6-Bromohexanoic acid

Base Information

• Chemical Name: 6-Bromohexanoic acid
• CAS No.: 4224-70-8
• Deprecated CAS: 671195-30-5
• Molecular Formula: C6H11BrO2
• Molecular Weight: 195.056
• Hs Code.: 29159080
• European Community (EC) Number: 224-176-5
• DSSTox Substance ID: DTXSID5063366
• Nikkaji Number: J205.650J
• Wikidata: Q27128436
• Metabolomics Workbench ID: 61233
• Mol file: 4224-70-8.mol

Synonyms:6-BROMOHEXANOIC ACID;4224-70-8;6-Bromocaproic acid;Hexanoic acid, 6-bromo-;6-Bromo-hexanoic acid;6-Bromo-n-caproic acid;6-BROMO HEXANOICACID;MFCD00004422;EPSILON-BROMO CAPROIC ACID;EINECS 224-176-5;6-bromohexanoicacid;6bromohexanoic acid;6-bromo-hexanicacid;6-bromo-caproic acid;6-bromo hexanoic acid;3,4,7-Trihydroxyflavone;SCHEMBL26051;6-Bromohexanoic acid, 97%;DTXSID5063366;CHEBI:60700;NVRVNSHHLPQGCU-UHFFFAOYSA-;BBL012109;STL066901;AKOS000119443;CS-W007559;GS-3146;BP-23568;AM20100119;B1290;FT-0620995;EN300-20313;6-Bromohexanoic acid, purum, >=97.0% (AT);F11242;Q27128436;F3310-0574;Z104477716

Chemical Property of 6-Bromohexanoic acid

Chemical Property:

• Appearance/Colour: white to light orange low melting crystals
• Vapor Pressure: 0.00109mmHg at 25°C
• Melting Point: 32-34 °C(lit.)
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 279.2 °C at 760 mmHg
• PKA: 4.72±0.10(Predicted)
• Flash Point: 119.1 °C
• PSA: 37.30000
• Density: 1.44 g/cm³
• LogP: 2.02630
• Storage Temp.: 2-8°C
• Solubility.: methanol: 0.1 g/mL, clear, colorless
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 193.99424
• Heavy Atom Count: 9
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

6-Bromohexanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCC(=O)O)CCBr
• Uses: Employed in a direct preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278)1 and alkyl ketones from alkyl iodides and metallic strontium.2 6-Bromohexanoic acid is used in the preparation of N-acylsulfonamides, diarylthioethers and 2-lithio-1,3-dithian. It is widely used as an intermediate in organic synthesis. 6-Bromohexanoic acid was used in the preparation of N-acylsulfonamides on treatment with tosyl isocyanate (189278) and alkyl ketones from alkyl iodides and metallic strontium. It was also used in the synthesis of anionic mitomycin C-dextran conjugate (MMC-D), 2-lithio-1,3-dithian and diaryl thioethers.

Technology Process of 6-Bromohexanoic acid

There total 25 articles about 6-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: 95.0%

C22H29BrO2Si → 6-bromohexanoic acid (4224-70-8)

Guidance literature:

With water; N,N-dimethyl-formamide; at 70 ℃; for 3h; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2015.11.048

Reference yield: 92.0%

hexahydro-2H-oxepin-2-one (502-44-3,24980-41-4,80137-66-2) → 6-bromohexanoic acid (4224-70-8)

Guidance literature:

With sulfuric acid; hydrogen bromide; In water; for 12h; Inert atmosphere; Reflux;

DOI:10.1016/j.reactfunctpolym.2015.11.009

Reference yield: 91.0%

1-bromo-6-hexanol (4286-55-9) → 6-bromohexanoic acid (4224-70-8)

Guidance literature:

With 2-hydroxypyridin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 72h;

DOI:10.1002/1521-3773(20021104)41:21<4059::AID-ANIE4059>3.0.CO;2-R

upstream raw materials:

1,5-dibromo-pentane

sodium cyanide

6-Hydroxyhexanoic acid

1-bromo-6-hexanol

Downstream raw materials:

6-bromo-hexanoic acid ethyl ester

palmitolic acid

14-bromotetradecanoic acid methyl ester

dimethyl sebacate

Refernces

• 1、 -. "Method for preparing 6-bromotriphenylphosphonio-n-caproic acid". Paragraph 0048-0055; 0056-0063; 0064-0071; 0072-0079. . Retrieved 2017/08/29.
• 2、 Chen, Bo,Sun, Hui-Xia,Qin, Jian-Feng,Wang, Bing. "DMF-mediated deprotection of bulky silyl esters under neutral and fluoride-free conditions". . p. 253 - 255. Retrieved 2016/01/12.