Product Name

  • Name

    Borane-trimethylamine complex

  • EINECS 200-850-4
  • CAS No. 75-22-9
  • Article Data100
  • CAS DataBase
  • Density 0.81
  • Solubility decomposes in water
  • Melting Point 92-94 °C(lit.)
  • Formula C3H12BN
  • Boiling Point 172 °C(lit.)
  • Molecular Weight 72.946
  • Flash Point 64 °C
  • Transport Information UN 1325 4.1/PG 2
  • Appearance white crystalline powder
  • Safety 14-16-26-36/37/39-33
  • Risk Codes 11-36/37/38
  • Molecular Structure Molecular Structure of 75-22-9 (Borane-trimethylamine complex)
  • Hazard Symbols FlammableF,IrritantXi,HarmfulXn
  • Synonyms Borine,compd. with Me3N (1:1) (6CI);Methanamine, N,N-dimethyl-, compd. with borane(1:1);Trimethylamine, compd. with borane (1:1) (8CI);Borane, compd. withN,N-dimethylmethanamine (1:1);Borane, compd. with trimethylamine (1:1) (8CI);Borane complex with trimethylamine (1:1);Borane-trimethylamine (1:1);NSC10220;NSC 145941;NSC 53323;Trihydro(trimethylamine)boron;Trimethylamineborane(3);Trimethylamine-borane (1:1);Trimethylamineborane;
  • PSA 12.36000
  • LogP -1.00610

Synthetic route

triphenylborane
1095-03-0

triphenylborane

hydrogen
1333-74-0

hydrogen

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With aluminium; aluminium trichloride In neat (no solvent) in presence of activated Al-powder, H2-pressure 2000 psi, 180°C, 1h;; separation by distn. in vac.;;99%
(CH3O)(CH3)2N*BH3
127088-51-1

(CH3O)(CH3)2N*BH3

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether at 0°C;;98%
In diethyl ether byproducts: (CH3)2NOCH3; at 0°C;;98%
tetramethylammonium borohydride
16883-45-7

tetramethylammonium borohydride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In neat (no solvent) byproducts: CH4; 220-225°C, 10E-3Torr;;96%
(CH3)3NGeH3Br
60342-06-5

(CH3)3NGeH3Br

diborane
19287-45-7

diborane

A

bromogermanate
13569-43-2

bromogermanate

B

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In neat (no solvent) byproducts: germanes; under N2 or in vac., excess B2H6, -78°C, 1.0 h;A 92.5%
B n/a
With hydrogen bromide In neat (no solvent) byproducts: germanes; under N2 or in vac., allowed to warm to -63°C for 1.0 h, treated at -78°C with B2H6 followed by HBr; traces of germanes;A 79.5%
B n/a
With hydrogen bromide In neat (no solvent) byproducts: germanes; under N2 or in vac., allowed to warm to -23°C for 0.5 h, treated at -78°C with B2H6 followed by HBr; traces of germanes;A 58%
B n/a
With hydrogen bromide In neat (no solvent) byproducts: germanes; under N2 or in vac., allowed to warm to 23°C for 4.0 h, treated at -78°C with B2H6 followed by HBr; traces of germanes;A 0%
B n/a
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

triethylamine
121-44-8

triethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With water; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 4h; Reagent/catalyst; Solvent;92%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In water byproducts: H2; slow addn. of H2O to a mixture of NaBH4 and ((CH3)3NH)Cl in N(CH3)3 at -10°C while stirring (3h), addn. of H2O and petroleum ether, evapn. of petroleum ether phase;;90%
In water byproducts: H2; slow addn. of H2O to a mixture of NaBH4 and ((CH3)3NH)Cl in N(CH3)3 at -10°C while stirring (3h), addn. of H2O and petroleum ether, evapn. of petroleum ether phase;;90%
lithium borohydride

lithium borohydride

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether byproducts: H2; stirring at room temp. until end of H2-evolution, boiling for 1h, filtration, evapn.;;86%
In diethyl ether amine hydrochloride was added at -78°C to soln. LiBH4 in Et2O andstirred for 30 min, allowed to warm to room temp. and stirred for 5 h; react. mixt. was cooled to -45°C, slvent was removed in vacuo, residue was heated in vacuo at 50°C for sublimation;78%
In diethyl ether
In tetrahydrofuran
In diethyl ether byproducts: H2, LiCl; addn. of LiBH4 in ether to a small excess ammonium salt in ether while stirring and cooling, stirring at room temp. for 3h, filtration, evapn.;; recrystn. (C6H6/petroleum ether);;
(CH3O)(CH3)HN*BH3
126666-64-6

(CH3O)(CH3)HN*BH3

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether at 0°C;;86%
at 0°C;;80%
hydrogen
1333-74-0

hydrogen

boron trichloride
10294-34-5

boron trichloride

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With aluminium In neat (no solvent) byproducts: HCl; mixing N(CH3)3 and BCl3 with powdered Al at 140°C, heating to 220°C under 5000 psi while stirring;;85%
With aluminium In neat (no solvent) byproducts: HCl; mixing N(CH3)3 and BCl3 with powdered Al at 140°C, heating to 220°C under 5000 psi while stirring;;85%
In neat (no solvent) byproducts: HCl; excess amine, 2000 atm H2-pressure, 200°C, 60h;;25%
C4H8(NB2H5)2

C4H8(NB2H5)2

trimethylamine
75-50-3

trimethylamine

A

poly{piperazino-bis(diborane)}

poly{piperazino-bis(diborane)}

B

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In toluene 16 h, 150°C in sealed tube;A 79%
B 84%
μ-H5B2-N(-CH2-CH2-)2N-B2H5

μ-H5B2-N(-CH2-CH2-)2N-B2H5

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In toluene 150°C, 16h, closed tube;;84%
potassium borohydride

potassium borohydride

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With carbon dioxide In water byproducts: H2; in presence of moisture;;80%
In water; benzene introduction of CO2 or addn. of solns. of HCl, H3PO4, H3BO3 HCO2H, CH3CO2H or Ch3C6H4SO3H at 0-5°C (7-8h), evapn. of organic phase;; distn. in vac.;;79.5%
In water; Petroleum ether introduction of CO2 or addn. of solns. of HCl, H3PO4, H3BO3 HCO2H, CH3CO2H or Ch3C6H4SO3H at 0-5°C (7-8h), evapn. of organic phase;; distn. in vac.;;79.5%
In water; Petroleum ether introduction of CO2 or addn. of solns. of HCl, H3PO4, H3BO3 HCO2H, CH3CO2H or Ch3C6H4SO3H at 0-5°C (7-8h), evapn. of organic phase;; distn. in vac.;;79.5%
In water; benzene introduction of CO2 or addn. of solns. of HCl, H3PO4, H3BO3 HCO2H, CH3CO2H or Ch3C6H4SO3H at 0-5°C (7-8h), evapn. of organic phase;; distn. in vac.;;79.5%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With 18-crown-6 ether In diethyl ether refluxing under Ar for 5 h; cooling, evapn. of solvent, sublimating residue under vac.;80%
In tetrahydrofuran byproducts: H2, NaCl; stirring for 2h at room temp., boiling for 12h, removal of excess NaBH4 and NaCl, evapn. of filtrate in vac.;; sublimation (60-70°C, 40-60Torr);;67%
In diethyl ether
In tetrahydrofuran
N,N-Dimethyl-hydroxylamin-boran
126666-65-7

N,N-Dimethyl-hydroxylamin-boran

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
byproducts: (CH3)2NOH;80%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In water byproducts: H2; react. in presence of CO2 on addn. of H2O, filtration, evapn., extractn. with H2O;;80%
In water byproducts: H2; react. in presence of CO2 on addn. of H2O, filtration, evapn., extractn. with H2O;;80%
In water byproducts: H2; react. in presence of H3BO3 on addn. of H2O, filtration, evapn., extractn. with H2O;;77%
In water byproducts: H2; react. in presence of H3BO3 on addn. of H2O, filtration, evapn., extractn. with H2O;;77%
With phosphonic Acid for 2h; Cooling with ice; Inert atmosphere;
trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With lithium borohydride In diethyl ether at -78 - 20℃;78%
μ-(CH3)2N-B2H5*N(CH3)3

μ-(CH3)2N-B2H5*N(CH3)3

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
byproducts: H2B-N(CH3)2; 24°C, 20min;;76%
byproducts: H2B-N(CH3)2; 24°C, 20min;;76%
byproducts: H2B-N(CH3)2; at 85.deegree.C;;>99
byproducts: H2B-N(CH3)2; at 85.deegree.C;;>99
(CH3NH)F2PBH3

(CH3NH)F2PBH3

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
small excess N(CH3)3;;69%
μ-(C2H5)2N-B2H5*N(CH3)3

μ-(C2H5)2N-B2H5*N(CH3)3

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
byproducts: H2B-N(C2H5)2; on heating;;65%
byproducts: H2B-N(C2H5)2; slow react. at room temp.;;
trimethylamine-monoiodoborane (1/1)
25741-81-5

trimethylamine-monoiodoborane (1/1)

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With sodium-potassium alloy; sodium In 1,2-dimethoxyethane reduction with Na/K-alloy (25:75 wt.-%); 2.5-3h, 0°C;;55%
With sodium-potassium alloy; sodium In diethylene glycol reduction with Na/K-alloy (25:75 wt.-%); 2.5-3h, 0°C;;55%
With sodium-potassium alloy; sodium In further solvent(s) reduction with Na/K-alloy (25:75 wt.-%); in N(CH3)3, 3h, 0°C;;44%
(CH3O)H2N*BH3
91572-26-8

(CH3O)H2N*BH3

trimethylamine
75-50-3

trimethylamine

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether at 0°C;;22%
(CH3O)H2N*BH3
91572-26-8

(CH3O)H2N*BH3

A

trimethylamine-borane
75-22-9

trimethylamine-borane

B

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
A 22%
B n/a
B2H4*2(N(CH3)3)

B2H4*2(N(CH3)3)

hydrogen
1333-74-0

hydrogen

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In neat (no solvent) 90°C;;17%
(CH3)3N*BH2Br
5275-42-3

(CH3)3N*BH2Br

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
With sodium-potassium alloy; sodium In further solvent(s) reduction with Na/K-alloy (25:75 wt.-%); in N(CH3)3, 0°C, 15h;;17%
(CH3)3NBH2(SCH3)
89925-28-0

(CH3)3NBH2(SCH3)

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
byproducts: (CH3)3N, B(SCH3)3; heating 15 min to 45°C; equilibrium;;10%
byproducts: (CH3)3N, B(SCH3)3; heating 15 min to 45°C; equilibrium;;10%
(CH3)3SiCNBH3
18148-56-6

(CH3)3SiCNBH3

trimethylamine
75-50-3

trimethylamine

A

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

B

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In neat (no solvent) room temp., 12d;;
{1-(trimethylamine)-1,2-bis(trimethylphosphine)trihydrodiboron}octahydrotriborate
113811-00-0

{1-(trimethylamine)-1,2-bis(trimethylphosphine)trihydrodiboron}octahydrotriborate

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
slow decompn. at -30°C;
calcium borohydride

calcium borohydride

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether
In tetrahydrofuran
calcium borohydride

calcium borohydride

trimethyl ammonium bromide
2840-24-6

trimethyl ammonium bromide

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether
In tetrahydrofuran
calcium borohydride

calcium borohydride

trimethyl ammonium sulfate

trimethyl ammonium sulfate

trimethylamine-borane
75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In diethyl ether
In tetrahydrofuran
pyridine
110-86-1

pyridine

trimethylamine-borane
75-22-9

trimethylamine-borane

iodine
7553-56-2

iodine

((C5H5N)2BH2)(1+)*I(1-)=((C5H5N)2BH2)I
16986-64-4

((C5H5N)2BH2)(1+)*I(1-)=((C5H5N)2BH2)I

Conditions
ConditionsYield
In pyridine99%
In pyridine byproducts: {(CH3)3NH}I; 70°C, 1h;;
In pyridine byproducts: {(CH3)3NH}I; 70°C, 1h;;
4-bromo-1H-pyrazole
2075-45-8

4-bromo-1H-pyrazole

trimethylamine-borane
75-22-9

trimethylamine-borane

{1-(4-bromo)pyrazolyl}borane
16998-93-9

{1-(4-bromo)pyrazolyl}borane

Conditions
ConditionsYield
99%
99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(benzo[d][1,3]dioxol-5-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(benzo[d][1,3]dioxol-5-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(benzo[d][1,3]dioxol-5-yl(trimethylamine-boranyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(benzo[d][1,3]dioxol-5-yl(trimethylamine-boranyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(benzo[d][1,3]dioxol-5-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(benzo[d][1,3]dioxol-5-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

(+)-1-(5-(benzo[d][1,3]dioxol-5-yl(trimethylamine-boranyl)methyl)-2-methylfuran-3-yl)ethan-1-one

(+)-1-(5-(benzo[d][1,3]dioxol-5-yl(trimethylamine-boranyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(non-2-yn-1-ylidene)pentane-2,4-dione

3-(non-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(1-(trimethylamine-boranyl)heptyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(1-(trimethylamine-boranyl)heptyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-cyclohexylprop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-cyclohexylprop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(cyclohexyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(cyclohexyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-cyclohexylprop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-cyclohexylprop-2-yn-1-ylidene)pentane-2,4-dione

(-)-1-(5-(trimethylamine-boranyl(cyclohexyl)methyl)-2-methylfuran-3-yl)ethan-1-one

(-)-1-(5-(trimethylamine-boranyl(cyclohexyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(4,4-dimethylpent-2-yn-1-ylidene)pentane-2,4-dione
1402404-18-5

3-(4,4-dimethylpent-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(1-(trimethylamine-boranyl)-2,2-dimethylpropyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(1-(trimethylamine-boranyl)-2,2-dimethylpropyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(trimethylsilyl)prop-2-yn-1-ylidene)pentane-2,4-dione
1402404-17-4

3-(3-(trimethylsilyl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(trimethylsilyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(trimethylsilyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
4-(3-phenylprop-2-yn-1-ylidene)heptane-3,5-dione
1026785-98-7

4-(3-phenylprop-2-yn-1-ylidene)heptane-3,5-dione

trimethylamine-borane
75-22-9

trimethylamine-borane

1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-ethylfuran-3-yl)propan-1-one

1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-ethylfuran-3-yl)propan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

(E)-6-phenyl-3-(phenylsulfonyl)hex-3-en-5-yn-2-one

(E)-6-phenyl-3-(phenylsulfonyl)hex-3-en-5-yn-2-one

trimethylamine-((5-methyl-4-(phenylsulfonyl)furan-2-yl)(phenyl)methyl)borane

trimethylamine-((5-methyl-4-(phenylsulfonyl)furan-2-yl)(phenyl)methyl)borane

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 1h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(p-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(p-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(p-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(p-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(p-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(p-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

(+)-1-(5-(trimethylamine-boranyl(p-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

(+)-1-(5-(trimethylamine-boranyl(p-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(4-chlorophenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(4-chlorophenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(4-chlorophenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(4-chlorophenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(4-chlorophenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(4-chlorophenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

(+)-1-(5-(trimethylamine-boranyl(4-chlorophenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

(+)-1-(5-(trimethylamine-boranyl(4-chlorophenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(naphthalen-2-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(naphthalen-2-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

(+)-1-(5-(trimethylamine-boranyl(naphthalen-2-yl)methyl)-2-methylfuran-3-yl)ethan-1-one

(+)-1-(5-(trimethylamine-boranyl(naphthalen-2-yl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;99%
trimethylamine-borane
75-22-9

trimethylamine-borane

water-d2
7789-20-0

water-d2

trimethylamine borane

trimethylamine borane

Conditions
ConditionsYield
hydrogen chloride In water-d2 with excess acidic D2O; 20min at 25°C; extractn. with ether;;98%
sulfuric acid-d2 In dichloromethane 0.5n D2SO4;;
sulfuric acid-d2 In diethyl ether 0.5n D2SO4;;
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-phenylpropyl-2-yn-1-ylidene)-2,4-pentanedione
67082-95-5

3-(3-phenylpropyl-2-yn-1-ylidene)-2,4-pentanedione

1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Kinetics; Mechanism; Thermodynamic data; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

C15H11F3O2

C15H11F3O2

1-(5-(trimethylamine-boranyl(4-(trifluoromethyl)phenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(4-(trifluoromethyl)phenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

C15H14O2

C15H14O2

1-(5-(trimethylamine-boranyl(o-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(o-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(m-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(m-tolyl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(m-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(m-tolyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

C15H14O3

C15H14O3

1-(5-(trimethylamine-boranyl(3-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(3-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

C15H14O3

C15H14O3

(+)-1-(5-(trimethylamine-boranyl(3-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

(+)-1-(5-(trimethylamine-boranyl(3-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(naphthalen-2-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(naphthalen-2-yl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(naphthalen-2-yl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(naphthalen-2-yl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

3-(3-(4-methoxyphenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

3-(3-(4-methoxyphenyl)prop-2-yn-1-ylidene)pentane-2,4-dione

1-(5-(trimethylamine-boranyl(4-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

1-(5-(trimethylamine-boranyl(4-methoxyphenyl)methyl)-2-methylfuran-3-yl)ethan-1-one

Conditions
ConditionsYield
With copper(l) chloride In 1,2-dichloro-ethane at 60℃; for 0.166667h; Inert atmosphere; Schlenk technique;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

C66H85Ag2N6(2+)*2C32H12BF24(1-)

C66H85Ag2N6(2+)*2C32H12BF24(1-)

C36H55AgBN4(1+)*C32H12BF24(1-)

C36H55AgBN4(1+)*C32H12BF24(1-)

Conditions
ConditionsYield
In dichloromethane for 2h; Inert atmosphere; Combinatorial reaction / High throughput screening (HTS); Glovebox;98%
trimethylamine-borane
75-22-9

trimethylamine-borane

tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

C9H11BF5N
1428975-43-2

C9H11BF5N

Conditions
ConditionsYield
In dichloromethane at 50℃; for 1h; Sealed tube; Inert atmosphere; Glovebox;97%
In hexane; toluene Inert atmosphere; Schlenk technique;54%
4-(3-phenylprop-2-yn-1-ylidene)heptane-3,5-dione
1026785-98-7

4-(3-phenylprop-2-yn-1-ylidene)heptane-3,5-dione

trimethylamine-borane
75-22-9

trimethylamine-borane

(+)-1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-ethylfuran-3-yl)propan-1-one

(+)-1-(5-(trimethylamine-boranyl(phenyl)methyl)-2-ethylfuran-3-yl)propan-1-one

Conditions
ConditionsYield
With dirhodium(II) tetrakis[(S)-(+)-[(1S)-1-(4-bromophenyl)-2,2-diphenylcyclopropanecarboxylate]] In monoethylene glycol diethyl ether at -20℃; for 5h; Inert atmosphere; Schlenk technique;97%

Borane-trimethylamine complex Consensus Reports

Reported in EPA TSCA Inventory.

Borane-trimethylamine complex Specification

The Borane-trimethylamine complex, with the CAS registry number 75-22-9, is also known as Borane-trimethylamine (1:1). It belongs to the product categories of B (Classes of Boron Compounds); Boranes; Reduction; Synthetic Organic Chemistry. Its EINECS number is 200-850-4. This chemical's molecular formula is C3H12BN and molecular weight is 72.95. What's more, its systematic name is (N,N-Dimethylmethanamine)(trihydrido)boron. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Mutation data. The product should be sealed and stored in containers with dry inert gas which are placed in cool and dry places. It is used in the reduction reaction of ketone and Schiff (Schiff bases) and hydroboration of olefin. 

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. This substance is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. You need take precautionary measures against static discharges and keep it away from ... (incompatible materials to be indicated by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: [BH3-][N+](C)(C)C
(2)Std. InChI: InChI=1S/C3H12BN/c1-5(2,3)4/h1-4H3
(3)Std. InChIKey: KQVSXUGMDCAISO-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 140mg/kg (140mg/kg)   Journal of Pharmaceutical Sciences. Vol. 74, Pg. 755, 1985.
rat LD50 intraperitoneal 175mg/kg (175mg/kg)   Journal of Occupational Medicine. Vol. 1, Pg. 46, 1959.

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