Borane-pyridine complex supplier

Name
Borane-pyridine complex
EINECS 203-773-4
CAS No. 110-51-0
Article Data48
CAS DataBase
Density 0.92 g/cm³
Solubility reacts slowly with water
Melting Point 10-11 °C(lit.)
Formula C₅H₈BN
Boiling Point 1575 ℃
Molecular Weight 92.9362
Flash Point 21 °C
Transport Information UN 1992 3/PG 2
Appearance clear to slightly hazy colorless to amber liquid
Safety 26-36/37-43-45-36/37/39-28A
Risk Codes 10-15-20-24/25-36/38-44-36/37/38-26
Molecular Structure
Hazard Symbols F, T, T+
Synonyms Pyridine,compd. with BH3 (1:1) (7CI);Pyridine, compd. with BH3 (6CI);Pyridine, compd.with borane (1:1) (8CI);Borane, compd. with pyridine (1:1) (8CI);Borane-pyridine (1:1);NSC 10219;NSC 53324;Pyridine-borane;Trihydro(pyridine)boron;
PSA 3.88000
LogP -0.89740

Synthetic route

: 110-86-1
pyridine

: 16940-66-2
sodium tetrahydroborate

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With iodine In pyridine byproducts: NaI, H2; addn. of I2 to Na(BH4) in excess C5H5N, removal of excess C5H5N, extn. of residue with CCl4; evapn.;;	99%
With I2 In pyridine byproducts: NaI, H2; addn. of I2 to Na(BH4) in excess C5H5N, removal of excess C5H5N, extn. of residue with CCl4; evapn.;;	99%
With ammonium sulfate In tetrahydrofuran for 8h; Reflux;	99%

: 10544-50-0
sulfur

: 16940-66-2
sodium tetrahydroborate

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With pyridine In pyridine to NaBH4 in a flask at 10°C is added pyridine, then is slowly added sulfur (2 h); the amine is evapd., to the residue is added benzene, the solvent is after 1 d removed, elem. anal.;	96%

: 110-86-1
pyridine

: 19287-45-7
diborane

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In pentane introduction of B2H6 (freshly prepared from (C2H5)2O*BF3 and Na(BH4)) into C5H5N in pentane; removal of solvent;;	95%
In pentane introduction of B2H6 (freshly prepared from (C2H5)2O*BF3 and Na(BH4)) into C5H5N in pentane; removal of solvent;;	95%
In pyridine introduction of B2H6 into C5H5; ice-cooling, N2 atmosphere; removal of excess C5H5N in vac.;;	>99

: 110-86-1
pyridine

: tetra-amminezinc tetrahydroborate

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With hydrogen sulfide In pyridine dry H2S;;	94%
With H2S In pyridine dry H2S;;	94%
With hydrogen sulfide In pyridine dry H2S;;	94%

: 110-86-1
pyridine

: 42976-02-3
hexamethylene tetramine tetraborane

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In pyridine byproducts: (CH2)6N4*BH3; several hours at room temp.;, filtration, removal of excess of C5H5N at 50°C in high vac.;;	94%
In pyridine byproducts: (CH2)6N4*BH3; several hours at room temp.;, filtration, removal of excess of C5H5N at 50°C in high vac.;;	94%

: 110-86-1
pyridine

: 10043-11-5
ammonia borane complex

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In tetrahydrofuran for 6h; Reflux;	94%

: 16940-66-2
sodium tetrahydroborate

: 628-13-7
pyridine hydrochloride

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In pyridine byproducts: NaCl; react. in pyridine (exclusion of H2O); filtration, removal of excess C5H5N in vac. at 50°C, pptn. of excess (C5H5NH)Cl by addn. of ether;; 99.8% purity; (purification also by shaking with H2O);;	87%
In pyridine byproducts: NaCl; react. in pyridine (exclusion of H2O); filtration, removal of excess C5H5N in vac. at 50°C, pptn. of excess (C5H5NH)Cl by addn. of ether;; 99.8% purity; (purification also by shaking with H2O);;	87%
With 18-crown-6 ether In diethyl ether refluxing under Ar for 5 h; cooling, evapn. of solvent, sublimating residue under vac.;	63%

: 110-86-1
pyridine

: 61289-01-8
[(EtH2N)B8H11NHEt]

A: 110-51-0
borane pyridine

B: 327621-99-8
[(C5H5N)B8H11NHEt]

Conditions

Conditions	Yield
In benzene under N2 atm. pyridine was added to soln. ((EtH2N)B8H11NHEt) in benzene and soln. was heated at reflux for 3 h; volatile components were removed in vacuo, residue was redissolved in CH2Cl2 and chromed.;	A 16% B 61%

...Expand

: μ-(CH3)2N-B2H5*nC5H5N

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In neat (no solvent) 25°C, 20min;;	54%
In neat (no solvent) 25°C, 20min;;	54%

: 110-86-1
pyridine

: B18H22

A: 110-51-0
borane pyridine

B: 6′,9′-bis(pyridine)-arachno-decaborano-10′,5′:5,6-nido-decaborane

C: 3′,8′-bis(pyridine)-arachno-octaborano-5′,6′:5,6-nido-decaborane,

D: 8′-pyridine-nido-decaborano-6′,7′:5,6-nido-decaborane

E: B18H22*C5H5N

Conditions

Conditions	Yield
In chloroform for 24h; Time; Inert atmosphere; Reflux;	A n/a B 15% C 53% D 1% E 26%

...Expand

: 16940-66-2
sodium tetrahydroborate

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With pyridine; (2,3,7,8,12,13,17,18-octaethylporphyrinato)rhodium(III) chloride In tetrahydrofuran a mixt. of NaBH4, Py and Rh-catalyst in THF was stirred at room temp. under air; ether was added, ppt. filtered, washed with ether, ether ext. and washing were combined, evapd. in vacuo;	<1

: 110-86-1
pyridine

: boron trioxide

: 1333-74-0
hydrogen

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With aluminium trichloride; aluminium In pyridine High Pressure; 800-900kg/cm*cm;; separation by fractional distn.;;
With Al; AlCl3 In pyridine High Pressure; 800-900kg/cm*cm;; separation by fractional distn.;;

...Expand

: 19287-45-7
diborane

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With pyridine 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.;

: 110-86-1
pyridine

: 4542-61-4
dimethyl boronate

: 121-43-7
Trimethyl borate

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In neat (no solvent) addn. of C5H5N to a 10.45% soln. of HB(OCH3)2 in B(OCH3)3 at -7°C, warming to room temp., stirring for 24h;; filtration, removal of B(OCH3)3 by vac. distn.;;
In neat (no solvent) addn. of C5H5N to a 10.45% soln. of HB(OCH3)2 in B(OCH3)3 at -7°C, warming to room temp., stirring for 24h;; filtration, removal of B(OCH3)3 by vac. distn.;;

...Expand

: 110-86-1
pyridine

: 1333-74-0
hydrogen

: 10294-34-5
boron trichloride

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With Al In pyridine High Pressure; 200°C, 5000 psi H2 pressure, stirring for 20h, filtration;; distn. in vac.;;
With aluminium In pyridine High Pressure; 200°C, 5000 psi H2 pressure, stirring for 20h, filtration;; distn. in vac.;;

...Expand

: 110-86-1
pyridine

: lithium borohydride

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With 2,2'-dihydroxydiphenyl In pyridine under N2, LiBH4 was dissolved in pyridine, the phenol compd. was added; monitored by (11)B NMR;
With 3,5-di-tert-butylcatechol In pyridine under N2, LiBH4 was dissolved in pyridine, the phenol compd. was added, 10 h; monitored by (11)B NMR;

: 110-86-1
pyridine

: 16940-66-2
sodium tetrahydroborate

: 462-34-0
boron trifluoride-tetrahydrofuran complex

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In tetrahydrofuran dropwise addn. ofd (CH2)4O*BF3 to a mixture of C5H5N and Na(BH4) in dry THF <40°C, boiling for 3h, filtration, removal of solvent;; washing with H2O, distn. in vac.;;	>90
In tetrahydrofuran dropwise addn. ofd (CH2)4O*BF3 to a mixture of C5H5N and Na(BH4) in dry THF <40°C, boiling for 3h, filtration, removal of solvent;; washing with H2O, distn. in vac.;;	>90

...Expand

: 110-86-1
pyridine

: 13283-31-3
borane

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In further solvent(s) react. in soln., determination of react. enthalpy;;
In further solvent(s) react. in soln., determination of react. enthalpy;;

: borane tetrahydrofuran

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
With pyridine 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);

: 110-86-1
pyridine

: tetraborane

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In pyridine 0°C;;
In pyridine 0°C;;

: 110-86-1
pyridine

: 42976-02-3
hexamethylene tetramine tetraborane

A: 110-51-0
borane pyridine

B: 14547-02-5
hexamethylene tetramine monoborane

Conditions

Conditions	Yield
In pyridine stirring at room temp. for several hours;;
In pyridine stirring at room temp. for several hours;;

...Expand

: 14024-92-1, 115938-61-9
bispyridine cobalt(II) chloride

: Tl(1+)*B3H8(1-)=Tl[B3H8]

A: 110-51-0
borane pyridine

B: 3B*7H*NC5H5=B3H7(NC5H5)

Conditions

Conditions	Yield
In tetrahydrofuran 20°C, 48 h; not separated, determined by n.m.r. spect.;

...Expand

: 110-86-1
pyridine

: decaborane(14)

A: 110-51-0
borane pyridine

B: 6,9-(pyridine)2B10H12

C: 2C5H5NH(1+)*B10H10(2-)=(C5H5NH)2(B10H10)

Conditions

Conditions	Yield
In pyridine byproducts: B(OH)3; dry N2-atmosphere; refluxing for 4 h (pptn.); collection, washing (cold pyridine);

...Expand

: 110-86-1
pyridine

: decaborane(14)

A: 110-51-0
borane pyridine

B: arachno-6,6-(pyridine)2B10H12

Conditions

Conditions	Yield
In pyridine dry N2-atmosphere; condensing pyridine onto borane *-196°C), slow warming to room temp.; extn. (pentane or benzene or THF); elem. anal.;

...Expand

: arachno-6,6-(pyridine)2B10H12

A: 110-51-0
borane pyridine

B: 2C5H5NH(1+)*B10H10(2-)=(C5H5NH)2(B10H10)

Conditions

Conditions	Yield
With silica gel In not given passing soln. of borane through silica gel column (room temp.);
With air In neat (no solvent)

: 244761-17-9
lithium tetrahydroborate * 3 pyridine

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In benzene-d6 N2-atmosphere;

: 110-86-1
pyridine

: lithium borohydride

: 1020-31-1
3,5-Di-tert-butylcatechol

A: 110-51-0
borane pyridine

B: lithium bis(3,5-di-tert-butylcatecholato)borate

Conditions

Conditions	Yield
In pyridine under N2, LiBH4 was dissolved in pyridine, the phenol compd. was added, 10 h, reflux for 20 h; monitored by (11)B NMR; some other minor signals were also detected;

...Expand

: 110-86-1
pyridine

: ammonium sulfate

: 16940-66-2
sodium tetrahydroborate

: 7664-41-7
ammonia

A: 10043-11-5
ammonia borane complex

B: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; under 760.051 Torr; for 2h; Time; Temperature;

...Expand

: 110-86-1
pyridine

: 14044-65-6
borane-THF

: 110-51-0
borane pyridine

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Cooling with ice; Inert atmosphere;

: 110-51-0
borane pyridine

: 1237706-56-7
1,3-bis-(2,4,6-trimethylphenyl)-4,6-diketo-5,5-dimethylpyrimidin-2-ylidene

: C29H36BN3O2

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Glovebox;	90%

: 292638-84-7
styrene

: 1279123-63-5
potassium hydrogenfluoride

: 110-51-0
borane pyridine

: potassium trifluoro(phenethyl)borate

Conditions

Conditions	Yield
With iodine In methanol; dichloromethane to soln. of PhCHCH2 in CH2Cl2 added PyBH3 and I2; then soln. of KHF2 in MeOH added; MS, NMR;	84%

...Expand

: 1279123-63-5
potassium hydrogenfluoride

: 110-51-0
borane pyridine

: 110-83-8
cyclohexene

: 446065-11-8
cyclohexyltrifluoro-λ4-borane potassium salt

Conditions

Conditions	Yield
With iodine In methanol; dichloromethane to soln. of CHCHC4H8 in CH2Cl2 added PyBH3 and I2; then soln. of KHF2 inMeOH added; MS, NMR;	82%

...Expand

: 110-51-0
borane pyridine

: 22979-35-7
Methyl phenyldiazoacetate

: (2-methoxy-2-oxo-1-phenylethyl)(1λ4-pyridin-1-yl)-dihydroborate

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In dichloromethane at 20℃; for 2h; Inert atmosphere;	79%

: 110-51-0
borane pyridine

: 1-(naphthalen-2-yl)ethanone N-tosylhydrazone

: pyridine-(1-(naphthalen-2-yl)ethyl)borane

Conditions

Conditions	Yield
With rhodium(II) pivalate; lithium tert-butoxide In 1,2-dichloro-ethane at 55℃; for 11h; Inert atmosphere; Schlenk technique;	75%

: 1279123-63-5
potassium hydrogenfluoride

: 110-51-0
borane pyridine

: 98-83-9
isopropenylbenzene

: potassium 2-phenylpropyltrifluoroborate

Conditions

Conditions	Yield
With iodine In methanol; dichloromethane to soln. of C6H5C(CH3)CH2 in CH2Cl2 added PyBH3 and I2; then soln. of KHF2 in MeOH added; MS, NMR;	61%

...Expand

: 1279123-63-5
potassium hydrogenfluoride

: 110-51-0
borane pyridine

: 771-98-2
1-Phenylcyclohexene

: potassium 2-phenylcyclohexyltrifluoroborate

Conditions

Conditions	Yield
With iodine In methanol; dichloromethane to soln. of C6H5C(C4H8)CH in CH2Cl2 added PyBH3 and I2; then soln. of KHF2 in MeOH added; MS, NMR;	59%

...Expand

: 110-51-0
borane pyridine

: ((trispyrazol-1-yl)hydroborane)Mo(NO)(4-(dimethylamino)pyridine)(3,4-η2-α,α,α-trifluorotoluene)

: Mo(tris(pyrazolyl)borate)(NO)(4-(dimethylamino)pyridine)(4,5-η2-pyridine-borane)

Conditions

Conditions	Yield
In tetrahydrofuran for 3.25h; Glovebox; Inert atmosphere;	58.9%

: 110-51-0
borane pyridine

B(1.1-1.3)C(3.8-4.1)N1.0: B(1.1-1.3)C(3.8-4.1)N1.0

Conditions

Conditions	Yield
In neat (no solvent) decompn. in a glass vessel under Ar at 1000°C;; elem. anal.; X-ray powder diffractogram;;	57%

: 623-73-4
diazoacetic acid ethyl ester

: 110-51-0
borane pyridine

: (2-ethoxy-2-oxoethyl)(1λ4-pyridin-1-yl)dihydroborate

Conditions

Conditions	Yield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} In dichloromethane for 2h; Inert atmosphere;	37%

: 110-51-0
borane pyridine

: 4-diazo-2-tosyl-1,4-dihydroisoquinolin-3(2H)-one

: 4-(pyridineboranyl)-2-tosyl-1,4-dihydroisoquinolin-3(2H)-one

Conditions

Conditions	Yield
With tetrakis(actonitrile)copper(I) hexafluorophosphate In 1,2-dichloro-ethane at 80℃; for 4h; Sealed tube;	30%

: 110-51-0
borane pyridine

: 20718-17-6
2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one

A: C13H14BNO

B: 98-86-2
acetophenone

Conditions

Conditions	Yield
With potassium dihydrogenphosphate; bis(1,5-cyclooctadiene)diiridium(I) dichloride In chlorobenzene at 55℃; for 12h; Inert atmosphere;	A 15% B 5 %Spectr.

...Expand

: 110-91-8
morpholine

: 110-51-0
borane pyridine

: 69610-41-9
Boc-L-Pro-H

: 380236-96-4
(S)-2-morpholin-4-ylmethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Zinc chloride In tetrahydrofuran; methanol; dichloromethane	3.9 g (87%)

...Expand

: (+/-)-1-(4-(4'-Carbonitrilephenyl)phenoxy)-3-thiophenoxy-2-propanone oxime

: 110-51-0
borane pyridine

: (+/-)-N-(4-(4'-carbonitrilephenyl)phenoxy)-3-thiophenoxyprop-2-yl)hydroxylamine

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; ethanol; ethyl acetate

: 110-51-0
borane pyridine

: 98-83-9
isopropenylbenzene

: 51136-87-9
tris(2-phenylpropyl)borane

Conditions

Conditions	Yield
In diethylene glycol at 100°C;;
In diethylene glycol dimethyl ether at 100°C;;

: 110-51-0
borane pyridine

: 7553-56-2
iodine

: 22289-96-9
PyBH2I

Conditions

Conditions	Yield
In benzene
In dichloromethane pyridine borane reacted with I2 in dichloromethane; not isolated; detn. by NMR;
In benzene

Borane-pyridine complex Chemical Properties

The Molecular formula of PYRIDINE BORANE(110-51-0):C₅H₈BN
The Molecular Weight of PYRIDINE BORANE(110-51-0):92.93
The Molecular Structure of PYRIDINE BORANE(110-51-0) is:

Melting point:10-11 ^°C(lit.)
Boiling point:115.3 ^°C at 760 mmHg
Flash point:20 ^°C
Solubility in water:reacts slowly
Sensitive:Air & Moisture Sensitive
BRN:3674913
Enthalpy of Vaporization:35.09 kJ/mol
Appearance:Yellow liquid
Vapour Pressure: 22.8 mmHg at 25^°C
IUPAC Name: pyridin-1-ium-1-ylboranuide
Synonyms:BORANE-PYRIDINE;BORANE-PYRIDINE COMPLEX;(t-4)-boro;BORON HYDRIDE PYRIDINE;PYRIDINE BORANE;pyridine-borane (1:1);PYRIDINE BORANE COMPLEX;(beta-4)-boro

Borane-pyridine complex Uses

Uses:1
Used as a pharmaceutical intermediate
Uses:2
For the reduction and hydroboration.
Uses:3
Borane pyridine (110-51-0) is prepared to replace the mesophase boron bulk drugs.

Borane-pyridine complex Toxicity Data With Reference

1.	orl-rat LDLo:94,500 µg/kg	14KTAK Boron, Metallo-Boron Compounds and Boranes R.M. Adams,New York, NY.: Wiley,1964,693.
2.	ipr-rat LDLo:64,800 µg/kg	14KTAK Boron, Metallo-Boron Compounds and Boranes R.M. Adams,New York, NY.: Wiley,1964,693.
3.	skn-gpg LD50:200 mg/kg	14KTAK Boron, Metallo-Boron Compounds and Boranes R.M. Adams,New York, NY.: Wiley,1964,693.
4.	ipr-gpg LD50:54 mg/kg	14KTAK Boron, Metallo-Boron Compounds and Boranes R.M. Adams,New York, NY.: Wiley,1964,693.

Borane-pyridine complex Safety Profile

Poison by ingestion, skin contact, and intraperitoneal routes. Potentially hazardous rapid decomposition at 120°C/7.5 mbar. When heated to decomposition it emits toxic fumes of NO_x. See also BORON COMPOUNDS and PYRIDINE.
Hazard Codes:F,T,T+
F:
T:
T+:
Risk Statements
R10:Flammable.
R15:Contact with water liberates extremely flammable gases.
R20:Harmful by inhalation.
R24/25:Toxic in contact with skin and if swallowed .
R36/38:Irritating to eyes and skin .
R44:Risk of explosion if heated under confinement.
R36/37/38:Irritating to eyes, respiratory system and skin .
R26:Very Toxic by inhalation.
Safety Statements
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
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) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
RIDADR:
UN 1992 3/PG 2
WGK Germany:2
RTECS:US3675000
F:1-10
HazardClass:4.3
PackingGroup:II

Borane-pyridine complex Specification

Chemical Stability:Moisture sensitive. Heat sensitive.
Conditions to Avoid:Incompatible materials, temperatures above 50°C (122°F), exposure to moist air or water.
Incompatibilities with Other Materials:Contact with water liberates highly flammable gases., Contact with water liberates highly flammable gases., acids, acid chlorides, alcohols, acid anhydrides.
Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen gas, boron oxides.
Hazardous Polymerization:May occur.

Product Name

Borane-pyridine complex

Synthetic route

Borane-pyridine complex Chemical Properties

Borane-pyridine complex Uses

Borane-pyridine complex Toxicity Data With Reference

Borane-pyridine complex Safety Profile

Borane-pyridine complex Specification

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