Conditions | Yield |
---|---|
With magnesium In diethyl ether byproducts: MgFBr, EtMgBr; react. of EtBr, Mg turnings, and BF3*Et2O (in 3.5:3.5:1 molar ratio) in Et2O for 2 h; not isolated; detected by NMR; | 100% |
(phenylamino)diethylborane
A
1-phenyl-2,5-diethyl-1,2,5-azadiborolane
B
triethyl borane
Conditions | Yield |
---|---|
byproducts: hydrogene; High Pressure; 180°C 16 h and 200°C 9 h in autoclave shaking at 50 atm then 210-225°C 2 h; distn.; | A 97.6% B n/a |
byproducts: hydrogene; High Pressure; 180°C 16 h and 200°C 9 h in autoclave shaking at 50 atm then 210-225°C 2 h; distn.; | A 97.6% B n/a |
Conditions | Yield |
---|---|
With SO3 In (2)H8-toluene under Ar, addn. of SO3 in (d8)-toluene to B-compd. in (d8)-toluene at 0°C, warmed to room temp.; detn. by (17)O-NMR; | A 95% B 5% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; N2; molar ratio EtBr:B(OEt)3:Al = 4.5:1:3.3, ultrasound treatment of EtBr and Al (-20°C), addn. of B(OEt)3 (room temp., during 10 min); distn.; | 91.4% |
With iodine In neat (no solvent) Sonication; N2; molar ratio EtBr:B(OEt)3:Al:I2 = 0.65:0.166:0.476:0.0025, ultrasound treatment of EtBr, Al and I2 (-20°C), addn. of B(OEt)3 (room temp., during 10 min); distn.; | 90% |
With iodine In neat (no solvent) Sonication; N2; molar ratio EtBr:B(OEt)3:Al:I2 = 0.65:0.166:0.476:0.005, ultrasoundtreatment of EtBr, Al and I2 (-20°C), addn. of B(OEt)3 (room temp., during 10 min); distn.; | 90.3% |
Conditions | Yield |
---|---|
In toluene byproducts: H2; Ar atmosphere, stirring (80-90°C, 8 h); washing (pentane), drying (0.1 Torr); | A 91% B n/a |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: H2; Irradiation (UV/VIS); react. of B2H6 with C2H4 (1:12) at 320 Torr and irradiation with cw CO2laser for 2 s; | A 91% B n/a |
In neat (no solvent) byproducts: H2; Irradiation (UV/VIS); react. B2H6 with C2H4 (1:9) at 320 Torr and irradiation with cw CO2 laser for 2 s; | A 56% B n/a |
In neat (no solvent) byproducts: H2; Irradiation (UV/VIS); react. B2H6 with C2H4 (1:6) at 160 Torr and irradiation with cw CO2 laser for 2 s; | A 34.5% B n/a |
triethyl borate
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 90% |
[(1,2-bis(dimethylphosphine)ethane)2(PMe3)Fe]
A
triethyl borane
C27H56FeN2P4Si
Conditions | Yield |
---|---|
Stage #1: N,N′-di-tertbutyl(phenylamidinato)chlorosilylene; [(1,2-bis(dimethylphosphine)ethane)2(PMe3)Fe] In diethyl ether at -30 - 20℃; for 2h; Schlenk technique; Stage #2: With lithium triethylborohydride at 0 - 20℃; for 3.33333h; Schlenk technique; | A n/a B 89% |
tetraethyldiborane(6)
indole
A
(indolyl)diethylborane
B
triethyl borane
Conditions | Yield |
---|---|
byproducts: H2; 90°C; | A 87% B n/a |
diethylboron bromide
P-methyl-N,N'-bis(tert-butyl)diamidothiophosphonate
A
triethyl borane
B
1,3-di-tert-butyl-4-ethyl-2-methyl-1,3,2,4-diazaphosphaboretidine-2-sulfide
Conditions | Yield |
---|---|
With n-butyllithium In hexane N2 atmosphere; lithiation of amine with n-BuLi/hexane; refluxed for 20 h; addn. of a soln. of B compd. in hexane at -40°; slow warming to room temp.; filtration; fractional distn.; heating at 140°C for3 h in N2 stream with condensation;; fractional distn.; elem. anal.;; | A 85% B 82% |
bis[tert-butyl(diethylboryl)amino]methylphosphanoxide
A
1,3-di-tert-butyl-4-ethyl-2-methyl-1,3,2,4-diazaphosphaboretidine-2-oxide
B
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) heating at 170-190°C for 5 h in a stream of N2; condensation of volatiles in a cool trap;; distn.; elem. anal.;; | A 55% B 85% |
diethylboron bromide
1,2-bis(trimethylstannyl)benzene
A
triethyl borane
B
1,2-bis(diethylboryl)benzene
Conditions | Yield |
---|---|
In pentane byproducts: (CH3)3SnBr; inert atmosphere, addn. of soln. of stannyl compound to refluxing soln. of Et2BBr, reflux ( 1 h); removement of volatiles (vacuum), addn. (pentane), pptn. (-78°C),filtration of (CH3)3SnBr (-78°C), removement of solvent (vacuum) , distillation; | A n/a B 84% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 82.3% |
tri-n-propyl borate
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 82.1% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 80.1% |
Conditions | Yield |
---|---|
In diethyl ether at 50-60°C; | 80% |
In diethyl ether at 50-60°C; | 80% |
tetramethoxydiborane
triethylaluminum
A
triethyl borane
B
tetraethyldiborane
Conditions | Yield |
---|---|
In pentane byproducts: (C2H5)2AlOCH3; Al(C2H5)3 added to B2(OMe)4, stirred at -35°C, standing for 2 h at -30°C; solvent evapd. at -10°C bath temp., elem.anal.; | A 20% B 80% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 78.8% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 75.1% |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 75.1% |
diethylchloroborane
sodium triethyl-1-propinylborate
B
triethyl borane
C
tetra-B-ethyl-B,B'-((Z)-1-ethyl-2-methyl-ethene-1,2-diyl)-bis-borane
Conditions | Yield |
---|---|
In diethyl ether byproducts: NaCl; dropping soln. of 38 mmol ClB(C2H5)2 in 20 ml diethyl ether to soln. of 37 mmol Na-salt in 40 ml diethyl ether within 20 min under Ar, rise in temp., reflux; refluxing for 4 h;; filtration; complete removal of solvent in vac. at <=40°C; distn. in vac.; product mixt. obtained; (11)B NMR spectroscopy; b. p.;; | A 11-18 B 7-14 C 75% |
In diethyl ether byproducts: NaCl; dropping soln. of 0.5 mol ClB(C2H5)2 in 100 ml diethyl ether to soln. of 0.49 mol Na-salt in 500 ml diethyl ether within 2 h under Ar, rise in temp., boiling; refluxing for 3 h;; filtration; distn. of solvent at atmospheric pressure at <=80°C; removal of remaining ether and B(C2H5)3 in vac. at <=50°C; distn. of residue in vac.; product mixt. obtained; (11)B NMR spectroscopy; b. p.;; | A 31-58 B 22-26 C 20-43 |
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al introduced into a flask connected to a condenser containingalcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further 20 min; distd.; gas chromy.; | 74.2% |
boric acid tributyl ester
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 69% |
triisobutyl borate
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 67% |
Conditions | Yield |
---|---|
With iodine In neat (no solvent) Sonication; N2; ultrasound treatment of EtBr and Al, addn. of B-compd.; | 65% |
Trimethyl borate
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 65% |
Conditions | Yield |
---|---|
In paraffin Product distribution / selectivity; | 63.3% |
at 70℃; Product distribution / selectivity; | 44.7% |
ethyl bromide
boric acid tributyl ester
aluminium
triethyl borane
Conditions | Yield |
---|---|
With iodine In neat (no solvent) Sonication; N2; ultrasound treatment of EtBr and Al, addn. of B-compd.; | 58.5% |
Triisopropyl borate
triethyl-alane; compound with diethyl ether
triethyl borane
Conditions | Yield |
---|---|
In neat (no solvent) Sonication; (N2), Et3Al*Et2O introduced into a flask connected to a condenser containing alcohol at -20°C, stirred and heated to 120°C in an oil bath, added alkyl borate dropwise during 10 min, stirred for further20 min; distd.; gas chromy.; | 57% |
Conditions | Yield |
---|---|
With iodine In neat (no solvent) Sonication; N2; ultrasound treatment of EtBr and Al, addn. of B-compd.; | 56.5% |
triethyl borane
N-Cyclohexylcyclododecylidenamin
A
ethane
B
(Z/E)-(N-Cyclohexyl-1-cyclododecenylamino)diethylboran
Conditions | Yield |
---|---|
With diethylboryl-pivalate at 150℃; for 19h; | A 100% B 96% |
With diethylboryl-pivalate at 110℃; for 24h; Product distribution; reactivity of 1h with pure diethyl(pivaloyloxy)borane, different reaction times; | A 4.78 mmol B n/a |
triethyl borane
(E)-1-methoxy-4-(2-nitrovinyl)benzene
(E)-1-(but-1-en-1-yl)-4-methoxybenzene
Conditions | Yield |
---|---|
With air In tetrahydrofuran at 20℃; | 100% |
In tetrahydrofuran for 5h; Heating; | 96% |
With air In hexane; acetic acid | |
In tetrahydrofuran at 20℃; for 0.166667h; |
triethyl borane
1,1'-(2-nitroethene-1,1-diyl)dibenzene
1,1-diphenyl-1-butene
Conditions | Yield |
---|---|
With (t-BuO)2 In tetrahydrofuran for 3h; Irradiation; | 100% |
triethyl borane
(E)-2-(4-methylphenyl)-1-nitroethene
(E)-1-(but-1-en-1-yl)-4-methylbenzene
Conditions | Yield |
---|---|
In tetrahydrofuran for 2h; Heating; | 100% |
triethyl borane
(Z)-1,6-bis(trimethylsilyl)hexa-3-ene-1,5-diyne
Conditions | Yield |
---|---|
at 100℃; for 48h; | 100% |
triethyl borane
1-[bis(diisopropylamino)boryl]imidazole
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; | 100% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); tri-tert-butyl phosphine; 1-(Prop-2-enyl)-1,2,3,4,5-pentamethylcyclopenta-2,4-dien In hexane; toluene at 0℃; | 100% |
With tri-tert-butyl phosphine; bis(1,5-cyclooctadiene)nickel (0) In tetrahydrofuran; hexane; water at 20℃; for 20h; | 81% |
triethyl borane
bis(dimethylsilylethynyl)dimethylsilane
Conditions | Yield |
---|---|
at 100℃; for 12h; | 100% |
In neat (no solvent) under Ar; Si compd. added to BEt3, mixt. heated at 100°C for 12 h; volatiles removed under vac.; | 99% |
triethyl borane
4-methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; methanol at 65℃; for 9h; | 100% |
triethyl borane
(trimethyl)(3-methylbut-3-en-1-ynyl)silane
(Z)-4-(diethylboryl)-2-methyl-3-(trimethylsilyl)-1,3-hexadiene
Conditions | Yield |
---|---|
In neat (no solvent) trialkylborane racts with silylalkine at 140°C (24 h) in autoclav; | 100% |
In neat (no solvent) trialkylborane racts with silylalkine for 126 h at 100°C; volatiles are removed, distn. at 0.001 Torr; elem. anal.; | 58% |
triethyl borane
1-Phenyl-2-(trimethylsilyl)acetylene
(E)-2-diethylboryl-1-phenyl-1-trimethylsilyl-1-butene
Conditions | Yield |
---|---|
In neat (no solvent) trialkylborane racts with silylalkine at 125°C (16 h) and at 150°C (5 h) in autoclav; | 100% |
In neat (no solvent) trialkylborane racts with silylalkine for 60 h at 100°C; volatiles are removed, distn. at 0.001 Torr; elem. anal.; | 71% |
(η2-2-tert-butyl-1-phosphaacetylene)(trimethylphosphane)zirconocene
triethyl borane
Conditions | Yield |
---|---|
In toluene byproducts: Me3P*BEt3; equimolar mixture; warming (-78 to 20°C); | 100% |
(CH3)2Si(CCSn(CH3)3)(CC)C(CH3)3
triethyl borane
CB(C2H5)2C(C2H5)C(Sn(CH3)3)Si(CH3)2CC(CH3)3
Conditions | Yield |
---|---|
In toluene N2; addn. of 80 mmol BEt3 to a solution of 20 mmol trimethylstannylethinylsilane; stirring for 1 h at room temperature;; removal of the volatiles at 5E-3 Torr;; | 100% |
Empirical Formula: C6H15B
Molecular Weight: 97.9943
EINECS: 202-620-9
Index of Refraction: 1.363
Density: 0.655 g/cm3
Flash Point: 12 °C
Enthalpy of Vaporization: 32.19 kJ/mol
Boiling Point: 96.3 °C at 760 mmHg
Vapour Pressure: 50.2 mmHg at 25 °C
Melting point: -92 °C
Storage tempreture: 0-6 °C
Water solubility: Decomposes
Sensitive: Air Sensitive
Appearance: Clear colourless to light amber solution
Structure of Triethylborane (CAS NO.97-94-9):
Product Category of Triethylborane (CAS NO.97-94-9): Boranes;Reduction;Synthetic Reagents
Triethylborane (CAS NO.97-94-9) was used to ignite the JP-7 fuel in the Pratt & Whitney J58 turbojet/ramjet engines powering the Lockheed SR-71 Blackbird spy plane, and its predecessor A-12 OXCART, and also used before lift-off to ignite the F-1 Engines on the Saturn V Rocket. Industrially, it is used as an initiator in radical reactions where it is effective even at low temperatures, and is used in vapor deposition techniques as a boron source and in reduction bond cleavage with lithium tri-tert-butoxyaluminohydride, in preparation of various boron compounds, deoxygenation of primary and secondary alcohols, rapid determination of -OH groups in organic compounds, dehydration of salt and sugar hydrates, determination of water content in crystalline hydrate compounds, in a variant of Reformatskii reaction.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 720mg/kg (720mg/kg) | "Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 225, 1999. | |
rat | LC50 | inhalation | 700ppm/4H (700ppm) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. | |
rat | LD50 | intraperitoneal | 22700ug/kg (22.7mg/kg) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. | |
rat | LD50 | oral | 235mg/kg (235mg/kg) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. |
Triethylborane (CAS NO.97-94-9) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
Poison by ingestion and intraperitoneal routes. Mildly toxic by inhalation. Animal experiments show that the vapor is a poison which causes pulmonary irritation and convulsions. A very dangerous fire hazard by spontaneous chemical reaction with oxidizers. Spontaneously flammable in air. Explodes in oxygen atmospheres. Hypergolic reaction with triethylaluminum. Ignites on contact with chlorine, bromine, or other halogens. Will react with water or steam to produce toxic and flammable vapors. To fight fire, do NOT use halogenated extinguishing agents. When heated to decomposition or upon contact with air it emits toxic acrid smoke and irritating fumes. See also BORANES and BORON COMPOUNDS.
Hazard Codes: F+,C,N,F
Risk Statements: 12-17-19-22-34-66-67-65-62-51/53-48/20-11
R11:Highly flammable.
R12:Extremely flammable.
R17:Spontaneously flammable in air.
R19:May form explosive peroxides.
R20:Harmful by inhalation.
R22:Harmful if swallowed.
R34:Causes burns.
R48:Danger of serious damage to health by prolonged exposure.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R65:Harmful: may cause lung damage if swallowed.
R66:Repeated exposure may cause skin dryness or cracking.
R67:Vapours may cause drowsiness and dizziness.
Safety Statements: 7-9-16-23-26-29-33-36/37/39-43-45-61-43A-62
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place.
S16:Keep away from sources of ignition.
S23:Do not breathe vapour.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S29:Do not empty into drains.
S33:Take precautionary measures against static discharges.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S43:In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
Triethylborane , its cas register number is 97-94-9. It also can be called Triethylboron ; Boron ethyl ; Boron triethyl ; and Borane, triethyl- . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person.
In addition, Triethylborane (CAS NO.97-94-9) could be exposured to air. It is not compatible with strong oxidizing agents, halogenated agents, potassium hydroxide, bromine, metal halides, and you must not take it with incompatible materials, ignition sources. And also prevent it to broken down into hazardous decomposition products: oxides of boron, carbon monoxide, carbon dioxide.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View