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Borane-2-picoline complex
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Name

Borane-2-picoline complex

 EINECS 609-767-1
CAS No. 3999-38-0 Density 1.297 g/mL at 25 °C
PSA 3.88000 LogP -0.58900
Solubility Slightly sol. in water, cyclohexane, very sol. in methanol, THF, diglyme, and benzene Melting Point 48 °C
Formula C6H10BN Boiling Point N/A
Molecular Weight 106.963 Flash Point 100°(212°F)
Transport Information N/A Appearance N/A
Safety 36/37-43-26-36/37/38-14/15 Risk Codes 14/15-40-36/37/38-26
Molecular Structure Molecular Structure of 3999-38-0 (Borane-2-picoline complex) Hazard Symbols F,Xn,Xi
Synonyms

2-Picoline,compd. with BH3 (1:1) (7Cl);2-Picoline, compd. with BH3 (6Cl);2-Picoline,compd. with borane (1:1) (8Cl);Pyridine, 2-methyl-, compd. with borane (1:1);Borane, compd. with 2-methylpyridine (1:1);Borane, compd. with 2-picoline(1:1) (8Cl);2-picoline borane;

Article Data 14

Borane-2-picoline complex Synthetic route

109-06-8

α-picoline

16940-66-2

sodium tetrahydroborate

3999-38-0

2-picoline borane complex

Conditions
ConditionsYield
With iodine In 1,2-dimethoxyethane byproducts: NaI, H2; addn. of stoichiometric amounts of I2 in DME to Na(BH4) (15-20% excess) and CH3C5H4N (7-10% excess), stirring for 3h, evapn., extn. with C6H6, evapn.;; dissolving in C6H6, pptn. with hexane;;94%
With I2 In 1,2-dimethoxyethane byproducts: NaI, H2; addn. of stoichiometric amounts of I2 in DME to Na(BH4) (15-20% excess) and CH3C5H4N (7-10% excess), stirring for 3h, evapn., extn. with C6H6, evapn.;; dissolving in C6H6, pptn. with hexane;;94%
With water; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 4h;94%
109-06-8

α-picoline

19287-45-7

diborane

3999-38-0

2-picoline borane complex

Conditions
ConditionsYield
In pentane introduction of B2H6 (from Na(BH4) and (C2H5)2O*BF3 in diglyme) in the pentane-soln.; evapn. of solvent and excess of substituted pyridine;; recrystn.;;93.9%
In pentane introduction of B2H6 (from Na(BH4) and (C2H5)2O*BF3 in diglyme) in the pentane-soln.; evapn. of solvent and excess of substituted pyridine;; recrystn.;;93.9%
In neat (no solvent) addn. of diborane to amine at liquid N2 temp., keeping at -111°C, -78°C and 0°C consecutively, stirring at 0°C for 4-6 h (vacuum line); cooling to -78°C, removal of B2H6 by distn.;
In nitrobenzene determination of react.-enthalpy at 25°C;;
In nitrobenzene determination of react.-enthalpy at 25°C;;
109-06-8

α-picoline

3999-38-0

2-picoline borane complex

Conditions
ConditionsYield
With sodium monobenzoxyborohydride In tetrahydrofuran at 40℃; for 5h; Inert atmosphere;93%

μ-(CH3)2N-B2H52*2-CH3-C5H4N

3999-38-0

2-picoline borane complex

Conditions
ConditionsYield
In neat (no solvent) 28.5°C, 20min;;83%
In neat (no solvent) 28.5°C, 20min;;83%
109-06-8

α-picoline

borane tetrahydrofuran

3999-38-0

2-picoline borane complex

Conditions
ConditionsYield
In tetrahydrofuran addn. of borane soln. to amine soln. at 0°C during 1 h, stirring for 1 h (N2); evapn. (vac.), drying (vac., overnight);
109-06-8

α-picoline

3999-38-0

2-picoline borane complex

72541-44-7

hydrotris(2-methylpyridine)boron(2+) diiodide

Conditions
ConditionsYield
With iodine In benzene borane mixed with I2 in benzene at room temp., temp. raised to 60°C, additional I2 and benzene added, soln. refluxed for 8 h, to soln. 2-CH3C5H4N added, mixt. refluxed for 2 h; soln. cooled, solvent and excess 2-methylpyridine removed by filtration, solid washed with benzene;83.2%
3999-38-0

2-picoline borane complex

57272

C29H33BCuF6N3

Conditions
ConditionsYield
at 25℃; for 1h; Glovebox;80%
3999-38-0

2-picoline borane complex

C24H13CuF10N2

C23H17BCuF10N3

Conditions
ConditionsYield
at 25℃; for 1h; Glovebox;62%
6111-99-5

ethyl diazoalaninate

3999-38-0

2-picoline borane complex

ethyl 2-((2-methylpyridin-1-yl)boraneyl)propanoate

Conditions
ConditionsYield
With cytochrome c from Rhodothermus marinus, V75R M100D M103T mutant In acetonitrile at 20℃; for 6h; pH=7.4; Catalytic behavior; Microbiological reaction; enantioselective reaction;42%
With D-glucose In acetonitrile at 20℃; for 24h; Catalytic behavior; Microbiological reaction; Sealed tube; enantioselective reaction;42%
3999-38-0

2-picoline borane complex

hydrogen cation

15454-31-6

iodate

A

16969-46-3

2-methylpyridine conjugate acid

B

11113-50-1

boric acid

Conditions
ConditionsYield
In water byproducts: I(1-);A >99
B n/a
In water byproducts: I(1-);A >99
B n/a

Borane-2-picoline complex Specification

The Borane-2-picoline complex, with the CAS registry number 3999-38-0, has the systematic name of 2-methylpyridine - borane (1:1). It belongs to the following product categories: B (Classes of Boron Compounds); Boranes; Reduction; Synthetic Organic Chemistry. And the molecular formula of the chemical is C6H10BN.

The characteristics of Borane-2-picoline complex are as followings: (1)H-Bond Donor 0 ; (2)H-Bond Acceptor 1; (3)Rotatable Bond Count 0; (4)Exact Mass 107.09063; (5)MonoIsotopic Mass 107.09063; (6)Topological Polar Surface Area 12.9; (7)Heavy Atom Count 8; (8)Formal Charge 0; (9)Complexity 52.1; (10)Isotope Atom Count 0; (11)Defined Atom StereoCenter Count 0; (12)Undefined Atom StereoCenter Count 0; (13)Defined Bond StereoCenter Count 0; (14)Undefined Bond StereoCenter Count 0; (15)Covalently-Bonded Unit Count 2.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: B.N(CC)(CC)CC
(2)InChI: InChI=1/C6H15N.BH3/c1-4-7(5-2)6-3;/h4-6H2,1-3H3;1H3
(3)InChIKey: KDKNBGWKECQREO-UHFFFAOYAR

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