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658308

Sigma-Aldrich

Lithium morpholinoborohydride solution

1 M in THF

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About This Item

Empirical Formula (Hill Notation):
C4H11BLiNO
CAS Number:
144240-18-6
Molecular Weight:
106.89
MDL number:
MFCD07784406
UNSPSC Code:
12352005
PubChem Substance ID:
24884341

reaction suitability

reagent type: reductant

concentration

1 M in THF

refractive index

n20/D 1.489

density

0.877 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li+].C[B-](C)(C)N1CCOCC1

InChI

1S/C4H11BNO.Li/c5-6-1-3-7-4-2-6;/h1-4H2,5H3;/q-1;+1

InChI key

FHKYRXRJDHFNMQ-UHFFFAOYSA-N

Application

Lithium Aminoborohydride (LAB) Reagents

  • Reagent for reduction-amination reactions
Capable of reducing a variety of fuctional groups.
LABs can transfer the amine moiety, as in the case of the reaction with halopyridines and primary alkyl methanesulfonates.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

1.4 °F

Flash Point(C)

-17 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

658308-25ML:4548173219806
658308-100ML:4548173219813
658308-VAR:
658308-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
09330KE
09123ED

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Shannon Thomas et al.
Organic letters, 5(21), 3867-3870 (2003-10-11)
[reaction: see text] Lithium aminoborohydride (LAB) reagents promote the amination of 2-fluoropyridine under mild reaction conditions, providing 2-(dialkylamino)pyridines in excellent yield and purity. Treatment of 2-fluoropyridine with 1.1 equiv of lithium aminoborohydride at room temperature affords complete conversion after 1
Pasumansky, L. et al
Aldrichimica Acta, 38, 61-61 (2005)
Fisher, G. B. et al
The Journal of Organic Chemistry, 59, 6378-6378 (1994)
S Thomas et al.
Organic letters, 3(24), 3915-3918 (2001-11-27)
Lithium aminoborohydride (LAB) reagents initiate the amination or reduction of alkyl methanesulfonate esters, as dictated by reaction conditions. Alkyl methanesulfonate esters treated with unhindered LABs provide tertiary amines in excellent yield. Reduction to the corresponding alkane is achieved using a
Saikia, P.P.
Synlett, 995-995 (2007)

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