Di-tert-Butyl azodicarboxylate
- CAS No.
- 870-50-8
- Chemical Name:
- Di-tert-Butyl azodicarboxylate
- Synonyms
- di-tert-butyl (E)-diazene-1,2-dicarboxylate;Di-tert-butyl diazene-1,2-dicarboxylate;Di-tert-Butyl azodic;Di-tert-butyl azodiformate;SKL270;NSC 109889;DI-T-BUTYL AZODICARBOXYLATE;DI-TERT-BUTYL AZODICARBOXYALTE;DI-TERT-BUTYL AZODICARBOXYLATE;Bis(tert-butoxycarbonyl)diazene
- CBNumber:
- CB7120655
- Molecular Formula:
- C10H18N2O4
- Molecular Weight:
- 230.26
- MOL File:
- 870-50-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/5/10 17:26:08
| Melting point | 89-92 °C(lit.) |
|---|---|
| Boiling point | 287.1±9.0 °C(Predicted) |
| Density | 1.06±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Chloroform (Sparingly), Methanol (Slightly) |
| form | Crystals or Crystalline Powder |
| color | Yellow |
| Water Solubility | Insoluble |
| Sensitive | Light Sensitive |
| BRN | 1911434 |
| InChI | InChI=1S/C10H18N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3 |
| InChIKey | QKSQWQOAUQFORH-VAWYXSNFSA-N |
| SMILES | N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O |
| CAS DataBase Reference | 870-50-8(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H304-H315-H320-H332-H335-H336-H360-H370-H372-H401-H319 | |||||||||
| Precautionary statements | P201-P202-P210-P233-P240-P241+P242+P243-P260-P264-P270-P271-P273-P280-P301+P310+P331-P302+P352+P332+P313+P362+P364-P304+P340+P312-P305+P351+P338+P337+P313-P307+P311-P403+P233-P405-P261-P280a-P304+P340-P305+P351+P338-P501a | |||||||||
| Hazard Codes | Xi,F | |||||||||
| Risk Statements | 36/37/38-11 | |||||||||
| Safety Statements | 26-36-37/39-16 | |||||||||
| RIDADR | 1325 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29270000 | |||||||||
| NFPA 704 |
|
Di-tert-Butyl azodicarboxylate price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 135992 | Di-tert-butyl azodicarboxylate 98% | 870-50-8 | 5G | ₹3160.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 135992 | Di-tert-butyl azodicarboxylate 98% | 870-50-8 | 25G | ₹11149.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 11625 | Di-tert-butyl azodicarboxylate purum, ≥98.0% (GC) | 870-50-8 | 5G | ₹4438.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 11625 | Di-tert-butyl azodicarboxylate purum, ≥98.0% (GC) | 870-50-8 | 25G | ₹12654.43 | 2022-06-14 | Buy |
| ALFA India | ALF-L00294-14 | Di-tert-butyl azodicarboxylate, 98% | 870-50-8 | 25g | ₹12302 | 2022-05-26 | Buy |
Di-tert-Butyl azodicarboxylate Chemical Properties,Uses,Production
Chemical Properties
yellow crystals or crystalline powder
Uses
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions.
General Description
Di-tert-butyl azodicarboxylate is a an acid labile reagent for Mitsunobu reactions allowing facile isolation of products and for the electrophilic amination and hydrazination of enolates and lithium alkyls.
Purification Methods
The tert-butyl ester has the advantage over the ethyl ester (below) in being a solid and more acid labile. It crystallises from ligroin and is best purified by covering the dry solid (22g) with pet ether (b 30-60o, 35-40 mL) heating to boiling and adding ligroin (b 60-90o) until the solid dissolves. On cooling, large lemon yellow crystals of the ester separate (~ 20g), m 90.7-92o. Evaporation of the filtrate gives a further crop of crystals [Carpino & Crowley Org Synth 44 18 1964]. This reagent is useful in the Mitsunobu reaction [Mitsunobu Synthesis 1 1981, Gennari et al. J Am Chem Soc 108 6394 1986, Evans et al. J Am Chem Soc 108 6394 1986, Hughes Org React 42 335 1992, Dodge et al. Org Synth 73 110 1996, Hughes Org Prep Proc Int 28 127 1996, Ferguson & Marcelle J Am Chem Soc 128 4576 2006, see also DEAD and DIAD below].
Di-tert-Butyl azodicarboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
| NSR Laboratories Pvt. Ltd. | +91-9866989891 +91-9000457345 | Hyderabad, India | 196 | 58 | Inquiry |
| V B Organics | +91-9912996647 +91-9912996647 | Telangana, India | 13 | 58 | Inquiry |
| Sris Synthesis Pvt Ltd., | +91-9989522441 +91-9989522441 | Hyderabad, India | 282 | 58 | Inquiry |
| J S LABS | +91-7330612784 +91-7330612784 | Tamil Nadu, India | 160 | 58 | Inquiry |
| AMINO ORGANICS | +919866989891 | Hyderabad, India | 275 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Lakshmi Farmachem | +91-9948795885 +91-9550886476 | Telangana, India | 407 | 58 | Inquiry |
| ALS INDIA LIFE SCIENCES | +91-8977036379 +91-8977036379 | Hyderabad, India | 1879 | 58 | Inquiry |
| Tosco Pharmachem Pvt Ltd | +91-9573336677 +91-9573336677 | Telangana, India | 49 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| NSR Laboratories Pvt. Ltd. | 58 |
| V B Organics | 58 |
| Sris Synthesis Pvt Ltd., | 58 |
| J S LABS | 58 |
| AMINO ORGANICS | 58 |
| JSK Chemicals | 58 |
| Lakshmi Farmachem | 58 |
| ALS INDIA LIFE SCIENCES | 58 |
| Tosco Pharmachem Pvt Ltd | 58 |
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