Di-tert-Butyl azodicarboxylate supplier

Name
Di-tert-Butyl azodicarboxylate
EINECS 212-796-9
CAS No. 870-50-8
Article Data15
CAS DataBase
Density 1.06 g/cm³
Solubility insoluble in water
Melting Point 89-92 °C
Formula C₁₀H₁₈N₂O₄
Boiling Point 287.1 °C at 760 mmHg
Molecular Weight 230.264
Flash Point 107.2 °C
Transport Information
Appearance yellow crystals or crystalline powder
Safety 26-36-37/39-16
Risk Codes 36/37/38-11
Molecular Structure
Hazard Symbols Xi, F
Synonyms Diazenedicarboxylicacid, bis(1,1-dimethylethyl) ester (9CI);Formic acid, azodi-, di-tert-butylester (7CI,8CI);Azodicarboxylic acid di-tert-butyl ester;Bis(1,1-dimethylethyl)azodicarboxylate;DBAD;1,2-Diazenedicarboxylicacid, 1,2-bis(1,1-dimethylethyl) ester;Di-tert-butyl azodiformate;Di-tert-butyl diazodicarboxylate;NSC 109889;
PSA 77.32000
LogP 3.30880

Synthetic route

: 16466-61-8
1,2-bis(t-butyloxycarbonyl)hydrazine

: 870-50-8
di-tert-butyl-diazodicarboxylate

Conditions

Conditions	Yield
With pyridine; bromine In dichloromethane at 0℃; for 0.25h;	100%
With pyridine; bromine In dichloromethane at 0℃; for 1.5h; Inert atmosphere;	92%
With pyridine; bromine In dichloromethane at 0℃; for 0.75h;	87%

: 16466-61-8
1,2-bis(t-butyloxycarbonyl)hydrazine

: 28899-97-0
triphenylbismuth(V) diacetate

: 870-50-8
di-tert-butyl-diazodicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 48h;

: 24424-99-5
di-tert-butyl dicarbonate

: 870-50-8
di-tert-butyl-diazodicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / Inert atmosphere 2: pyridine; bromine / dichloromethane / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: pyridine; bromine / dichloromethane View Scheme
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / -10 - 20 °C 2: bromine; pyridine / dichloromethane / 0.5 h / 0 °C View Scheme

: 24608-52-4
tert-butyl chloroformate

: 870-50-8
di-tert-butyl-diazodicarboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrazine / ethanol; water / 0.5 h / 10 - 20 °C 2: pyridine; bromine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere View Scheme

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 542-92-7
cyclopenta-1,3-diene

: 39203-22-0
di-tert-butyl 2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 0℃;	100%
In diethyl ether for 48h; Ambient temperature;	94%
In dichloromethane Inert atmosphere;	89%
In dichloromethane	89%
In diethyl ether at 0℃; for 12h;

: 6165-69-1
Thien-3-ylboronic acid

: 870-50-8
di-tert-butyl-diazodicarboxylate

: di-tert-butyl 1-(thiophen-3-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With copper diacetate; 4 A molecular sieve In methanol at 40℃; for 0.666667h;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 603-33-8
triphenylbismuthane

: 65578-58-7
di-tert-butyl 1-phenylhydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With copper diacetate; 1,1,1,3',3',3'-hexafluoro-propanol In acetonitrile at 75℃; for 0.25h;	100%

: 504-60-9
penta-1,3-diene

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1072150-92-5
di-tert-butyl 3-methyl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; Diels-Alder reaction;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 7442-52-6, 125117-36-4
methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

: di-tert-butyl 1-(2-(methoxycarbonyl)-1-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 3-(3,5-bis(trifluoromethyl)anilino)-4-([(1R,2R)-2-(piperidin-1-yl)cyclohexyl]amino)cyclobut-3-ene-1,2-dione In toluene at -20℃; for 28h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 84109-76-2
tert-butyl 2-oxocyclopentanecarboxylate

: tert-butyl (S)-2-oxo-1-[N,N'-bis(tert-butoxycarbonyl)hydrazino]cyclopentanecarboxylate

Conditions

Conditions	Yield
With 3-(3,5-bis(trifluoromethyl)anilino)-4-([(1R,2R)-2-(piperidin-1-yl)cyclohexyl]amino)cyclobut-3-ene-1,2-dione In toluene at 20℃; for 17h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 4553-07-5
ethyl phenylcyanoacetate

: S-ethyl 2-cyano-2-N,N'-di(tert-butoxycarbonyl)hydrazino-phenylacetate

Conditions

Conditions	Yield
With 2-[{(1R,2R)-2-(dimethylamino)cyclohexyl}amino]-8-fluoroquinazolin-4(1H)-one In toluene at -78℃; for 3h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: dibenzyl 2-(buta-3-en-1-yl)malonate

: 1618700-81-4
2-but-3-enyl-2-(N, N'-di-tert-butoxycarbonylhydrazino)malonic acid di-benzyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 173541-54-3
dibenzyl 2-allylmalonate

: 1618700-79-0
2-allyl-2-(N,N’-di-tert-butoxycarbonylhydrazino)malonic acid di-benzyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;	100%

: di-tert-butyl 2-(but-3-en-1-yl)malonate

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1618700-80-3
2-but-3-enyl-2-(N, N'-di-tert-butoxycarbonylhydrazino)malonic acid di-tert-butyl ester

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;	100%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 124-40-3
dimethyl amine

: C12H25N3O4

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 2h; Inert atmosphere;	100%

: 148-24-3
8-quinolinol

: 870-50-8
di-tert-butyl-diazodicarboxylate

: di-tert-butyl 1-(8-hydroxyquinolin-7-yl)hydrazinyl-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: 8-quinolinol With sodium hydride In tetrahydrofuran Inert atmosphere; Stage #2: di-tert-butyl-diazodicarboxylate In tetrahydrofuran at -5 - 60℃; for 1.5h; Reagent/catalyst; Solvent; Time; Temperature; Inert atmosphere;	99.9%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 87895-02-1
7-methoxy-2,2-dimethyl-4-vinyl-2H-chromene

: 95334-16-0
3,4-bis(t-butoxycarbonyl)-8-methoxy-5,5-dimethyl-2,3,4,4a-tetrahydro-5H-chromeno<3,4-c>pyridazine

Conditions

Conditions	Yield
In dichloromethane for 1h;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 156699-37-5
(S)-4-benzyl-3-(5-bromopentanoyl)oxazolidine-2-one

: 156699-38-6
(4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone

Conditions

Conditions	Yield
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide at -78℃;	99%
Stage #1: (S)-4-benzyl-3-(5-bromopentanoyl)oxazolidine-2-one With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.583333h; Inert atmosphere; Stage #2: di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane; dichloromethane at -78℃; for 4h; Inert atmosphere; Stage #3: With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran; hexane; dichloromethane at -78 - 20℃; Inert atmosphere;	63%
Multistep reaction;
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tetra-(n-butyl)ammonium iodide; lithium diisopropyl amide 1.) THF, -78 deg C, 2.) CH2Cl2; Yield given; Multistep reaction;

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 542-92-7
cyclopenta-1,3-diene

: 2,3-diazabicyclo[2.2.1]hept-5-ene-N,N'-di-tert-butyl dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 16h; Diels-Alder reaction;	99%
In dichloromethane at 20℃; for 12h;	95%
In diethyl ether at 0℃;

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 592-46-1
hexa-2,4-diene

: 1072150-91-4
di-tert-butyl cis-3,6-dimethyl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; Diels-Alder reaction;	99%
In tetrachloromethane at -40 - 20℃; for 170h; Diels-Alder reaction;	65%

: 3-ethoxycarbonylpyrrolidin-2,5-dione

: 870-50-8
di-tert-butyl-diazodicarboxylate

: R-(-)-3-ethoxycarbonyl-3-(N,N'-di(tert-butoxycarbonyl)hydrazino)pyrrolidin-2,5-dione

Conditions

Conditions	Yield
Stage #1: 3-ethoxycarbonylpyrrolidin-2,5-dione With lanthanum(III) isopropoxide; N,N-dimethyl acetamide In chloroform at 0 - 20℃; Inert atmosphere; Stage #2: di-tert-butyl-diazodicarboxylate With air In chloroform at 0℃; for 1.5h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	99%
With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester In ethyl acetate at -40℃; for 24h; Diels amination; optical yield given as %ee;	99 %Spectr.
Stage #1: 3-ethoxycarbonylpyrrolidin-2,5-dione With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester In ethyl acetate at 0℃; for 1h; Inert atmosphere; Large scale; Stage #2: di-tert-butyl-diazodicarboxylate In ethyl acetate at 0 - 5℃; for 1h; Reagent/catalyst; Inert atmosphere; Large scale; enantioselective reaction;	n/a

: 1109280-48-9
1,3-di(tert-butoxycarbonyl)succinimide

: 870-50-8
di-tert-butyl-diazodicarboxylate

: C24H39N3O10

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -20℃; for 40h; optical yield given as %ee; enantioselective reaction;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 84109-76-2
tert-butyl 2-oxocyclopentanecarboxylate

: C20H34N2O7

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -40℃; for 16h; optical yield given as %ee; enantioselective reaction;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 375349-06-7
tert-butyl 2,3-dihydro-1-oxo-1H-indene-2-carboxylate

: 1068504-73-3
C24H34N2O7

Conditions

Conditions	Yield
With Br(1-)*C42H42P(1+); potassium carbonate In toluene at 0℃; for 0.5h;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 375349-06-7
tert-butyl 2,3-dihydro-1-oxo-1H-indene-2-carboxylate

: C24H34N2O7

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -20℃; for 14h; optical yield given as %ee; enantioselective reaction;	99%

: 3036-66-6
1-methoxybuta-1,3-diene

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 252984-42-2
di-tert-butyl 3-methoxy-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h; Diels-Alder reaction;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 916600-70-9
2,2,2-trifluoroethyl α-methyl α-cyanoacetate

: 1180556-64-2
C16H24F3N3O6

Conditions

Conditions	Yield
With 9-O-benzyl-6'-hydroxycinchonidine In toluene at -60℃; optical yield given as %ee; enantioselective reaction;	99%

: 1109280-48-9
1,3-di(tert-butoxycarbonyl)succinimide

: 870-50-8
di-tert-butyl-diazodicarboxylate

: C24H39N3O10

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -20℃; for 40h; optical yield given as %ee;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 84109-76-2
tert-butyl 2-oxocyclopentanecarboxylate

: C20H34N2O7

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -40℃; for 16h; optical yield given as %ee;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 375349-06-7
tert-butyl 2,3-dihydro-1-oxo-1H-indene-2-carboxylate

: (S)-di-tert-butyl 1-(2-(tert-butoxycarbonyl)-1-oxo-2,3-dihydro-1H-inden-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; Br(1-)*C46H38F12P(1+) In toluene at -20℃; for 14h; optical yield given as %ee;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1190830-35-3
methyl 3-amino-2-(4-fluorophenyl)-3-oxopropanoate

: 1190830-46-6
(R)-di-tert-butyl 1-(1-amino-2-(4-fluorophenyl)-3-methoxy-1,3-dioxopropan-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: methyl 3-amino-2-(4-fluorophenyl)-3-oxopropanoate With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester In ethyl acetate at 0 - 20℃; Stage #2: di-tert-butyl-diazodicarboxylate In ethyl acetate at 0℃; for 14h; optical yield given as %ee; enantioselective reaction;	99%
With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester; triethylamine In ethyl acetate at 23℃; for 10h; Kinetics; Reagent/catalyst; Concentration; Temperature; optical yield given as %ee; enantioselective reaction;	> 99 %Spectr.

: 1190830-38-6
ethyl 3-amino-2-(4-nitrophenyl)-3-oxopropanoate

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1190830-49-9
(R)-di-tert-butyl 1-(1-amino-3-ethoxy-2-(4-nitrophenyl)-1,3-dioxopropan-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 3-amino-2-(4-nitrophenyl)-3-oxopropanoate With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester In ethyl acetate at 0 - 20℃; Stage #2: di-tert-butyl-diazodicarboxylate In ethyl acetate at 0℃; for 10h; optical yield given as %ee; enantioselective reaction;	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1190830-41-1
ethyl 3-amino-2-(naphthalen-2-yl)-3-oxopropanoate

: 1190830-52-4
(R)-di-tert-butyl 1-(1-amino-3-ethoxy-2-(naphthalen-2-yl)-1,3-dioxopropan-2-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: ethyl 3-amino-2-(naphthalen-2-yl)-3-oxopropanoate With (R)-N-(2-hydroxyphenyl)-2-(2-hydroxybenzoylamino)-3-methylbutylamide; lanthanum(III) nitrate hexahydrate; D-valine t-butyl ester In ethyl acetate at 0 - 20℃; Stage #2: di-tert-butyl-diazodicarboxylate In ethyl acetate at 0℃; for 18h; optical yield given as %ee; enantioselective reaction;	99%

Di-tert-Butyl azodicarboxylate Chemical Properties

The Molecular formula of Di-tert-Butyl azodicarboxylate(870-50-8): C₁₀H₁₈N₂O₄
The Molecular Weight of Di-tert-Butyl azodicarboxylate(870-50-8): 230.26
The Molecular Structure of Di-tert-Butyl azodicarboxylate(870-50-8):
EINECS: 212-796-9
Melting point: 89-92 °C(lit.)
Boiling Point: 287.1 °C at 760 mmHg
Flash Point: 107.2 °C
Index of Refraction: 1.459
Molar Refractivity: 59.17 cm³
Molar Volume: 216.1 cm3
Polarizability: 23.45×10^-24 cm³
Surface Tension: 32 dyne/cm
Density: 1.06 g/cm³
Enthalpy of Vaporization: 52.63 kJ/mol
Vapour Pressure: 0.00253 mmHg at 25°C
Storage temp.: 2-8°C
Water Solubility: Insoluble
Sensitive: Light Sensitive
BRN: 1911434
IUPAC Name: tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylimino]carbamate
Synonyms: Azodicarboxylic acid di-tert-butyl ester;DI-T-BUTYL AZODICARBOXYLATE;Di-tert-butyl azodicarboxylate 98%;Di-tert-butyl Azodicarboxylate (20% in Toluene);DI-TERT-BUTYL AZODICARBOXYLATE;Di-tert-B-butyl azodicarboxylate, 98%;1,2-Bis(tert-butoxycarbonyl)diazene;Di-Tert-ButylAzodicarboxylate(Dbad);

Di-tert-Butyl azodicarboxylate Safety Profile

The Hazard Codes of Di-tert-Butyl azodicarboxylate(870-50-8): Xi, F
Hazard Note: Irritant
The Hazard Codes of Di-tert-Butyl azodicarboxylate(870-50-8):
11: Highly Flammable
36/37/38: Irritating to eyes, respiratory system and skin
The Hazard Codes of Di-tert-Butyl azodicarboxylate(870-50-8):
16: Keep away from sources of ignition - No smoking
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
RIDADR: 1325
WGK Germany: 3

Product Name

Di-tert-Butyl azodicarboxylate

Synthetic route

Di-tert-Butyl azodicarboxylate Chemical Properties

Di-tert-Butyl azodicarboxylate Safety Profile

Related Products

Hot Products