Methyl 3-bromopropionate

Base Information

• Chemical Name: Methyl 3-bromopropionate
• CAS No.: 3395-91-3
• Molecular Formula: C4H7BrO2
• Molecular Weight: 167.002
• Hs Code.: 29159080
• European Community (EC) Number: 222-247-5
• NSC Number: 3705
• UNII: Y803CH1P4W
• DSSTox Substance ID: DTXSID6063010
• Nikkaji Number: J205.497C
• Wikidata: Q27294364
• Mol file: 3395-91-3.mol

Synonyms:Methyl 3-bromopropanoate;Methyl 3-bromopropionate;3395-91-3;Propanoic acid, 3-bromo-, methyl ester;3-Bromopropionic acid methyl ester;Methyl beta-bromopropionate;methyl-3-bromopropionate;3-Bromopropanoic acid methyl ester;Propionic acid, 3-bromo-, methyl ester;beta-Bromopropionic acid, methyl ester;Methyl .beta.-bromopropionate;NSC 3705;3-bromo-propionic acid methyl ester;EINECS 222-247-5;MFCD00000250;UNII-Y803CH1P4W;AI3-06001;Y803CH1P4W;NSC-3705;.beta.-Bromopropionic acid, methyl ester;Methyl3-bromopropanoate;methyl bromomethylacetate;methyl 3-bromoproprionate;methyl 3-bromo-proprionate;SCHEMBL28699;DTXSID6063010;Methyl 3-bromopropionate, 97%;3-bromopropanic acid methyl ester;NSC3705;AMY21872;AB7483;BBL027291;STL373271;AKOS009156848;CS-W008728;GS-0929;SY002337;LS-121235;B0648;FT-0615243;EN300-49493;.BETA.-BROMOPROPIONIC ACID METHYL ESTER;Methyl 3-bromopropionate, purum, >=98.0% (GC);J-019397;J-522161;.BETA.-BROMOPROPIONIC ACID METHYL ESTER [MI];Q27294364

Chemical Property of Methyl 3-bromopropionate

Chemical Property:

• Appearance/Colour: Very slightly yellow liquid
• Vapor Pressure: 1.78mmHg at 25°C
• Melting Point: 75°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 166.537 °C at 760 mmHg
• Flash Point: 75 °C
• PSA: 26.30000
• Density: 1.501 g/cm³
• LogP: 0.94440
• Storage Temp.: Store at R.T.
• Water Solubility.: Immiscible
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.96294
• Heavy Atom Count: 7
• Complexity: 62.7

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-bromopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCBr
• Uses: Methyl 3-bromopropionate was used in the synthesis of spiroanellated γ-lactones, pinacols and unprecedented 3-(1-hydroxycycloalkyl)-l-oxaspiro[n,m]alkan-2-ones.

Technology Process of Methyl 3-bromopropionate

There total 12 articles about Methyl 3-bromopropionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

Acetyl bromide (506-96-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → Methyl 3-bromopropionate (3395-91-3)

Guidance literature:

With hydroquinone; In methanol; at 20 - 50 ℃; for 2h;

Reference yield: 96.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → Methyl 3-bromopropionate (3395-91-3)

Guidance literature:

With boron tribromide; ethylene glycol; In dichloromethane; at 0 - 20 ℃; for 24h; Concentration; Inert atmosphere;

DOI:10.1002/jccs.201300394

Reference yield: 88.0%

propanoic acid methyl ester (554-12-1) → Methyl 3-bromopropionate (3395-91-3)

Guidance literature:

With N-Bromosuccinimide; silver nitrate; In acetone; at 20 ℃; for 6h;

upstream raw materials:

3-Bromopropionic acid

methanol

acrylic acid methyl ester

1-bromovinylbenzene

Downstream raw materials:

5-oxo-5-(3,4,5-trimethoxyphenyl)pentanoic acid

3,4-dihydro-pyrido[1,2-a]pyrimidin-2-one

6t-phenyl-hexa-3ξ,5-dienoic acid

triethyl-bromo-silane

Refernces

• 1、 -. "Preparation method of 3-bromopropionate compound". Paragraph 0029. . Retrieved 2020/06/30.
• 2、 Li, Juan,Cui, Hong-Kui,Liu, Lei. "Peptide ligation assisted by an auxiliary attached to amidyl nitrogen". scheme or table. p. 1793 - 1796. Retrieved 2010/06/13.