Methyl 6-bromohexanoate

Base Information

• Chemical Name: Methyl 6-bromohexanoate
• CAS No.: 14273-90-6
• Molecular Formula: C7H13BrO2
• Molecular Weight: 209.083
• Hs Code.: 29159000
• European Community (EC) Number: 604-307-6
• DSSTox Substance ID: DTXSID60400224
• Nikkaji Number: J26.263C
• Wikidata: Q72488525
• Mol file: 14273-90-6.mol

Synonyms:Methyl 6-bromohexanoate;14273-90-6;6-bromohexanoic acid methyl ester;Methyl6-Bromohexanoate;Hexanoic acid, 6-bromo-, methyl ester;methyl 6-bromocaproate;METHYL-6-BROMOHEXANOATE;MFCD00187528;methyl 6-bromo-hexanoate;SCHEMBL26285;DTXSID60400224;KYLVAMSNNZMHSX-UHFFFAOYSA-N;6-bromo-hexanoic acid methyl ester;6-bromo-hexanoic acid-methyl ester;AMY17985;6-Bromo-henxanoic acid methyl ester;AC7709;AKOS015915260;CS-W015176;AS-17534;SY018348;FT-0628687;EN300-79010;A807958;6-bromo-2-methyl-hexanoate;Methyl 6-Bromohexanoate;J-007690

Chemical Property of Methyl 6-bromohexanoate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.206mmHg at 25°C
• Refractive Index: 1.459
• Boiling Point: 209.2 °C at 760 mmHg
• Flash Point: 106.8 °C
• PSA: 26.30000
• Density: 1.3 g/cm³
• LogP: 2.11470
• Storage Temp.: Sealed in dry,Room Temperature
• 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

Methyl6-Bromohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCBr

Technology Process of Methyl 6-bromohexanoate

There total 23 articles about Methyl 6-bromohexanoate 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: 100.0%

methanol (67-56-1) + 6-bromohexanoic acid (4224-70-8) → methyl 6-bromohexanoate (14273-90-6)

Guidance literature:

sulfuric acid; Heating / reflux;

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 6-bromohexanoic acid (4224-70-8) → methyl 6-bromohexanoate (14273-90-6)

Guidance literature:

In diethyl ether; for 2h; ice cooling;

DOI:10.1016/S0008-6215(00)85209-X

Reference yield: 95.0%

methyl 6-(dimethylcarbamothioyloxy)hexanoate (1110667-71-4) → methyl 6-bromohexanoate (14273-90-6)

Guidance literature:

With 4-(bromomethylene)morpholin-4-ium bromide; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0028-1083195

upstream raw materials:

hexahydro-2H-oxepin-2-one

methanol

6-bromohexanoic acid

1-hydroperoxycyclohexanol

Downstream raw materials:

6-(4-acetyl-3-hydroxy-2-propylphenoxy)-hexanoic acid methyl ester

6-Phenoxy-capronsaeure-methylester

6-(4-Benzhydrylidene-piperidin-1-yl)-hexanoic acid methyl ester

6-(4-Benzhydryloxy-piperidin-1-yl)-hexanoic acid methyl ester

Refernces

• 1、 Cormack, Peter A. G.,Moore, Barry D.,Sherrington, David C.. "Solid phase synthesis of liquid crystalline oligopeptides". . p. 353 - 354. Retrieved 1996.
• 2、 Connolly, Daniel T.,Roseman, Saul,Lee, Yuan C.. "PREPARATION OF ANOMERIC PAIRS OF 1-THIOGLYCOSIDES: USE OF ANOMERIZATION CATALYZED BY BORON TRIFLUORIDE". . p. 227 - 240. Retrieved 1980.
• 3、 Park, Eun Joo,Bae, Chulsung. "Superacidic porous polymer catalyst and its application in esterification of carboxylic acid". . p. 493 - 500. Retrieved 2017.
• 4、 Yue, Xiling,Morales, Alma R.,Githaiga, Grace W.,Woodward, Adam W.,Tang, Simon,Sawada, Junko,Komatsu, Masanobu,Liu, Xuan,Belfield, Kevin D.. "RGD-conjugated two-photon absorbing near-IR emitting fluorescent probes for tumor vasculature imaging". . p. 10716 - 10725. Retrieved 2015.
• 5、 Ichikawa, Tsukasa,Wako, Tsuyoshi,Nemoto, Nobukatsu. "Synthesis of polysiloxane-based quaternized imidazolium salts with a hydroxy group at the end of alkyl groups". . p. 1 - 8. Retrieved 2016.
• 6、 Komissarov,Panova,Kritzyn. "Polymethylene derivatives of nucleic bases with ω-functional groups: VI. [8-(2-oxocyclohexyl)-9-oxooctyl]pyrimidines as potential inhibitors of pyrimidine phosphorylases". . p. 67 - 73. Retrieved 2008.
• 7、 Grigsby, Robert A.,Irgolic, Kurt J.,Knapp, Furn F.. "ALKYL TELLURAALKANOATES CnH2n+1Te(CH2)mCOOR (R = CH3, C2H5 OR H)". . p. 31 - 38. Retrieved 1983.
• 8、 -. "CONDUCTING POLYMERS AND USES THEREOF". Page/Page column 68; 74; 75. . Retrieved 2018/03/28.