94839-07-3

Basic information

• Product Name: 3,4-METHYLENEDIOXYPHENYLBORONIC ACID
• Synonyms: BENZO[D][1,3]DIOXOL-5-YLBORONIC ACID;3,4-METHYLENEDIOXYBENZENEBORONIC ACID;3,4-METHYLENEDIOXYPHENYLBORONIC ACID;1,3-BENZODIOXOL-5-YLBORONIC ACID;RARECHEM AH PB 0145;TIMTEC-BB SBB003898;1,3-Benzodioxole-5-boronic acid;3,4-Methylenedioxyphenylboroni
• CAS NO: 94839-07-3
• Molecular Formula: C₇H₇BO₄
• Molecular Weight: 165.94
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic acids;Aryl;Boronic acid;Organoborons;Boronic Acids;Boronic Acids and Derivatives;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Monosubstituted Aryl Boronic Acids;Organometallic Reagents
• Mol File: 94839-07-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 224-229 °C(lit.)
• Boiling Point: 347.342 °C at 760 mmHg
• Flash Point: 163.867 °C
• Appearance: White to off-white/Powder
• Density: 1.423 g/cm³
• Storage Temp.: 0-6°C
• PKA: 8.48±0.20(Predicted)
• BRN: 5523347
• CAS DataBase Reference: 3,4-METHYLENEDIOXYPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-METHYLENEDIOXYPHENYLBORONIC ACID(94839-07-3)
• EPA Substance Registry System: 3,4-METHYLENEDIOXYPHENYLBORONIC ACID(94839-07-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 94839-07-3(Hazardous Substances Data)

Usage

Chemical Properties

3,4-METHYLENEDIOXYPHENYLBORONIC ACID is white powder

Uses

Different sources of media describe the Uses of 94839-07-3 differently. You can refer to the following data:
1. Reactant involved in:? ;Petasis reaction between glyoxylic acid, α-amino phosphonates, and organylboronic acids1? ;Mannich-type multicomponent assembly and 1,3-dipolar cycloaddition for synthesis of tetrahydroisoquinoline fused isoxazolidine scafford2? ;Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides3,4? ;Oxidative Heck reaction for synthesis of functionalized cinnamaldehyde derivatives5? ;Intramolecular Alder-ene and Pictet-Spengler reactions for synthesis of crinine6
2. suzuki reaction
3. Reactant involved in:Petasis reaction between glyoxylic acid, α-amino phosphonates, and organylboronic acidsMannich-type multicomponent assembly and 1,3-dipolar cycloaddition for synthesis of tetrahydroisoquinoline fused isoxazolidine scaffordSuzuki-Miyaura cross-coupling of aryl and heteroaryl halidesOxidative Heck reaction for synthesis of functionalized cinnamaldehyde derivativesIntramolecular Alder-ene and Pictet-Spengler reactions for synthesis of crinine

Upstream product

• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 13675-18-8 tetrahydroxydiboron 
• 14268-66-7 benzo[1,3]dioxolo-5-ylamine 
• 1682-37-7 3,4-(methylenedioxy)benzenediazonium tetrafluoroborate 
• 5419-55-6 Triisopropyl borate 
• 274-09-9 Methylenedioxybenzene 
• 688-74-4 boric acid tributyl ester 
• 121-43-7 Trimethyl borate 

Downstream Products

• 4791-89-3 3,3,3',4'-bis(methylenedioxy)biphenyl 
• 161196-32-3 methyl o-(3',4'-methylenedioxyphenyl)phenylcarbamate 
• 161196-37-8 methyl N-methyl-N-carbamate 
• 161196-44-7 methyl 2-(3',4'-methylenedioxyphenyl)cyclohex-2-enylcarbamate 
• 74199-04-5 4,5,6-trimethoxy-3',4'-mehylendioxybiphenyl-2-carbaldehyde 
• 599201-67-9 2-(3-nitro-4-methoxyphenyl)-5-[3,4-(methylenedioxy)phenyl]benzoxazole 
• 599204-17-8 2-(3-nitro-6-methoxyphenyl)-5-(3,4-methylenedioxyphenyl)benzoxazole 
• 588731-49-1 3-benzo[1,3]dioxol-5-yl-4-[(6-chloro-pyridin-3-yl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-benzonitrile 

Relevant articles and documents

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts

We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.

An easy route to (hetero)arylboronic acids

An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.