Di-tert-Butyl azodicarboxylate
Uses- Product Name
- 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
- Formula Weight
- 230.26
- MOL File
- 870-50-8.mol
Di-tert-Butyl azodicarboxylate Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H304May be fatal if swallowed and enters airways
H315Causes skin irritation
H319Causes serious eye irritation
H320Causes eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
H336May cause drowsiness or dizziness
H360May damage fertility or the unborn child
H370Causes damage to organs
H372Causes damage to organs through prolonged or repeated exposure
H401Toxic to aquatic life
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P307+P311IF exposed: call a POISON CENTER or doctor/physician.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 11625
- Product name
- Di-tert-butyl azodicarboxylate
- Purity
- purum, ≥98.0% (GC)
- Packaging
- 5G
- Price
- $45.7
- Updated
- 2024/03/01
- Product number
- 11625
- Product name
- Di-tert-butyl azodicarboxylate
- Purity
- purum, ≥98.0% (GC)
- Packaging
- 25g
- Price
- $144
- Updated
- 2024/03/01
- Product number
- D3544
- Product name
- Di-tert-butyl Azodicarboxylate (20% in Toluene)
- Packaging
- 25G
- Price
- $98
- Updated
- 2024/03/01
- Product number
- L00294
- Product name
- Di-tert-butyl azodicarboxylate, 98%
- Packaging
- 5g
- Price
- $47.9
- Updated
- 2024/03/01
- Product number
- L00294
- Product name
- Di-tert-butyl azodicarboxylate, 98%
- Packaging
- 25g
- Price
- $157
- Updated
- 2024/03/01
Di-tert-Butyl azodicarboxylate Chemical Properties,Usage,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
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.
Uses
Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.
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
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View Lastest Price from Di-tert-Butyl azodicarboxylate manufacturers
- Product
- Di-tert-Butyl azodicarboxylate 870-50-8
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000kg/week
- Release date
- 2024-04-24
- Product
- Di-tert-Butyl azodicarboxylate 870-50-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-30
- Product
- Di-tert-Butyl azodicarboxylate 870-50-8
- Price
- US $18.00/kg
- Min. Order
- 1kg
- Purity
- 99.9
- Supply Ability
- 5000
- Release date
- 2024-05-10