Ethyl 5-bromovalerate

Base Information

• Chemical Name: Ethyl 5-bromovalerate
• CAS No.: 14660-52-7
• Molecular Formula: C7H13BrO2
• Molecular Weight: 209.083
• Hs Code.: 29159000
• European Community (EC) Number: 238-705-2
• NSC Number: 310169
• UNII: AG6TP2H7HL
• DSSTox Substance ID: DTXSID50163417
• Nikkaji Number: J236.175B
• Wikidata: Q72473406
• Mol file: 14660-52-7.mol

Synonyms:Ethyl 5-bromovalerate;14660-52-7;Ethyl 5-bromopentanoate;5-Bromopentanoic acid ethyl ester;Pentanoic acid, 5-bromo-, ethyl ester;5-Bromovaleric Acid Ethyl Ester;Ethyl5-bromovalerate;MFCD00000266;AG6TP2H7HL;5-Bromopentanoate ethyl ester;EINECS 238-705-2;Valeric acid, 5-bromo-, ethyl ester;NSC-310169;AI3-37649;ethyl-5-bromovalerate;ethyl-5-bromo-valerate;ethyl-5-bromopentanoate;ethyl 5-bromo-pentanoate;ethyl-5-bromo-pentanoate;UNII-AG6TP2H7HL;Ethyl .omega.-bromovalerate;Ethyl 5-bromovalerate, 98%;SCHEMBL282083;5-bromo-valeric acid ethylester;AFRWBGJRWRHQOV-UHFFFAOYSA-;5-bromo valeric acid ethyl ester;5-Bromovaleric acid, ethyl ester;DTXSID50163417;5-bromo-pentanoic acid ethyl ester;ETHYL .DELTA.-BROMOVALERATE;NSC310169;AKOS015836144;CS-W008658;NSC 310169;AS-15625;BP-12642;SY002795;AM20080354;B1557;FT-0620182;FT-0625766;EN300-65864;Ethyl 5-bromovalerate, purum, >=97.0% (GC);W-109031

Chemical Property of Ethyl 5-bromovalerate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.0712mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 229 °C at 760 mmHg
• Flash Point: 103.9 °C
• PSA: 26.30000
• Density: 1.3 g/cm³
• LogP: 2.11470
• Storage Temp.: Store at RT.
• Sensitive.: Light Sensitive
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 208.00989
• Heavy Atom Count: 10
• Complexity: 93.6

Purity/Quality:

99% ^*data from raw suppliers

5-BromopentanoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCCCBr
• Uses: 5-Bromopentanoic Acid Ethyl Ester was used in the preparation of S(γ-Carboxypropyl)-DL-homocysteine and S(δ-Carboxybutyl)-DL-homocysteine. It was also used in the preparation of ethyl 5-azidovalerate. Ethyl 5-bromovalerate is employed in the preparation of S(γ-Carboxypropyl)-DL-homocysteine and S(δ-Carboxybutyl)-DL-homocysteine. It is also used in the preparation of ethyl 5-azidovalerate.

Technology Process of Ethyl 5-bromovalerate

There total 17 articles about Ethyl 5-bromovalerate 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: 95.0%

ethanol (64-17-5) + 5-bromopentanoic acid (2067-33-6) → ethyl 5-bromovalerate (14660-52-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 - 22 ℃; for 45h;

DOI:10.1021/jm015573g

Reference yield: 43.0%

adipinic acid monoethyl ester (626-86-8) → ethyl 5-bromovalerate (14660-52-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; caesium carbonate; Diethyl 2-bromomalonate; In chlorobenzene; at 20 ℃; for 4h; Inert atmosphere; Irradiation;

DOI:10.1002/chem.201602251

Reference yield: 43.0%

→ ethyl 5-bromovalerate (14660-52-7)

Guidance literature:

upstream raw materials:

ethanol

5-bromopentan-1-nitrile

ethyl 4-pentenoate

3,4,5,6-tetrahydro-2H-pyran-2-one

Downstream raw materials:

ethyl 5-<3-(1-piperidinylmethyl)phenoxy>valerate

ethyl 5-<(9-oxoxanthen-3-yl)oxy>valerate

ethyl cyclobutylcarboxylate

5-(4-Benzhydrylidene-piperidin-1-yl)-pentanoic acid ethyl ester

Refernces

• 1、 Henrichs,P.M.,Peterson,P.E.. "-". . p. 362 - 367. Retrieved 1976.
• 2、 Aitken, R. Alan,Boubalouta, Youcef,Chang, Da,Cleghorn, Lee P.,Gray, Ian P.,Karodia, Nazira,Reid, Euan J.,Slawin, Alexandra M.Z.. "The value of 2JP–CO as a diagnostic parameter for the structure and thermal reactivity of carbonyl-stabilised phosphonium ylides". . p. 6275 - 6285. Retrieved 2017/09/29.
• 3、 Candish, Lisa,Standley, Eric A.,Gómez-Suárez, Adrián,Mukherjee, Satobhisha,Glorius, Frank. "Catalytic Access to Alkyl Bromides, Chlorides and Iodides via Visible Light-Promoted Decarboxylative Halogenation". supporting information. p. 9971 - 9974. Retrieved 2016/07/19.