ calcd for C6H10BrO2: 192.9864, found: 192.6870.

Purification Methods

If it contains some free acid, add H2O, cool, and neutralise with NaHCO3 until evolution of CO2 ceases. Extract the mixture with Et2O (3x) and dry the combined extracts (Na2SO4, 3hours). Evaporate Et2O and distil the ester collecting fraction b 39-40o/0.9mm and check spectra. [Preparation and NMR: Ramarajan et al. Org Synth Coll Vol VII 211 1990, Beilstein 2 IV 1541.]

References

[1] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 6, p. 1513 - 1516
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 5, p. 1872 - 1875
[3] Angew. Chem., 2016, vol. 128, # 5, p. 1904 - 1907,4
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 41, p. 12619 - 12623
[5] Angew. Chem., 2017, vol. 129, # 41, p. 12793 - 12797,5

105-53-3
17435-72-2
Synthesis of ETHYL 2-(BROMOMETHYL)ACRYLATE from Diethyl malonate
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View Lastest Price from ETHYL 2-(BROMOMETHYL)ACRYLATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(Bromomethyl)acrylic acid ethyl ester pictures 2025-06-04 2-(Bromomethyl)acrylic acid ethyl ester
17435-72-2
US $0.00-0.00 / kg 1kg 98%+ 100000kg per Month Shanghai Qyubiotech Co., Ltd.
ETHYL 2-(BROMOMETHYL)ACRYLATE pictures 2021-08-12 ETHYL 2-(BROMOMETHYL)ACRYLATE
17435-72-2
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
ETHYL 2-(BROMOMETHYL)ACRYLATE pictures 2019-07-06 ETHYL 2-(BROMOMETHYL)ACRYLATE
17435-72-2
US $1.00 / KG 1KG 98% 100Kg Career Henan Chemical Co
Ethyl2-(Bromomethyl)acrvlate 3-bromo-2-methyl-2-propenoic acid ethyl ester 2-Propenoic acid, 2-(bromomethyl)-, ethyl ester 2-(Bromomethyl)-2-propenoic Acid Ethyl Ester 2-Carbethoxyallyl Bromide Ethyl 2-(Bromomethyl)-2-propenoate Ethyl 3-Bromo-2-(methylene)propanoate Ethyl Bromomethacrylate NSC 215252 Ethyl 2-(bromomethyl)acrylate,97% Ethyl 2-(bromomethyl)acrylate ,98% Ethyl 2-(bromomethyl)prop-2-enoate Ethyl 2-(broMoMethyl)acrylate, 97% 5GR 2-(BROMOMETHYL)ACRYLIC ACID ETHYL ESTER ETHYL 2-(BROMOMETHYL)ACRYLATE Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ) Ethyl 2-(bromomethyl)propenoate Ethyl 3-bromo-2-methylenepropionate Ethyl 2-(bromomethyl)acrylate, 97%, for synthesis Ethyl 2-(Bromomethyl)acrylate (stabilized with HQ)> DK588 DKFELEX0148 ETHYL 2-(BROMOMETHYL)ACRYLATE 97% 17435-72-2 CH2CCH2BrCO2CH2CH3 ESTER C6 to C7 Carbonyl Compounds Building Blocks Organic Building Blocks Esters Benzothiophenes ,Thiophenes Aliphatics AcrylateCarbonyl Compounds Acrylic Monomers C6 to C7 Esters Monomers All Aliphatics