3-phenylpropylboronic Acid

Base Information

• Chemical Name: 3-phenylpropylboronic Acid
• CAS No.: 36329-85-8
• Molecular Formula: C9H13 B O2
• Molecular Weight: 164.012
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60391345
• Nikkaji Number: J498.340H
• Wikidata: Q82188748
• Mol file: 36329-85-8.mol

Synonyms:3-phenylpropylboronic Acid;(3-Phenylpropyl)boronic acid;36329-85-8;(3-Phenylpropyl)boronicacid;3-Phenylpropyl boronic acid;SCHEMBL3673151;DTXSID60391345;AKOS013014528;CS-0332584;EN300-7084764;A823209;J-513063

Chemical Property of 3-phenylpropylboronic Acid

Chemical Property:

• PSA: 40.46000
• LogP: 1.09200
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.1008598
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

97% ^*data from raw suppliers

3-PhenylpropylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CCCC1=CC=CC=C1)(O)O
• Uses: 3-Phenylpropylboronic Acid preparation are (Hetero)aryl-p-quinone derivatives that are used to treat mitochondrial diseases.

Technology Process of 3-phenylpropylboronic Acid

There total 12 articles about 3-phenylpropylboronic 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: 98.0%

trifluoro(3-phenylpropyl)-λ4-borane potassium salt → (3-phenylpropyl)boronic acid (36329-85-8)

Guidance literature:

With iron(III) chloride; water; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2011.09.140

Reference yield:

4,4,5,5-tetramethyl-2-(3-phenylpropyl)-[1,3,2]dioxaborolane (329685-40-7) → (3-phenylpropyl)boronic acid (36329-85-8)

Guidance literature:

With hydrogenchloride; sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/jo301156e

Reference yield:

allylbenzene (300-57-2,57807-91-7) → (3-phenylpropyl)boronic acid (36329-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: silver(I) acetate / toluene / 24 h / 120 °C / Schlenk technique; Inert atmosphere

2.1: sodium periodate / tetrahydrofuran; water / 0.08 h / 20 °C

2.2: 20 °C

With sodium periodate; silver(I) acetate; In tetrahydrofuran; water; toluene;

DOI:10.1021/acs.orglett.9b03740

upstream raw materials:

3-phenylpropylmagnesium bromide

(C₆H₅(CH₂)3BO)3

water

Trimethyl borate

Downstream raw materials:

3-Phenylpropionic acid

1-(4-(3-phenylpropyl)phenyl)ethan-1-one

(1S,2S,6R,8S)-2,9,9-Trimethyl-4-(3-phenyl-propyl)-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

(1S,2S,6R,8S)-4-((S)-1-Chloro-4-phenyl-butyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane