cis-1-Propene-1-boronic acid

Base Information

• Chemical Name: cis-1-Propene-1-boronic acid
• CAS No.: 7547-96-8
• Molecular Formula: C₃H₇BO₂
• Molecular Weight: 85.8984
• Hs Code.: 2931900090
• Mol file: 7547-96-8.mol

Synonyms:1-Propene-1-boronicacid, (Z)- (8CI); Boronic acid, (1Z)-1-propenyl- (9CI); Boronic acid,1-propenyl-, (Z)-; (Z)-1-Propenylboronic acid; (Z)-1-Propenylboronic acid;cis-1-Propeneboronic acid; cis-1-Propenylboronic acid

Chemical Property of cis-1-Propene-1-boronic acid

Chemical Property:

• Vapor Pressure: 0.351mmHg at 25°C
• Melting Point: 65-70 °C(lit.)
• Boiling Point: 175.6°C at 760 mmHg
• PKA: 9.80±0.43(Predicted)
• Flash Point: 104 °C
• PSA: 40.46000
• Density: 0.969g/cm³
• LogP: -0.42550
• Storage Temp.: ?20°C

Purity/Quality:

97% ^*data from raw suppliers

cis-1-Propen-1-ylboronic acid ≥95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: cis-1-Propen-1-ylboronic acid can be used:As an intermediate in the preparation of furan-2-yl analog of salvinorin A, a psychoactive natural product.To synthesize antibacterial polyoxygenated dibenzofuran derivatives from phloroglucinol.As a substrate in the palladium-catalyzed cis-vinyl arenes synthesis by reacting with various aryl chlorides.

Technology Process of cis-1-Propene-1-boronic acid

There total 30 articles about cis-1-Propene-1-boronic 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: 81.0%

potassium (E)-trifluoro(prop-1-en-1-yl)trifluoroborate → (E)-propenylboronic acid (6336-44-3,7547-96-8,88982-39-2,7547-97-9)

Guidance literature:

With water; silica gel; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo901441u

Reference yield: 77.0%

1-propenylmagnesium bromide (13154-14-8,13154-15-9,14092-04-7,1730-25-2) → (E)-propenylboronic acid (6336-44-3,7547-96-8,88982-39-2,7547-97-9)

Guidance literature:

1-propenylmagnesium bromide; With Trimethyl borate; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

With hydrogenchloride; In tetrahydrofuran; water; at 0 - 20 ℃; for 0.583333h;

Reference yield: 53.0%

Trimethyl borate (121-43-7,63156-11-6) + 2,2-Dimethyl-1,3-propanediol (126-30-7) + allylmagnesium bromide (1730-25-2) → allylboronic acid (6336-44-3,7547-96-8,7547-97-9,88982-39-2)

Guidance literature:

Trimethyl borate; allylmagnesium bromide; In diethyl ether; at -78 - 0 ℃; for 3h;

With hydrogenchloride; at 0 ℃; for 0.5h;

2,2-Dimethyl-1,3-propanediol; In diethyl ether;

DOI:10.1021/ja509029h

upstream raw materials:

Trimethyl borate

1-propenylmagnesium bromide

(1-propenyl)dichlorobrane

C₈H₁₂BNO₄

Downstream raw materials:

anethole

β-methyl-3-methylstyrene

1,3-dimethyl-2-(prop-1-en-1-yl)benzene

(E/Z)-2-(prop-1-enyl)benzaldehyde