3,3-Dimethyl-1-butenylboronic acid

Base Information

• Chemical Name: 3,3-Dimethyl-1-butenylboronic acid
• CAS No.: 86595-37-1
• Molecular Formula: C6H13BO2
• Molecular Weight: 127.979
• Hs Code.: 2931900090
• European Community (EC) Number: 672-922-7
• Nikkaji Number: J270.999F,J669.490J
• Wikidata: Q76310624
• Mol file: 86595-37-1.mol

Synonyms:86595-37-1;3,3-Dimethyl-1-butenylboronic acid;(E)-(3,3-Dimethylbut-1-en-1-yl)boronic acid;2-t-Butyl-E-vinylboronic acid;[(E)-3,3-dimethylbut-1-enyl]boronic acid;2-tert-Butyl-E-vinylboronic acid;(E)-3,3-dimethylbut-1-enylboronic acid;2-tert-butyl-e-vinylboronic acid 97%;SCHEMBL448319;CTIWKIMYFQSVBZ-SNAWJCMRSA-N;[E]-2-tert-butylvinylboronic acid;MFCD01074624;AKOS006223169;FS-5449;(E)-3,3-Dimethyl-1-butenylboronic acid;CS-0175357;(E)-(3,3-Dimethylbut-1-en-1-yl)boronicacid;H10942;EN300-3169194;A841737;J-511077;Boc-(S)-3-Amino-3-(3-methoxy-phenyl)-propionicacid;[(1E)-3,3-DIMETHYLBUT-1-EN-1-YL]BORONIC ACID

Chemical Property of 3,3-Dimethyl-1-butenylboronic acid

Chemical Property:

• Vapor Pressure: 0.0389mmHg at 25°C
• Melting Point: 78-80 °C
• Refractive Index: 1.439
• Boiling Point: 212.4°C at 760 mmHg
• PKA: 9.84±0.43(Predicted)
• Flash Point: 82.2°C
• PSA: 40.46000
• Density: 0.926g/cm³
• LogP: 0.60070
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 128.1008598
• Heavy Atom Count: 9
• Complexity: 102

Purity/Quality:

97% ^*data from raw suppliers

2-t-Butyl-E-vinylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C=CC(C)(C)C)(O)O
• Isomeric SMILES: B(/C=C/C(C)(C)C)(O)O
• Uses: 2-tert-Butyl-trans-vinylboronic acid is used as pharmaceutical intermediate.

Technology Process of 3,3-Dimethyl-1-butenylboronic acid

There total 6 articles about 3,3-Dimethyl-1-butenylboronic 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: 93.0%

(1E)-3,3-dimethyl-1-butenyldibromoborane-dimethylsulfide complex (72228-60-5) → trans-2-tert-butylvinylboronic acid (86595-37-1)

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: 63.0%

3,3-Dimethylbut-1-yne (917-92-0) → trans-2-tert-butylvinylboronic acid (86595-37-1)

Guidance literature:

3,3-Dimethylbut-1-yne; With dichloroborane dioxane complex; In dichloromethane; for 4h; Heating;

With water; cooling;

DOI:10.1016/j.tetlet.2003.08.086

Reference yield:

(E)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (157945-83-0,154820-99-2) → trans-2-tert-butylvinylboronic acid (86595-37-1)

Guidance literature:

With sodium periodate; ammonium acetate; water; In acetone; at 25 ℃;

DOI:10.1021/ol402237w

upstream raw materials:

3,3-Dimethylbut-1-yne

(1E)-3,3-dimethyl-1-butenyldibromoborane-dimethylsulfide complex

(E)-2-(3,3-dimethylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

dibromoborane dimethylsulfide

Downstream raw materials:

(E)-1-(3,3-dimethylbut-1-en-1-yl)-4-methylbenzene

(E)-1-(3,3-dimethylbut-1-en-1-yl)-4-methoxybenzene

(Z)-1-benzyl-4-methyl-5-[4,4-dimethyl-1-phenylpent-2-enylidene]-1,5-dihydro-2H-pyrrol-2-one

(E)-1-(3,3-dimethylbut-1-enyl)-3-(4-methylbenzyl)benzene