Ethyl 2,3-Dibromopropionate

Name: Ethyl 2,3-Dibromopropionate
Brand: ChemScene
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CAS No. 3674-13-3
Cat. No. CS-W012517
Purity≥98%
MDL No.MFCD00000212

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 3674-13-3

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General Information

CAS No. 3674-13-3
Cat. No. CS-W012517
Purity ≥98%
MDL No. MFCD00000212
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈Br₂O₂
Molecular Weight 259.93
Synonym(s) ethyl 2,3-dibromopropanoate; Ethyl 2,3-dibromopropionate
SMILES O=C(OCC)C(Br)CBr

Description

Ethyl 2,3-dibromopropionate features a dibromo-substituted propionate backbone, enabling direct incorporation into carbon–carbon bond-forming reactions. The geminal bromine atoms provide high electrophilicity at the β-position, facilitating nucleophilic displacement and enabling efficient synthesis of functionalized alkenes and cyclopropanes under mild conditions.

Application

Ethyl 2,3-dibromopropionate serves as a versatile dihalogenated building block in synthetic organic chemistry, enabling the construction of substituted alkenes and heterocycles via elimination or substitution reactions. Its stability under standard handling conditions and compatibility with palladium-catalyzed cross-couplings facilitate efficient synthesis of functionalized chains and cyclic frameworks. The molecule functions as a key intermediate in the preparation of α,β-unsaturated esters and brominated analogs for further derivatization.

Synthesis

Route1
- 140-88-5
- ~96%
- In-stock
  
  3674-13-3
References
- Rouf, Abdul; Gupta, Pankaj; Aga, Mushtaq A.; Kumar, Brijesh; Chaubey, Asha; Parshad, Rajinder; Taneja, Subhash C. Tetrahedron Asymmetry, 2012 , vol. 23, # 22-23 p. 1615 - 1623
Route2
- 623-73-4
- 74-95-3
- ~65%
- In-stock
  
  3674-13-3
References
- Dias, H. V. Rasika; Browning, R. Greg; Polach, Sharon A.; Diyabalanage, Himashinie V. K.; Lovely, Carl J. Journal of the American Chemical Society, 2003 , vol. 125, # 31 p. 9270 - 9271
Route3
- 64-17-5
- 600-05-5
- ~51%
- In-stock
  
  3674-13-3
References
- Prosyanik, A.V.; Bondarenko, S.V.; Markov, V.I.; Chervin, I.I.; Isobaev, M.D.; et al. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980 , vol. 16, # 2 p. 154 - 158 Khimiya Geterotsiklicheskikh Soedinenii, 1980 , vol. 16, # 2 p. 212 - 215

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2922
Class : 8 (6.1)	Packing Group : Ⅱ
Hazard Statements : H227-H301+H311+H331-H314
Precautionary Statements : P210-P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P330-P361+P364-P363-P370+P378-P403-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 1.7079
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty chain compounds

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Ethyl 2,3-Dibromopropionate

CAS No. 3674-13-3

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