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Cas Database

Name	Di-tert-Butyl azodicarboxylate	EINECS	212-796-9
CAS No.	870-50-8	Density	1.06 g/cm³
PSA	77.32000	LogP	3.30880
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	N/A	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;	Article Data	15

Di-tert-Butyl azodicarboxylate 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%

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

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