Hexylboronic Acid

Base Information

• Chemical Name: Hexylboronic Acid
• CAS No.: 16343-08-1
• Molecular Formula: C6H15BO2
• Molecular Weight: 129.995
• Hs Code.: 2931900090
• NSC Number: 518338
• UNII: NR36B824BN
• DSSTox Substance ID: DTXSID30325793
• Nikkaji Number: J498.336J
• Wikidata: Q72482183
• Mol file: 16343-08-1.mol

Synonyms:Hexylboronic Acid;n-Hexylboronic acid;16343-08-1;1-Hexaneboronic acid;Boronic acid, hexyl-;MFCD01074641;NR36B824BN;NSC-518338;B-Hexylboronic acid;1-HEXYLBORONIC ACID;N-HEXANEBORONIC ACID;HexylboronicAcid;C6H15BO2;C(CCCC)CB(O)O;UNII-NR36B824BN;SCHEMBL125433;DTXSID30325793;BDBM152689;AMY30011;1-Hexylboronic acid (C6-B(OH)2);NSC518338;AKOS009157305;AB08083;CS-W000880;NSC 518338;AS-18752;SY017961;FT-0627057;H0913;EN300-333272;A810476;J-010043;F0001-0591;hexylboronic acid (contains varying amounts of anhydride)

Chemical Property of Hexylboronic Acid

Chemical Property:

• Appearance/Colour: White flakes
• Vapor Pressure: 0.0161mmHg at 25°C
• Melting Point: 88-90 °C
• Refractive Index: 1.416
• Boiling Point: 226.5 °C at 760 mmHg
• PKA: 10.35±0.43(Predicted)
• Flash Point: 90.8 °C
• PSA: 40.46000
• Density: 0.899 g/cm³
• LogP: 1.03950
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Solubility.: soluble in Methanol
• Water Solubility.: 2.5 g/100 mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 130.1165099
• Heavy Atom Count: 9
• Complexity: 57

Purity/Quality:

97% ^*data from raw suppliers

N-Hexylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36/37/39-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CCCCCC)(O)O

Technology Process of Hexylboronic Acid

There total 15 articles about Hexylboronic 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%

n-hexyldibromoborane-dimethylsulfide complex (64770-04-3) → hexylboronic acid (16343-08-1)

Guidance literature:

With water; In diethyl ether; dichloromethane; under N2; to excess of H2O in Et2O added cooled (0 °C) soln. of B complex in CH2Cl2 with stirring, stirred for 10 min; water layer sepd., org. layer washed with cold H2O and brine, dried with MgSO4, evapd. in vac., recrystd. from C6H6;

DOI:10.1021/om50004a008

Reference yield: 95.0%

diisopropopylaminoborane (22092-92-8) + n-hexylmagnesium bromide (3761-92-0) + water (7732-18-5) → hexylboronic acid (16343-08-1)

Guidance literature:

diisopropopylaminoborane; n-hexylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; at 0 ℃; for 0.583333h; Inert atmosphere;

DOI:10.3987/COM-12-S(N)14

Reference yield: 85.0%

Trimethyl borate (121-43-7,63156-11-6) + n-hexylmagnesium chloride (44767-62-6) → hexylboronic acid (16343-08-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Schlenk technique;

DOI:10.1002/adsc.202001123

upstream raw materials:

methyl boric acid

n-hexylmagnesium bromide

n-hexyldiisopropoxyborane

dimethyl 1-hexylboronate

Downstream raw materials:

hexan-1-ol

3-methylene-1-phenylnonan-2-ol

hexylcarbamic acid tert-butyl ester

hexan-1-amine