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| CAS No.: | 110-51-0 |
|---|---|
| Name: | Borane-pyridine complex |
| Article Data: | 48 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H8BN |
| Molecular Weight: | 92.9362 |
| 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; |
| EINECS: | 203-773-4 |
| Density: | 0.92 g/cm3 |
| Melting Point: | 10-11 °C(lit.) |
| Boiling Point: | 1575 ℃ |
| Flash Point: | 21 °C |
| Solubility: | reacts slowly with water |
| Appearance: | clear to slightly hazy colorless to amber liquid |
| Hazard Symbols: |
 F,  T,  T+
|
| Risk Codes: | 10-15-20-24/25-36/38-44-36/37/38-26 |
| Safety: | 26-36/37-43-45-36/37/39-28A |
| Transport Information: | UN 1992 3/PG 2 |
| PSA: | 3.88000 |
| LogP: | -0.89740 |
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| 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% |
| 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% |
| 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 |
| 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% |
| 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% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran for 6h; Reflux; | 94% |
| 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% |
| 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% |
- 110-51-0
borane pyridine
| Conditions | Yield |
|---|---|
| In neat (no solvent) 25°C, 20min;; | 54% |
| In neat (no solvent) 25°C, 20min;; | 54% |
| Conditions | Yield |
|---|---|
| In chloroform for 24h; Time; Inert atmosphere; Reflux; | A n/a B 15% C 53% D 1% E 26% |
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Chemistry
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
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.
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. |
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 NOx. 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
Specification
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.