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75-22-9

Basic Information
CAS No.: 75-22-9
Name: Borane-trimethylamine complex
Article Data: 100
Molecular Structure:
Molecular Structure of 75-22-9 (Borane-trimethylamine complex)
Formula: C3H12BN
Molecular Weight: 72.946
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;
EINECS: 200-850-4
Density: 0.81
Melting Point: 92-94 °C(lit.)
Boiling Point: 172 °C(lit.)
Flash Point: 64 °C
Solubility: decomposes in water
Appearance: white crystalline powder
Hazard Symbols: FlammableF,IrritantXi,HarmfulXn
Risk Codes: 11-36/37/38
Safety: 14-16-26-36/37/39-33
Transport Information: UN 1325 4.1/PG 2
PSA: 12.36000
LogP: -1.00610
Synthetic route
1095-03-0

triphenylborane

1333-74-0

hydrogen

75-50-3

trimethylamine

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%
127088-51-1

(CH3O)(CH3)2N*BH3

75-50-3

trimethylamine

75-22-9

trimethylamine-borane

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

tetramethylammonium borohydride

75-22-9

trimethylamine-borane

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

(CH3)3NGeH3Br

19287-45-7

diborane

A

13569-43-2

bromogermanate

B

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
16940-66-2

sodium tetrahydroborate

121-44-8

triethylamine

75-22-9

trimethylamine-borane

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

sodium tetrahydroborate

593-81-7

trimethylamine hydrochloride

75-50-3

trimethylamine

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

593-81-7

trimethylamine hydrochloride

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);;
126666-64-6

(CH3O)(CH3)HN*BH3

75-50-3

trimethylamine

75-22-9

trimethylamine-borane

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

hydrogen

10294-34-5

boron trichloride

75-50-3

trimethylamine

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

75-50-3

trimethylamine

A

poly{piperazino-bis(diborane)}

B

75-22-9

trimethylamine-borane

Conditions
ConditionsYield
In toluene 16 h, 150°C in sealed tube;A 79%
B 84%
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    Product Name: Borane-trimethylamine complex CAS: 75-22-9 MF: C3H12BN MW: 72.95 EINECS: 200-850-4 Mol File: 75-22-9.mol Borane-trimethylamine complex Structure Borane-trimethylamine complex Chemical Properties Melting point 92-

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Consensus Reports

Reported in EPA TSCA Inventory.

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.