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
- MDL Number:
- MFCD00015001
- MOL File:
- 870-50-8.mol
- MSDS File:
- SDS
| 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(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 11625 | Di-tert-butyl azodicarboxylate purum, ≥98.0% (GC) | 870-50-8 | 5G | $45.7 | 2024-03-01 | Buy |
| Sigma-Aldrich | 11625 | Di-tert-butyl azodicarboxylate purum, ≥98.0% (GC) | 870-50-8 | 25g | $144 | 2024-03-01 | Buy |
| TCI Chemical | D3544 | Di-tert-butyl Azodicarboxylate (20% in Toluene) | 870-50-8 | 25G | $98 | 2024-03-01 | Buy |
| Alfa Aesar | L00294 | Di-tert-butyl azodicarboxylate, 98% | 870-50-8 | 5g | $47.9 | 2024-03-01 | Buy |
| Alfa Aesar | L00294 | Di-tert-butyl azodicarboxylate, 98% | 870-50-8 | 25g | $157 | 2024-03-01 | Buy |
Di-tert-Butyl azodicarboxylate Chemical Properties,Uses,Production
Uses
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates via photoorganocatalytic hydroacylation of dialkyl azodicarboxylates with aldehydes in presence of phenylglyoxylic acid as photocatalyst.
Chemical Properties
yellow crystals or crystalline powder
Uses
Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.
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 | |
|---|---|---|---|---|---|
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2931 | 58 |
| Ningxia LabsChem Co., Ltd. | 0952-9294929 +8613895679378 | 48472788@qq.com | China | 352 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12456 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 401 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15928 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21691 | 55 |
| Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1807 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9348 | 55 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
View Lastest Price from Di-tert-Butyl azodicarboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-24 | Di-tert-Butyl azodicarboxylate
870-50-8
|
US $10.00 / kg | 1kg | 99% | 5000kg/week | Hebei Zhuanglai Chemical Trading Co.,Ltd | |
 |
2023-10-21 | Di-tert-Butyl azodicarboxylate
870-50-8
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mojin Biotechnology Co., Ltd | |
 |
2023-09-06 | Di-tert-Butyl azodicarboxylate
870-50-8
|
US $0.00-0.00 / KG | 1KG | 99% | 500000kg | Hebei Guanlang Biotechnology Co., Ltd. |
-
- Di-tert-Butyl azodicarboxylate
870-50-8
- US $10.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
-
- Di-tert-Butyl azodicarboxylate
870-50-8
- US $0.00 / KG
- 99%
- Hebei Mojin Biotechnology Co., Ltd
-
- Di-tert-Butyl azodicarboxylate
870-50-8
- US $0.00-0.00 / KG
- 99%
- Hebei Guanlang Biotechnology Co., Ltd.