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TRIMETHYLBORANE

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Name

TRIMETHYLBORANE

EINECS 209-816-3
CAS No. 593-90-8 Density 0.559 g/cm3
PSA 0.00000 LogP 1.37060
Solubility N/A Melting Point -161,5°C
Formula C3H9 B Boiling Point 20 °C at 760 mmHg
Molecular Weight 55.9155 Flash Point °C
Transport Information N/A Appearance colorless gas
Safety The gas ignites spontaneously in air or when mixed with chlorine. When heated to decomposition it emits acrid smoke and irritating fumes. See also BORANES and BORON COMPOUNDS. Risk Codes 11-17-34
Molecular Structure Molecular Structure of 593-90-8 (TRIMETHYLBORON) Hazard Symbols F,C
Synonyms

Trimethylborane;Trimethylboron

Article Data 145

TRIMETHYLBORANE Synthetic route

(methyl)3boron*NH3

A

593-90-8

trimethylborane

B

7664-41-7

ammonia

Conditions
ConditionsYield
at 130.0°C, 74.1 Torr equilibrium;A 99.6%
B 99.6%
at 130.0°C, 74.1 Torr equilibrium;A 99.6%
B 99.6%
at 54.8°C, 57.6 Torr equilibrium;A 90.8%
B 90.8%
at 54.8°C, 57.6 Torr equilibrium;A 90.8%
B 90.8%
5419-55-6

Triisopropyl borate

917-54-4

methyllithium

A

dimethylisopropoxyborane

B

593-90-8

trimethylborane

C

86595-27-9

diisopropoxymethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;A 1%
B <1
C 98%
22238-17-1

tri-sec-butylborate

917-54-4

methyllithium

A

(CH3)2B(OCH(CH3)CH2CH3)

B

86595-29-1

CH3B(OCH(CH3)CH2CH3)2

C

593-90-8

trimethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;A 1%
B 98%
C <1
13195-76-1

triisobutyl borate

917-54-4

methyllithium

A

(CH3)2B(OCH2CH(CH3)2)

B

86595-30-4

CH3B(OCH2CH(CH3)2)2

C

593-90-8

trimethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether under N2; to cold (-78 °C) soln. of boron compd. in Et2O slowly added MeLi, stirred for 0.5 h, warmed to room temp., stirred for 0.5 h,Li(BMe4) detected by (11)B NMR, cooled to 0 °C, added soln. of HCl in Et2O, stirred for 15 min, warmed; not isolated, monitored by (11)B NMR;A 1%
B 98%
C <1
917-54-4

methyllithium

94242-85-0

2,4,4,5,5-pentamethyl-[1,3,2]dioxaborolane

A

97782-68-8

(CH3)2BOC(CH3)2C(CH3)2OH

B

593-90-8

trimethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether byproducts: LiCl; 1 equiv of MeLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in Et2O adding, warming to room temp., stirring for 15 min; the content was detd. by (11)B NMR spectrum;A 98%
B <1
856617-42-0

trimethyl-borane; compound with trimethylamine

A

593-90-8

trimethylborane

B

75-50-3

trimethylamine

Conditions
ConditionsYield
at 111.3°C, 64.5 Torr equilibrium;A 96%
B 96%
at 111.3°C, 64.5 Torr equilibrium;A 96%
B 96%
at 65.8°C, 47.5 Torr equilibrium;A 63.8%
B 63.8%
917-54-4

methyllithium

86595-27-9

diisopropoxymethylborane

A

dimethylisopropoxyborane

B

593-90-8

trimethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether byproducts: LiCl, 2-propanol; 2 equiv of MeLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in Et2O adding, warming to room temp., stirring for 15 min; the content was detd. by (11)B NMR spectrum;A 95%
B <1
With hydrogenchloride In diethyl ether byproducts: LiCl, 2-propanol; 1 equiv of MeLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in Et2O adding, warming to room temp., stirring for 15 min; the content was detd. by (11)B NMR spectrum;A 95%
B <1
917-54-4

methyllithium

51901-48-5

2-methyl-[1,3,2]dioxaborinane

A

765242-40-8

(CH3)2BO(CH2)3OH

B

593-90-8

trimethylborane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether byproducts: LiCl; 2 equiv of MeLi slowly adding to a soln. of the boronic ester at -78°C, stirring for 3 h at the same temp., 1 equiv of anhydrous HCl in Et2O adding, warming to room temp., stirring for 15 min; the content was detd. by (11)B NMR spectrum;A 92%
B <7
62948-84-9

bis[tert-butyl(dimethylboryl)amino]methylphosphanoxide

A

593-90-8

trimethylborane

B

62948-89-4

1,3-di-tert-butyl-2,4-dimethyl-1,3,2,4-diazaphosphaboretidine-2-oxide

Conditions
ConditionsYield
In neat (no solvent) heating at 160-170°C for 5 h in a stream of N2 with condensationof the volatiles in a trap cooled at -78°C;; distn.; elem. anal.;;A 88%
B 75%
75-16-1

methylmagnesium bromide

10294-34-5

boron trichloride

593-90-8

trimethylborane

Conditions
ConditionsYield
In diethyl ether at room temp. for 2 h, molar ratio BCl3:ether:MeMgBr01:2:3; by fractional condensation;87%
In diethyl ether at room temp. for 2 h, molar ratio BCl3:ether:MeMgBr01:2:3; by fractional condensation;87%

TRIMETHYLBORANE Chemical Properties

MF: C3H9B
MW: 55.91
EINECS: 209-816-3
mp  -161,5°C
bp  -20,2°C
density  0,625 g/cm3
IUPAC Name: trimethylborane

TRIMETHYLBORANE Safety Profile

The gas ignites spontaneously in air or when mixed with chlorine. When heated to decomposition it emits acrid smoke and irritating fumes. See also BORANES and BORON COMPOUNDS.
Hazard Codes  F,C
Risk Statements  11-17-34
Safety Statements  9-16-23-45-43-36/37/39-26-7
RIDADR  3160
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