Triethylborane

Triethylborane Basic information
Product Name:Triethylborane
Synonyms:Triethylborane1M solution in tetrahydrofuranAcroSeal§3;(ca. 1Mol/L in Tetrahydrofuran);Triethylborane ;Triethylborane, 1M solution in THF, AcroSeal 100ML;Triethylborane (ca. 11% in Tetrahydrofuran, ca. 1Mol/L);Triethylborane, 1M solution in tetrahydrofuran;Triethylboron,98%;triethylborane solution
CAS:97-94-9
MF:C6H15B
MW:97.99
EINECS:202-620-9
Product Categories:B (Classes of Boron Compounds);Boranes;Reduction;Synthetic Reagents;metal alkyl
Mol File:97-94-9.mol
Triethylborane Structure
Triethylborane Chemical Properties
Melting point -92°C
Boiling point 95°C
density 0.865 g/mL at 25 °C
vapor pressure 67hPa at 25℃
refractive index n20/D 1.380
Fp 1 °F
storage temp. 0-6°C
form Liquid
color Colorless to light amber
Water Solubility Decomposes
Sensitive Air Sensitive
Merck 14,9668
BRN 1731462
Exposure limitsACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
InChIKeyLALRXNPLTWZJIJ-UHFFFAOYSA-N
CAS DataBase Reference97-94-9(CAS DataBase Reference)
NIST Chemistry ReferenceBorane, triethyl-(97-94-9)
EPA Substance Registry SystemBorane, triethyl- (97-94-9)
Safety Information
Hazard Codes F+,C,N,F
Risk Statements 12-17-19-22-34-66-67-65-62-51/53-48/20-11-40-37
Safety Statements 7-9-16-23-26-29-33-36/37/39-43-45-61-43A-62
RIDADR UN 3399 4.3/PG 2
WGK Germany 2
RTECS ED2100000
2-10
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29319090
Hazardous Substances Data97-94-9(Hazardous Substances Data)
ToxicityLD50 orl-rat: 235 mg/kg 14KTAK -,693,64
MSDS Information
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Triethylborane English
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Triethylborane Usage And Synthesis
Chemical PropertiesClear colourless to light amber solution. Miscible with most organic solvents; immiscible with water.
UsesReagent in organic syntheses blocking agent and radical initiator.
UsesIt is used in mixtures with triethylaluminumas hypergolic igniters in rocket propulsionsystems.
UsesTriethylborane reacted with 8-hydroxyquinoline to synthesize three 8--?hydroxyquinolato (q) boron compounds B(C2H5)?2q (1)?, BPh2q (2)?, and B(2-?naph)?2q (3).
Synthesis Reference(s)The Journal of Organic Chemistry, 51, p. 427, 1986 DOI: 10.1021/jo00354a002
HazardFlammable, dangerous fire risk, ignites spontaneously in air. Reacts violently with water and oxidizing materials. Toxic by inhalation, strong irritant.
Health HazardTriethylboron is a toxic substance. The toxicsymptoms from chronic exposure to thiscompound are not reported. Skin contact canburn tissues.
Fire HazardTriethylborane is a pyrophoric substance, igniting spontaneously on exposure to air, chlorine, or bromine. Explosion may result when mixed with oxygen. Contact with ozone, peroxides and other oxidants can cause explosion. Its concentrated solutions can be pyrophoric. Flash point of 1 M solution in hexane is -23°C ( -9°F), while that in tetrahydrofuran is -17°C (1°F) (Aldrich 1996). It decomposes explosively when mixed with water.
Flammability and ExplosibilityPyrophoric
Safety ProfilePoison 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 oxichzers. 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.
Purification MethodsIt distils at 56-57o/220mm. It can also be purified via its ammonia addition complex which is distilled in a high vacuum, decomposed with dry HCl, and the Et3B is distilled out. It is commercially available as a 15% solution in hexane or as 1M solution in hexane. [Brown J Am Chem Soc 67 376 1945, Bamford et al. J Chem Soc 471 1946, Lin et al. J Organomet Chem 312 277 1986, Beilstein 4 III 1957, 4 IV 4359.]
Triethylborane Preparation Products And Raw materials
Preparation ProductsFluvastatin sodium salt-->SODIUM TETRAETHYLBORATE-->Atorvastatin-->1-Naphthalenemethanol-->1-Phenyl-1-propanol-->ISOBUTANE-->2-Hexanone-->N-Ethylcyclohexylamine-->4'-Ethylpropiophenone-->2-ETHYLBENZONITRILE-->TRIETHYLGALLIUM-->3-methyl-4-phenylbutan-2-ol-->1-Phenylpropan-1-amine-->ETHYL-O-TOLYL KETONE-->6-ETHYL-2-METHOXYLNAPHTHALINE-->ETHYL 4-NITROBENZOATE-->4-Ethylbenzenesulfonamide-->9-BBN DIMER
TRIETHYLBORANE IN THF 14% WT SOLN B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE Lithium triisobutylhydroborate TRIETHYLBORANE = TRIETHYL BORON LITHIUM TRISIAMYLBOROHYDRIDE LITHIUM B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONYL HYDRIDE Triethylphosphine POTASSIUM TRI-SEC-BUTYLBOROHYDRIDE B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE POTASSIUM TRIETHYLBOROHYDRIDE TRIETHYLBORANE 14 WT % IN TETRAHYDROFURAN BORON TRICYCLOHEXYL SODIUM TRI-SEC-BUTYLBOROHYDRIDE KS-SELECTRIDE(R) TRIALLYLBORANE TRIETHYLBORANE IN THF 14% SOLUTION TETRABUTYLAMMONIUM TETRABUTYLBORATE tris(1,2-dimethylpropyl)borane

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