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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 11625
Product name: Di-tert-butyl azodicarboxylate
Purity: purum, ≥98.0% (GC)
Packaging: 5G
Price: $47.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 11625
Product name: Di-tert-butyl azodicarboxylate
Purity: purum, ≥98.0% (GC)
Packaging: 25g
Price: $148
Updated: 2025/07/31

TCI Chemical

Product number: D3544
Product name: Di-tert-butyl Azodicarboxylate (20% in Toluene)
Packaging: 25G
Price: $88
Updated: 2025/07/31

Sigma-Aldrich

Product number: 135992
Product name: Di-tert-butyl azodicarboxylate
Purity: 98%
Packaging: 5g
Price: $61.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 135992
Product name: Di-tert-butyl azodicarboxylate
Purity: 98%
Packaging: 25g
Price: $148
Updated: 2025/07/31

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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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Di-tert-Butyl azodicarboxylate Suppliers

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View Lastest Price from Di-tert-Butyl azodicarboxylate manufacturers

Nanjing Shunxiang Pharmaceutical Technology Co.,Ltd.

Product: Di-tert-Butyl azodicarboxylate 870-50-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98.5%
Supply Ability: 1
Release date: 2025-10-23

Hebei Chuanghai Biotechnology Co., Ltd

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

Hebei Zhuanglai Chemical Trading Co.,Ltd

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

870-50-8, Di-tert-Butyl azodicarboxylateRelated Search:

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870-50-8

CH33CO2CNNCO2CCH33

CH33COCONNCOOCCH33

Mitsunobu

C-X Bond Formation (Non-Halogen)

Synthetic Reagents

C-X Bond Formation (Non-Halogen)

Mitsunobu

Synthetic Reagents

Aliphatics

Azodicarboxylates & Amides

Mitsunobu Reaction

Synthetic Organic Chemistry

870-50-8