221352-10-9

Basic information

• Product Name: 3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol
• Synonyms: 3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol;1,3-Dihydro-1-hydroxy-3,3-diMethyl-2,1-benzoxaborole;3,3-Dimethylbenzo[c][1,2]oxaborol-1(3H);3,3-DIMETHYL-3H-BENZO[C][1,2]OXABOROL-1-OL;3,3-DIMETHYLBENZO[C][1,2]OXABOROL-1(3H)-OL(WXC01846)
• CAS NO: 221352-10-9
• Molecular Formula: C₉H₁₁BO₂
• Molecular Weight: 161.99344
• Mol File: 221352-10-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 242.467 °C at 760 mmHg
• Flash Point: 100.441 °C
• Appearance: /
• Density: 1.106 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol(221352-10-9)
• EPA Substance Registry System: 3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol(221352-10-9)

Safety Data

• Hazardous Substances Data: 221352-10-9(Hazardous Substances Data)

Usage

General Description

3,3-diMethylbenzo[c][1,2]oxaborol-1(3H)-ol, also known as OEBR, is a chemical compound often used in scientific research. It's an essential component within the scientific and pharmaceutical industries. This chemical belongs to the class of organic compounds known as borenols. Borenols are compounds containing a borenol moiety, which consist of a boron atom bound to an alkyl group and two hydroxyl groups. Its atomic properties include an aromatic ring and a sizeable covalent boron-oxygen bond. It is typically utilized in manufacturing and chemistry research. Little is known or published about its toxicity or environmental effects. It needs to be handled with caution like any other chemical.

InChI:InChI=1S/C9H11BO2/c1-9(2)7-5-3-4-6-8(7)10(11)12-9/h3-6,11H,1-2H3

Upstream product

• 845302-03-6 1-bromo-2-(2-(methoxymethoxy)propan-2-yl)benzene 
• 13675-18-8 tetrahydroxydiboron 
• 7073-69-0 2-(2-bromophenyl)propanol 
• 7073-70-3 1-bromo-2-isopropenylbenzene 
• 372193-54-9 (2-(prop-1-en-2-yl)phenyl)boronic acid 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 67-64-1 acetone 
• 1008106-85-1 2-(2'-bromophenyl)-6-butyl[1,3,6,2]dioxazaborocan 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 956274-94-5 (trans)-2-(2-{2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzimidazol-5-yl}phenyl)propan-2-ol 
• 1221349-44-5 2-{2-[2-(1-oxa-2-azaspiro[4.5]dec-2-en-3-yl)-1H-benzimidazol-5-yl]phenyl}propan-2-ol 
• 1266084-51-8 acoziborole 
• 1266120-60-8 2-chloro-4-fluoro-N-(1-hydroxy-3,3-dimethyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-benzamide 
• 1266084-47-2 3,3-dimethyl-6-nitrobenzo[c][1,2]oxaborol-1(3H)-ol 
• 1266084-49-4 6-amino-3,3-dimethyl-3H-benzo[c][1,2]oxaborol-1-ol hydrochloride 
• 1033623-10-7 2-{2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-phenyl}-propan-2-ol 

Relevant articles and documents

Exploring boron applications in modern agriculture: A structure-activity relationship study of a novel series of multi-substitution benzoxaboroles for identification of potential fungicides

Several boron-containing small molecules have been approved by the US FDA to treat human diseases. We explored potential applications of boron-containing compounds in modern agriculture by pursuing multiple research and development programs. Here, we report a novel series of multi-substitution benzoxaboroles (1–36), a compound class that we recently reported as targeting geranylgeranyl transferase I (GGTase I) and thereby inhibiting protein prenylation (Kim et al., 2020). These compounds were designed, synthesized, and tested against the agriculturally important fungal pathogens Mycosphaerella fijiensis and Colletotrichum sublineolum in a structure–activity relationship (SAR) study. Compounds 13, 28, 30, 34 and 36 were identified as active leads with excellent antifungal MIC95 values in the range of 1.56–3.13 ppm against M. fijiensis and 0.78–3.13 ppm against C. sublineolum.

BORON CONTAINING COMPOUNDS AND THEIR USES

The present disclosure contemplates novel boron-containing compounds and their uses as active agents that exhibit pesticidal activity such as antimicrobial, insecticidal, arachnicidal, and/or anti parasitic activity. An agrochemical composition containing such a compound and its use in, animal health, agriculture, or horticulture is also contemplated. A method for promoting plant performance and/or controlling, reducing, preventing, ameliorating, or inhibiting microbes, insects, arachnids, and/or parasites on or in an animal, a plant, a plant part, plant propagation material, and/or harvested fruits or vegetables is also contemplated.

Preparation method of 3,3-dimethylbenz[C][1,2]oxa-pentaborane-1(3H)-alcohol

The invention relates to a preparation method of 3,3-dimethylbenz[C][1,2]oxa-pentaborane-1(3H)-alcohol. The preparation method comprises the following steps: mixing 2-phenyl-2-propyl alcohol and n-butyllithium in n-heptane under the condition of 0-10 DEG C, implementing hydroxyl lithiation, then raising the temperature to 40-60 DEG C to conduct lithiation on an ortho carbon atom; borating; addingsilver carbonate to have a decomposition reaction, extracting and washing an aqueous phase with alkali after acidifying hydrolysis, obtaining a sodium salt dispersing phase of the 3,3-dimethylbenz[C][1,2]oxa-pentaborane-1(3H)-alcohol; acidifying, extracting with a solvent, conducting vacuum concentration to obtain the 3,3-dimethylbenz[C][1,2]oxa-pentaborane-1(3H)-alcohol. The invention provides the method for preparing the 3,3-dimethylbenz[C][1,2]oxa-pentaborane-1(3H)-alcohol by using 2-phenyl-2-propyl alcohol as the raw material, the method chooses the proper lithiation temperature (0-10 DEGC) to obtain a target product, but the problem of the byproduct is serious at the same time, the proper post-processing method is chosen, the byproduct is reacted to become a target object after beingacidified, and therefore, the yield and the purity of the target object are increased.