CAS 22560-16-3 Lithium triethylborohydride (HCID 23712863)

Namen und Bezeichner

Bevorzugter Name: Lithium triethylborohydride
Lokaler Name: Lithiumtriethylhydroborat
Englischer Name: Lithium Triethylborohydride
Summenformel: C6H13BLi
Molmasse: 102.92

Namen und Synonyme

Lithium triethylborohydride22560-16-3Lithium triethylhydroborateSuper-HydrideQ1ML638JFDEINECS 245-076-8SUPER-HDTXSID10897726LITHIUM HYDROTRIETHYLBORATE(1-)LITHIUM TRIETHYLHYDROBORATE(1-)LITHIUM TRIETHYLBOROHYDRIDE [MI]BORATE(1-), TRIETHYLHYDRO-, LITHIUM (1:1), (T-4)-

Weitere Namen anzeigen

LiBHEt3ithium triethyLSUPER-HYDRIDE(R)super-hydride solutionLITHIUM TRIETHYLHYDROBORLithiumtriethylhydroboratSuper-Hydride(R) solution

RefChem:799635DTXCID801326946(T4)Lithium triethylhydroborate(1) (1:1)245-076-8UNII-Q1ML638JFDLithium triethyl(hydrido)borate(1-)Super Hydridelithium triethyl boron

Datenbank-Bezeichner

CAS: 22560-16-3
PubChem CID: 23712863
UNII: Q1ML638JFD
EC Number: 245-076-8
Nikkaji: J1.545.302H、J2.664.243D

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 8
Formalladung: 0
Komplexität: 30

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Metals, Inorganic Compounds

Physical DescriptionColorless or white solid; [Merck Index] 10.59% Tetrahydrofuran solution: Clear colorless liquid; [Acros Organics MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 66 · 66-67° (Binger); mp 78-83° (dec) (Brown, 1977)
Dichte: 0.892 g/mL · 0.892 g/mL at 25 °C
Flammpunkt: 1 °F · 1 °F
storage temp.: Flammables + water-Freezer (-20°C)e area
Löslichkeit: Miscible with tetrahydrofuran and benzene.
Aggregatzustand: Liquid
Farbe: Colorless to light gray
Merck: 14 · 14,5544
BRN: 4151240 · 4151240
InChI: InChI=1S/C6H13B.Li/c1-4-7(5-2)6-3;/h4-7H,1-3H3;/q-1;+1
InChIKey: NOLZOGXVNKCSTH-UHFFFAOYSA-N
SMILES: [B+3]([H-])([CH-]C)([CH-]C)[CH-]C.[Li+]
CAS Datenbank: 22560 · 22560-16-3(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H250 (15.4%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]

P210, P222, P223, P231, P231+P232, P233, P260, P261, P264, P271, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P370+P378, P402+P404, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 175 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 23-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23334

Borate(1-), triethylhydro-, lithium, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 Eintrag

Reacts violently with water; [Merck Index] 10.59% Tetrahydrofuran (CAS# 109-99-9) solution: Reacts with water; May form explosive peroxides; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; May cause CNS depression and liver and kidney injury; [Acros Organics MSDS] See Potassium borohydride. See Lithium tri-sec-butylborohydride.

Hazard Classes and CategoriesPyr. Sol. 1 (15.4%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

Toxikologische Informationen

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Sicherheitsdaten

F: 10-23
wgk: 1
ridadr: UN 3399 4.3/PG 1
hs_code: 29319090
risk_code: 11-14/15-19-34-40-37
hazard_code: F,C
safety_code: 16-26-33-36/37/39-43-45
hazard_class: 4.3
packing_group: I
Speicherklasse: 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications: Acute Tox. 4 OralCarc. 2Eye Dam. 1Flam. Liq. 2Skin Corr. 1BSTOT SE 3Water-react 1

Chemie und Industrie

Verwendung und Herstellung

UsesUsed as a reducing agent; [Merck Index]

Anwendungen · 2 Einträge

BeschreibungLithium triethylborohydride is the organoboron compound with the formula LiEt3BH. Commonly referred to as LiTEBH or Superhydride, it is a powerful reducing agent used in organometallic and organic chemistry. It is a colorless or white liquid but is typically marketed and used as a THF solution. The related reducing agent sodium triethylborohydride is commercially available as toluene solutions.LiBHEt3 is a stronger reducing agent than lithium borohydride and lithium aluminium hydride.

VerwendenPowerful and selective reducing agent.As a reducing agentLithium triethylborohydride is used as a powerful reducing agent in organic synthesis for the conversion of carbonyl compounds to alcohols. It is also used in the preparation of alkynyl alcohols from the cleavage of cyclic keto-vinyl triflates. It is also used in the reduction of esters and lactones to alcohol and diol respectively. Further, it is used to prepare 1-methylcyclohexanol and 1,4-butanediol from 1,2-epoxybutane and gamma-butyrolactone respectively. It is also utilized for reductive cleavage of mesylates and tosylates in synthetic organic chemistry.

Darstellung

synthetischeLiBHEt3 is prepared by the reaction of lithium hydride (LiH) and triethylborane (Et3B) in tetrahydrofuran (THF):LiH + Et3B → LiEt3BHIts THF solutions are stable indefinitely in the absence of moisture and air.