DL-2-Bromohexanoic acid

Base Information

• Chemical Name: DL-2-Bromohexanoic acid
• CAS No.: 616-05-7
• Deprecated CAS: 2681-83-6
• Molecular Formula: C6H11BrO2
• Molecular Weight: 195.056
• Hs Code.: 29159000
• European Community (EC) Number: 210-461-1
• NSC Number: 73987
• UNII: 99GKX2FXIB
• DSSTox Substance ID: DTXSID50883244
• Nikkaji Number: J54.006D
• Wikidata: Q27272208
• Mol file: 616-05-7.mol

Synonyms:2-Bromocaproic acid;2-Bromohexanoic acid;DL-a-Bromocaproic acid;NSC 73987;a-Bromo-n-caproic acid;a-Bromocaproic acid;a-Bromohexanoic acid;

Chemical Property of DL-2-Bromohexanoic acid

Chemical Property:

• Appearance/Colour: colorless or light yellow liquid
• Vapor Pressure: 0.0131mmHg at 25°C
• Melting Point: 4 °C
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 239.999 °C at 760 mmHg
• PKA: 2.97±0.21(Predicted)
• Flash Point: 104.082 °C
• PSA: 37.30000
• Density: 1.437 g/cm³
• LogP: 2.02470
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: alcohol: soluble(lit.)
• Water Solubility.: soluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 193.99424
• Heavy Atom Count: 9
• Complexity: 93.1

Purity/Quality:

99% ^*data from raw suppliers

2-Bromohexanoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(C(=O)O)Br
• Uses: 2-Bromohexanoic acid was used as an internal standard in the determination of trans,trans-muconic acid (t,t-MA) in urine by GC-MS method.

Technology Process of DL-2-Bromohexanoic acid

There total 22 articles about DL-2-Bromohexanoic acid 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: 86.0%

D-norleucine (327-56-0) → (R)-(+)-2-bromohexanoic acid (616-05-7,2681-83-6,91423-84-6,91423-83-5)

Guidance literature:

With sulfuric acid; potassium bromide; sodium nitrite; 1.) 0 deg C, 2 h, 2.) room temp., 2 h;

DOI:10.1016/S0223-5234(99)80063-4

Reference yield: 73.0%

hexanoic acid (142-62-1) → 2-bromohexanoic acid (616-05-7)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; In trifluoroacetic acid; at 85 ℃; for 16h;

DOI:10.1016/S0040-4039(98)02204-7

Reference yield:

di-n-butyl malonate (1190-39-2) → 2-bromohexanoic acid (616-05-7)

Guidance literature:

With potassium hydroxide; water; Erhitzen 1.5 Stde_.,kuehlt auf 0gradab,saeuert mit konz.Salzsaeure an,extrahiert mit Aether und gibt Brom zu;nach Entfernung des Aethers erhitzt man auf 125-130grad;

upstream raw materials:

bromo(n-butyl)malonic acid

di-n-butyl malonate

hexanoic acid

2-bromohexanoyl chloride

Downstream raw materials:

methyl 2-bromohexanoate

2-Ethoxy-hexansaeure-(1)

2-amino-hexanoic acid

2-bromohexanoyl chloride

Refernces

• 1、 Pirolla, Renan A. S.,Baldasso, Paulo A.,Marangoni, Se?rgio,Moran, Paulo J. S.,Rodrigues, Jose? Augusto R.. "Evaluation of snake venom phospholipase A2: Hydrolysis of non-natural esters". experimental part. p. 300 - 307. Retrieved 2011/10/05.
• 2、 De Almeida, Paulo Afonso,Da Silva, Tania Maria Sarmento,Echevarria, Aurea. "Mesoionic 5-alkyl-1,3-dithiolium-4-thiolates: Synthesis and brine shrimp toxicity". . p. 593 - 600. Retrieved 2007/10/03.