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CAS No.: | 74-94-2 |
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Name: | Dimethylaminoborane |
Article Data: | 42 |
Molecular Structure: | |
Formula: | C2H10BN |
Molecular Weight: | 58.9191 |
Synonyms: | Dimethylamine,compd. with BH3 (6CI);Dimethylamine, compd. with borane (1:1) (8CI);Methanamine, N-methyl-, compd. with borane (1:1);Borane, compd. withN-methylmethanamine (1:1);Borane, compd. with dimethylamine (1:1) (8CI);Methanamine, N-methyl-, boron complex;(Dimethylamine)trihydroboron;Dimethylamine compound with borane (1:1);Dimethylamine-borane;NSC 10218;Boron,trihydro(N-methylmethanamine)-, (T-4)-; |
EINECS: | 200-823-7 |
Density: | 0.69 g/cm3 |
Melting Point: | 36 °C(lit.) |
Boiling Point: | 59-65 °C |
Flash Point: | 65 °C |
Solubility: | 125 g/L in water at 20°C |
Appearance: | white crystalline powder with an amine odour |
Hazard Symbols: | F,T |
Risk Codes: | 11-24/25-36/37/38-20 |
Safety: | 16-28-36/37-45-33-15 |
Transport Information: | UN 2926 4.1/PG 2 |
PSA: | 23.85000 |
LogP: | -0.95740 |
sodium tetrahydroborate
dimethylamine borane
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 4h; | 93% |
Conditions | Yield |
---|---|
In neat (no solvent) excess amine, 30-40°C, concn. of soln.;; distn. in vac. (60°C/2Torr) or recrystn. (petroleum ether);; | 91% |
In neat (no solvent) excess amine, 30-40°C, concn. of soln.;; distn. in vac. (60°C/2Torr) or recrystn. (petroleum ether);; | 91% |
In diethyl ether product in liquid form, crystn. on standing;; distn. in vac.;; | 961 % |
In gas determination of react.-enthalpy;; | |
for 2h; Inert atmosphere; Gas phase; Cooling with ice; |
Conditions | Yield |
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With iodine In 1,2-dimethoxyethane byproducts: NaI, H2; dropwise addn. of NaBH4 and I2 in DME to amine in DME, removal of solvent, addn. of C6H6, filtration, evapn. of filtrate in a N2 stream, drying in vac.;; recrystn. from CH2Cl2/hexane mixture;; | 84.4% |
With potassium dihydrogenphosphate In water at -20 - 5℃; for 10h; Solvent; Reagent/catalyst; Autoclave; Large scale; | 84.5% |
With boron trifluoride diethyl etherate In tetrahydrofuran refluxing, filtartion, evapn. of solvent;; |
Conditions | Yield |
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With sodium tetrahydroborate In 1,2-dimethoxyethane at 20℃; Cooling with ice; | 71% |
With lithium borohydride In diethyl ether at -78 - 20℃; |
Conditions | Yield |
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In neat (no solvent) in vac., 3h;; distn. in vac. at 75-76°C/0.5Torr;; | 70% |
In diethyl ether byproducts: H2, LiCl; room temp., 3h, filtration, evapn.;; recrystn. from C6H6/petroleum ether;; | |
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 65°C for sublimation; |
Conditions | Yield |
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With sodium hydroxide In 1,2-dimethoxyethane; water at -5 - 15℃; for 6 - 10h; Conversion of starting material; | 55.1% |
With sodium hydroxide In tetrahydrofuran; water at -10 - 15℃; for 10 - 14h; Conversion of starting material; | 54% |
Conditions | Yield |
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at 20℃; for 36h; | A 10% B 46% |
Conditions | Yield |
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In tetrahydrofuran; water at 20℃; for 4h; Inert atmosphere; | 10% |
Conditions | Yield |
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In tetrahydrofuran |
Conditions | Yield |
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With aluminium trichloride; aluminium In neat (no solvent) High Pressure; heating the mixture under a H2-pressure of 800-900kg/cm**2 to 273°C for 10h; in mixture with other products;; |
Reported in EPA TSCA Inventory.
The Dimethylaminoborane, with the CAS registry number 74-94-2, is also known as Dimethylamine compound with borane (1:1). It belongs to the product categories of Organometallics; B (Classes of Boron Compounds); Boranes; Reduction; Synthetic Organic Chemistry; Organoboron and borato-metal complexes. Its EINECS number is 200-823-7. This chemical's molecular formula is C2H10BN and molecular weight is 58.92. What's more, its systematic name is Trihydrido(N-methylmethanamine)boron. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Mutation data; (3)Skin / Eye Irritant. It should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is sensitive to water and air. This chemical is used in reductivealkylation of protein.
Physical properties of Dimethylaminoborane are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 4.44 Å2.
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. It is toxic in contact with skin and if swallowed and is harmful by inhalation. After contact with skin, you must wash immediately with plenty of ... (to be specified by the manufacturer). 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 and gloves. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible). You need take precautionary measures against static discharges and keep this chemical away from heat.
You can still convert the following datas into molecular structure:
(1)SMILES: [BH3-][NH+](C)C
(2)Std. InChI: InChI=1S/C2H10BN/c1-4(2)3/h4H,1-3H3
(3)Std. InChIKey: RUOMFVPJBOADHA-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | intraperitoneal | 55900ug/kg (55.9mg/kg) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. | |
guinea pig | LDLo | oral | 50mg/kg (50mg/kg) | National Technical Information Service. Vol. OTS0535833. | |
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | Journal of Pharmaceutical Sciences. Vol. 69, Pg. 1025, 1980. | |
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#05150. | |
mouse | LDLo | oral | 50mg/kg (50mg/kg) | National Technical Information Service. Vol. OTS0535833. | |
rabbit | LD50 | intraperitoneal | 35100ug/kg (35.1mg/kg) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. | |
rabbit | LD50 | skin | 210mg/kg (210mg/kg) | KIDNEY, URETER, AND BLADDER: OTHER CHANGES | National Technical Information Service. Vol. OTS0535833. |
rat | LD50 | intraperitoneal | 39mg/kg (39mg/kg) | "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New York, John Wiley & Sons, Inc., 1964Vol. -, Pg. 693, 1964. | |
rat | LD50 | oral | 59mg/kg (59mg/kg) | American Industrial Hygiene Association Quarterly. Vol. 16, Pg. 280, 1955. |