Uses
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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
$45.7
Updated
2024/03/01
Sigma-Aldrich
Product number
11625
Product name
Di-tert-butyl azodicarboxylate
Purity
purum, ≥98.0% (GC)
Packaging
25g
Price
$144
Updated
2024/03/01
TCI Chemical
Product number
D3544
Product name
Di-tert-butyl Azodicarboxylate (20% in Toluene)
Packaging
25G
Price
$98
Updated
2024/03/01
Alfa Aesar
Product number
L00294
Product name
Di-tert-butyl azodicarboxylate, 98%
Packaging
5g
Price
$47.9
Updated
2024/03/01
Alfa Aesar
Product number
L00294
Product name
Di-tert-butyl azodicarboxylate, 98%
Packaging
25g
Price
$157
Updated
2024/03/01
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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

NANJING SHUNXIANG PHARMACEUTICAL TECHNOLOGY CO.,LTD.
Tel
13951004015 13913839793
Fax
025-86819859
Email
nancyzong@jinchemical.com
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China
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Suzhou Highfine Biotech Co., Ltd
Tel
0512-69209928 18306209922
Fax
0512-68417696
Email
cathyjia@highfine.com
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China
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Shanghai Medpep Co., Ltd
Tel
021-65566949 13901795941
Fax
86-21-51861665
Email
market@medpep.com
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China
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Ningbo Chemrio Chemtech Co,.Ltd.
Tel
0574-27891269 18667892864
Email
frank.xiaodong@chemriotech.com
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China
ProdList
3399
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Hebei Maipu Technology Co., LTD
Tel
0311-13231111190 17734576190
Email
1148032505@qq.com
Country
China
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191
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
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INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3576
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66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
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15848
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future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1998
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65
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View Lastest Price from Di-tert-Butyl azodicarboxylate manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Di-tert-Butyl azodicarboxylate 870-50-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-20
Hebei Guanlang 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
2022-12-23
Henan Aochuang Chemical Co.,Ltd.
Product
Di-tert-Butyl azodicarboxylate 870-50-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-23

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


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