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| CAS No.: | 2446-83-5 |
|---|---|
| Name: | Diisopropyl azodicarboxylate |
| Article Data: | 11 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H14N2O4 |
| Molecular Weight: | 202.21 |
| Synonyms: | DIAD;propan-2-yl N-propan-2-yloxycarbonyliminocarbamate;Diisopropyl azodicarboxylate [DIAD];Di-isopropyl Azodicarboxylate;Diisopropyl-azodicarboxylate;Azodicarboxylic Acid Diisopropyl Ester;Diazenedicarboxylic acid,bis(1-methylethyl) ester;propan-2-yl (NE)-N-propan-2-yloxycarbonyliminocarbamate;Diisopropyl Azodicarboxylate (DIAD); |
| EINECS: | 219-502-8 |
| Density: | 1.15 g/cm3 |
| Melting Point: | 3-5 °C |
| Boiling Point: | 277 °C at 760 mmHg |
| Flash Point: | 106.1 °C |
| Solubility: | insoluble in water |
| Appearance: | clear orange liquid |
| Hazard Symbols: |
 Xn,  Xi,  N,  F
|
| Risk Codes: | 36/38-51/53-5-43-36/37/38-11-48/20/22-40 |
| Safety: | 36-61-47A-36/37/39-29-26-16-60 |
| Transport Information: | UN 3082 9/PG 3 |
| PSA: | 77.32000 |
| LogP: | 2.52860 |
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- 2446-83-5
diisopropyl (E)-azodicarboxylate
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thioacetic acid
| Conditions | Yield |
|---|---|
| With triphenylphosphine In tetrahydrofuran | 100% |
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction; | 99% |
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In toluene at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction; | 99% |
- 1287715-28-9
3-isothiocyanato-1-methylindolin-2-one
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In diethyl ether at -20℃; for 0.0833333h; Inert atmosphere; enantioselective reaction; | 99% |
- 1422555-11-0
3-isothiocyanato-1-propylindolin-2-one
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In diethyl ether at -20℃; for 0.0833333h; Inert atmosphere; enantioselective reaction; | 99% |
- 1354636-91-1
3-isothiocyanato-1-phenylindolin-2-one
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere; enantioselective reaction; | 99% |
- 1287715-31-4
1-benzyl-3-isothiocyanatoindolin-2-one
- 2446-83-5
diisopropyl (E)-azodicarboxylate
| Conditions | Yield |
|---|---|
| With (DHQD)2PHAL In diethyl ether at 0℃; for 0.0833333h; Solvent; Temperature; Inert atmosphere; enantioselective reaction; | 99% |
| Conditions | Yield |
|---|---|
| With triphenylphosphine In dichloromethane at 20℃; for 1h; | 98% |
| Conditions | Yield |
|---|---|
| With triphenylphosphine In dichloromethane at 20℃; for 1h; | 98% |
| Conditions | Yield |
|---|---|
| chiral palladium complex In methanol at 20℃; for 0.5h; | 98% |
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Specification
Diisopropyl azodicarboxylate, with its cas register number 2446-83-5, is a kind of orange crystal or liquid. It also can be called 1,2-diazenedicarboxylic acid, bis(1-methylethyl) ester, (E)-; Diisopropyl (E)-1,2-diazenedicarboxylate; Diisopropyl (E)-diazene-1,2-dicarboxylate; Dipropan-2-yl-(E)-diazen-1,2-dicarboxylat and Azodicarboxylic Acid Diisopropyl Ester. Diisopropyl azodicarboxylate should be stored in shady and cool warehouse and mainly used as pharmaceutical Intermediates.
Physical properties about Diisopropyl azodicarboxylate are: (1)ACD/LogP: 2.541; (2)ACD/LogD (pH 5.5): 2.54; (3)ACD/LogD (pH 7.4): 2.54; (4)ACD/BCF (pH 5.5): 50.29; (5)ACD/BCF (pH 7.4): 50.29; (6)ACD/KOC (pH 5.5): 574.83; (7)ACD/KOC (pH 7.4): 574.83; (8)#H bond acceptors:6; (9)#Freely Rotating Bonds: 6; (10)Index of Refraction: 1.475; (11)Molar Refractivity: 49.261 cm3; (12)Molar Volume: 174.886 cm3; (13)Polarizability: 19.529 10-24cm3; (14)Surface Tension: 34.0149993896484 dyne/cm; (15)Density: 1.156 g/cm3; (16)Flash Point: 106.111 °C; (17)Enthalpy of Vaporization: 51.558 kJ/mol; (18)Boiling Point: 277.038 °C at 760 mmHg; (19)Vapour Pressure: 0.00499999988824129 mmHg at 25°C
Uses of Diisopropyl azodicarboxylate: Diisopropyl azodicarboxylate is used as a reagent in the production of many organic compounds. It is often used is in the Mitsunobu reaction where it serves as an oxidant of Triphenylphosphine to Triphenylphosphine oxide. It has also be used to generate aza-Baylis-Hillman adducts with acrylates.It can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups.
When you are using this chemical, please be cautious about it as the following:
1. Wear suitable protective clothing;
2. Avoid release to the environment. Refer to special instructions safety data sheet;
3. Wear suitable protective clothing, gloves and eye/face protection;
4. Do not empty into drains;
5. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+;
(2)InChIKey=VVWRJUBEIPHGQF-MDZDMXLPSA-N;
(3)SmilesC(\N=N\C(=O)OC(C)C)(=O)OC(C)C;