N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine supplier

Name
N,N'-DIHYDROXY-2,3-DIMETHYL-2,3-BUTANEDIAMINE
EINECS
CAS No. 14384-45-3
Article Data36
CAS DataBase
Density 1.056 g/cm³
Solubility
Melting Point 157-159 °C
Formula C₆H₁₆N₂O₂
Boiling Point 274.6 °C at 760 mmHg
Molecular Weight 148.205
Flash Point 123.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,3-Butanediamine,N,N'-dihydroxy-2,3-dimethyl- (8CI,9CI);1,1,2,2-Tetramethyl-1,2-bis(hydroxylamino)ethane;2,3-Bis(hydroxyamino)-2,3-dimethylbutane;2,3-Bis(hydroxylamino)-2,3-dimethylbutane;2,3-Di(hydroxylamino)-2,3-dimethylbutane;2,3-Dimethyl-2,3-bis(N-hydroxyamino)butane;2,3-Dimethyl-2,3-bis(hydroxyamino)butane;2,3-Dimethyl-2,3-bis(hydroxylamino)butane;2,3-Dimethyl-2,3-dihydroxylaminobutane;N,N'-(Tetramethylethylene)bis(hydroxylamine);N,N'-Dihydroxy-2,3-diamino-2,3-dimethylbutane;N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine;N,N'-Dihydroxy-2,3-dimethyl-2,3-diaminobutane;
PSA 64.52000
LogP 1.28300

Synthetic route

: 14538-51-3, 78375-92-5
2,3-bis(hydroxyamino)-2,3-dimethylbutane monosulfate

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 2h; Cooling with ice; Inert atmosphere;	79.1%

: 3964-18-9
2,3-dimethyl-2,3-dinitrobutane

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

Conditions

Conditions	Yield
With aluminum amalgam In tetrahydrofuran; water at -7 - -2℃; for 0.75h;	79%
With aluminum amalgam In tetrahydrofuran; water at 0℃; for 0.333333h;	76%
With ammonium chloride; zinc In tetrahydrofuran at 4 - 6℃; for 16.5h;	68%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 66-98-8
4,4'-diformylbiphenyl

: 1227255-67-5
2,2'-(biphenyl-4,4'-diyl)bis(4,4,5,5-tetramethylimidazolidine-1,3-diol)

Conditions

Conditions	Yield
In toluene for 3h; Reflux; Inert atmosphere;	100%
In toluene Inert atmosphere; Reflux;	95%

: 925687-30-5
diethyl 3-formyl-1H-pyrazole-4,5-dicarboxylate

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 925687-32-7
diethyl 3-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-1H-pyrazole-4,5-dicarboxylate

Conditions

Conditions	Yield
In methanol for 5h;	98%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 3011-34-5
4-hydroxy-3-nitrobenzaldehyde

: 1169932-83-5
2-(4-hydroxy-3-nitrophenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	98%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 84907-55-1
tolan-4,4'-dicarbaldehyde

: 2-(4-{2-[4-(1,3-dihydroxy-4,4,5,5-tetramethyl-imidazolidine-2-yl)phenyl]ethynyl}phenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In toluene at 110℃; Inert atmosphere;	98%
In toluene Inert atmosphere; Reflux;	98%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 5′-(3-(tert-butyl)-4,5-dihydroxyphenyl)-[2,2′-bithiophene]-5-carboxaldehyde

: 2-(5′-(3-(tert-butyl)-4,5-dihydroxyphenyl)-[2,2′-bithiophen]-5-yl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol at 20℃; for 48h; Sealed tube; Schlenk technique; Inert atmosphere; Darkness;	97%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 127653-16-1
4,4'-(buta-1,3-diyne-1,4-diyl)dibenzaldehyde

: 2-(4-{4-[4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidine-2-yl)phenyl]buta-1,3-diyn-1-yl}phenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In toluene at 110℃; for 3h; Inert atmosphere;	97%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 4-[4-(4-formylmethyl)-2,5-dimethoxyphenyl]benzaldehyde

: 2-(4-{4-[4-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidine-2-yl)phenyl]-2,5-dimethoxyphenyl}phenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In toluene at 110℃; Inert atmosphere;	97%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 3328-70-9
5-formyl-2-hydroxybenzaldehyde

: C20H34N4O5

Conditions

Conditions	Yield
In benzene for 21h; Heating;	96%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 100-52-7
benzaldehyde

: 18389-99-6
1,3-dihydroxyl-2-phenyl-4,4,5,5-tetramethylimidazolidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 20℃; for 48h;	96%
In methanol at 20℃; for 1h;	85%
In methanol at 20℃; for 16h;	85%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 119-67-5
o-carboxybenzaldehyde

: 2-(1,3-dihydroxy-4,4,5,5-tetramethyl-imidazolidin-2-yl)-benzoic acid

Conditions

Conditions	Yield
In methanol at 20℃; for 24h; Cycloaddition;	95%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 120173-41-3
5-bromobenzene-1,3-dicarbaldehyde

: 263746-67-4
1,3-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-5-bromobenzene

Conditions

Conditions	Yield
In methanol at 20℃; for 72h; Condensation;	95%
In methanol for 72h;	94%

: 1220993-12-3
2-(4,5-dibromo-[1,3]dithiol-2-ylidene)-1,3-benzodithiol-5-carbaldehyde

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 14538-51-3, 78375-92-5
2,3-bis(hydroxyamino)-2,3-dimethylbutane monosulfate

: 1220993-13-4
2-[2-(4,5-dibromo-[1,3]dithiol-2-ylidene)-1,3-benzodithiol-5-yl]-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol; benzene for 3h; Inert atmosphere; Reflux;	95%

...Expand

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 3,6-di-(6-carboxyaldehyde-2-pyridyl)-pyridazine

: 3,6-bis[6-(3'-oxide-1'-oxyl-4',4',5',5'-tetramethylimidazolin-2'-yl)-2-pyridyl]pyridazine

Conditions

Conditions	Yield
With sodium periodate In dichloromethane; water at 0℃;	94%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 122-01-0
4-chloro-benzoyl chloride

: 73395-03-6
N,N'-(1,1,2,2-Tetramethylethylen)-bis

Conditions

Conditions	Yield
With triethylamine In benzene at 50℃; for 1h;	94%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 100-10-7
4-dimethylamino-benzaldehyde

: 38577-53-6
1,3-dihydroxy-2-(4'-N,N-dimethylaminophenyl)-4,4,5,5-tetramethylimidazolidine

Conditions

Conditions	Yield
With 2,3-bis(hydroxyamino)-2,3-dimethylbutane monosulfate In ethanol Heating;	94%
With toluene-4-sulfonic acid at 25℃; for 48h;	73%
In methanol at 20℃; for 16h;	31%

: 696-41-3
m-iodobenzaldehyde

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 868528-73-8
1,3-dihydroxy-2-(3-iodophenyl)-4,4,5,5-tetramethylimidazolidine

Conditions

Conditions	Yield
In methanol at 20℃; for 120h;	94%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 52010-97-6
4-(hydroxylmethyl)benzaldehyde

: 2-[p-(hydroxymethyl)phenyl]-4,4,5,5-tetramethyl-3-oxylimidazoline 1-oxide

Conditions

Conditions	Yield
Stage #1: N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine; 4-(hydroxylmethyl)benzaldehyde In water at 20℃; for 24h; Stage #2: With lead dioxide In water for 2h;	93%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 103-71-9
phenyl isocyanate

: 73395-05-8
N,N'-(1,1,2,2-Tetramethylethylen)-bis(O-phenylcarbamoylhydroxylamin)

Conditions

Conditions	Yield
In benzene for 0.166667h; Heating;	92%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 63697-96-1
4-Ethynylbenzaldehyde

: 124774-78-3
4-ethynyl-1-(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)benzene

Conditions

Conditions	Yield
In methanol at 20℃; Condensation;	91%
In methanol for 24h; Heating;	78%
In methanol for 12h; Reflux; Inert atmosphere;

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 333401-63-1
3-tert-butyl-4,5-dimethoxybenzaldehyde

: 501912-09-0
2-(3-tert-butyl-4,5-dimethoxy-phenyl)-4,4,5,5-tetramethyl-imidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol for 12h; Heating;	91%

: 5,11,17,23-tetraformyl-25,26,27,28-tetrakis(2-methoxyethoxy)calix[4]arene

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 5,11,17,23-tetrakis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-25,26,27,28-tetrakis(2-methoxyethoxy)calix[4]arene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 60 - 65℃;	91%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 704-13-2
5-formyl-2-nitrophenol

: 1169932-82-4
2-(3-hydroxy-4-nitrophenyl)-4,4,5,5-tetramethylimidazolidine-1,3-diol

Conditions

Conditions	Yield
In methanol at 20℃; for 3h;	91%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 241156-88-7
4-[2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-5-methylsulfanyl-[1,3]dithiol-4-yl]-benzaldehyde

: 241156-91-2
2-{4-[2-(5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-ylidene)-5-methylsulfanyl-[1,3]dithiol-4-yl]-phenyl}-4,4,5,5-tetramethyl-imidazolidine-1,3-diol

Conditions

Conditions	Yield
With sulfuric acid In hexane; dichloromethane Cycloaddition; Heating;	90%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 263746-71-0
m,m'-bisformylbenzene-4-ethynyl-benzaldehyde

: 263746-68-5
C35H52N6O6

Conditions

Conditions	Yield
In methanol at 20℃; for 72h; Condensation;	90%
In methanol for 72h;	90%

: 626-19-7
Isophthalaldehyde

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 1,3-Bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)benzene

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	90%

: 955121-14-9
5,17-diformyl-11,23-dibromo-25,26,27,28-tetrakis(2-methoxyethoxy)calix[4]arene

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 955121-16-1
5,17-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolidin-2-yl)-11,23-dibromo-25,26,27,28-tetrakis(2-methoxyethoxy)calix[4]arene

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In methanol at 55 - 60℃;	90%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 3173-53-3
Cyclohexyl isocyanate

: 73433-44-0
N,N'-(1,1,2,2-Tetramethylethylen)-bis(O-cyclohexylcarbamoylhydroxylamin)

Conditions

Conditions	Yield
In benzene for 0.166667h; Heating;	88%

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 2-(2,5-Dihydroxy-phenyl)-4,4,5,5-tetramethyl-imidazolidine-1,3-diol

Conditions

Conditions	Yield
With 2,3-dimethyl-2,3-(dihydroxylaminium)butane sulfonate; 3 A molecular sieve In methanol; benzene for 96h;	88%

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 135822-72-9
2,2′-bipyridine-5,5′-dicarbaldehyde

: 5,5'-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-2,2'-bipyridine

Conditions

Conditions	Yield
In toluene Inert atmosphere; Reflux;	88%
In methanol at 20℃; for 72h; Condensation;	85%

: 26260-02-6
2-iodobenzaldehyde

: 14384-45-3
N,N'-dihydroxy-2,3-dimethylbutane-2,3-diamine

: 868528-72-7
1,3-dihydroxy-2-(2-iodophenyl)-4,4,5,5-tetramethylimidazolidine

Conditions

Conditions	Yield
In methanol at 20℃; for 120h;	88%

N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine Specification

The N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine, with the CAS registry number 14384-45-3, is also known as 2,3-Di(hydroxylamino)-2,3-dimethylbutane. It belongs to the product category of Pharmacetical. This chemical's molecular formula is C₆H₁₆N₂O₂ and molecular weight is 148.20344. Its IUPAC name is called N-[3-(hydroxyamino)-2,3-dimethylbutan-2-yl]hydroxylamine.

Physical properties of N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine: (1)ACD/LogP: 0.54; (2)ACD/LogD (pH 5.5): -0.96; (3)ACD/LogD (pH 7.4): 0.39; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1.09; (6)ACD/KOC (pH 5.5): 1.48; (7)ACD/KOC (pH 7.4): 33.69; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.482; (12)Molar Refractivity: 40.03 cm³; (13)Molar Volume: 140.3 cm³; (14)Surface Tension: 38.9 dyne/cm; (15)Density: 1.056 g/cm³; (16)Flash Point: 123.1 °C; (17)Enthalpy of Vaporization: 59.55 kJ/mol; (18)Boiling Point: 274.6 °C at 760 mmHg; (19)Vapour Pressure: 0.000679 mmHg at 25°C.

Uses of N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine: it can be used to produce 2,3-Di(pivaloyloxyamino)-2,3-dimethylbutan at ambient temperature. This reaction will need reagent Et₃N and solvent tetrahydrofuran with reaction time of 8 hours. The yield is about 68%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C(C)(C)NO)NO
(2)InChI: InChI=1S/C6H16N2O2/c1-5(2,7-9)6(3,4)8-10/h7-10H,1-4H3
(3)InChIKey: INKQNCNEVLUBQP-UHFFFAOYSA-N

Product Name

N,N'-DIHYDROXY-2,3-DIMETHYL-2,3-BUTANEDIAMINE

Synthetic route

N,N'-Dihydroxy-2,3-dimethyl-2,3-butanediamine Specification

Related Products

Hot Products