| Identification | More | [Name]
CATECHOLBORANE | [CAS]
274-07-7 | [Synonyms]
1,3,2-BENZODIOXABOROLE
CATECHOLBORANE
RARECHEM AK VD 0002
Benzcatechinborane
Benzo[1,3,2]dioxaborole
C6H5BO2
Catecholatoborane
Pyrocatecholborane
1,3,2-BENZODIOXABOROLE SOLUTION, ~1 M IN TOLUENE
1,3,2-BENZODIOXABOROL
CATECHOLBORANE, 1.0M SOLUTION IN TETRAHY DROFURAN
1,3,2-BENZODIOXABOROLE ( 1M SOLUTION INTHF)
Catecholborane, 1M solution in tetrahydrofuran
Catecholborane, 98+%
1,3,2-benzodioxaborole solution
catecholborane solution
7,9-dioxa-8$l^{2}-borabicyclo[4.3.0]nona-1,3,5-triene
Catecholborane1M solution in tetrahydrofuranAcroSeal§3
1,3-Dioxa-2-boraindan
Boronic acid 1,2-phenylene ester | [EINECS(EC#)]
205-991-5 | [Molecular Formula]
C6H5BO2 | [MDL Number]
MFCD00005846 | [Molecular Weight]
119.91 | [MOL File]
274-07-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to faintly yellow liquid | [Melting point ]
12 °C(lit.)
| [Boiling point ]
50 °C50 mm Hg(lit.)
| [density ]
1.125 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.507(lit.)
| [Fp ]
36 °F
| [storage temp. ]
2-8°C
| [solubility ]
Miscible with diethyl ether, tetrahydrofuran, dichloromethane, chloroform, carbon tetrachloride, toluene, and benzene. | [form ]
liquid | [color ]
Hazy Colourless | [Water Solubility ]
Reacts with water. | [Sensitive ]
Moisture Sensitive | [BRN ]
972072 | [InChIKey]
CENMEJUYOOMFFZ-UHFFFAOYSA-N | [CAS DataBase Reference]
274-07-7(CAS DataBase Reference) | [EPA Substance Registry System]
1,3,2-Benzodioxaborole (274-07-7) |
| Safety Data | Back Directory | [Hazard Codes ]
F,C | [Risk Statements ]
R11:Highly Flammable.
R19:May form explosive peroxides.
R34:Causes burns.
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R63:Possible risk of harm to the unborn child.
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R14:Reacts violently with water. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S16:Keep away from sources of ignition-No smoking .
S43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) . | [RIDADR ]
UN 2924 3/PG 2
| [WGK Germany ]
3
| [F ]
1-10 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29209090 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Tetrahydrofuran-->Catechol-->Borane-tetrahydrofuran complex | [Preparation Products]
E-PHENYLETHENYLBORONIC ACID-->1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-->tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate-->2-(4-tert-Butylphenyl)ethylboronic acid pinacol ester-->benzyl 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)piperidine-1-carboxylate-->2-(Adamantan-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
| Hazard Information | Back Directory | [Chemical Properties]
CATECHOLBORANE is clear colorless solution
| [Uses]
CATECHOLBORANE is used in the transition metal catalyzed hydroboration of alkenes.1,2,3
| [Uses]
Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction. | [Purification Methods]
It is a moisture-sensitive flammable liquid which is purified by distillation in a vacuum under a N2 atmosphere and stored under N2 at 0-4o. It liberates H2 when added to H2O or MeOH. A solution in THF, after 25hours at 25o, has residual hydride of 95% (under N2) and 80% (under air) [Brown & Gupta J Am Chem Soc 97 5249 1975]. |
|
|