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Key Documents

480754

Sigma-Aldrich

tert-Butyl diazoacetate

동의어(들):

(tert-Butoxycarbonyl)diazomethane, 1,1-Dimethylethyl diazoacetate, 2-Diazoacetic acid tert-butyl ester, 2-Diazonio-1-[(2-methylpropan-2-yl)oxy]ethenolate, Diazoacetic acid 1,1-dimethylethyl ester, tert-Butyl α-diazoacetate

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About This Item

Linear Formula:
N2CHCO2C(CH3)3
CAS Number:
Molecular Weight:
142.16
MDL number:
UNSPSC 코드:
12352108
PubChem Substance ID:
NACRES:
NA.22

불순물

≤15% dichloromethane

Quality Level

refractive index

n20/D 1.453 (lit.)

bp

51-53 °C/12 mmHg (lit.)

density

1.026 g/mL at 25 °C (lit.)

저장 온도

2-8°C

SMILES string

CC(C)(C)OC(=O)C=[N+]=[N-]

InChI

1S/C6H10N2O2/c1-6(2,3)10-5(9)4-8-7/h4H,1-3H3

InChI key

JBVSBLLOZVDAAZ-UHFFFAOYSA-N

일반 설명

tert-Butyl diazoacetate can be used for numerous organic transformations, including cyclopropanation, insertion, and aziridine-forming reactions. 

애플리케이션

tert-Butyl diazoacetate may be used for the preparation of tert-butyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate with high enantioselectivity and trans-cis selectivity via cyclopropanation with 4-chlorostyrene in the presence of a chiral (salen)cobalt(III) bromide complex as a catalyst.
It is a key starting material in the total synthesis of manzacidin A. It can also be used in the synthesis of diastero- and enantioselective synthesis of 2-vinylcyclopropa[b]indolines from 2-vinylindoles.

픽토그램

FlameHealth hazardExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point (°F)

109.4 °F - closed cup

Flash Point (°C)

43 °C - closed cup

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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문서 라이브러리 방문

이미 열람한 고객

Highly enantioselective cyclopropanation of styrene derivatives using Co (III)-salen complex as a catalyst.
Fukuda T & Katsuki T
Tetrahedron, 53(21), 7201-7208 (1997)
[Copper (I)(Pyridine-Containing Ligand)] Catalyzed Regio-and Steroselective Synthesis of 2-Vinylcyclopropa [b] indolines from 2-Vinylindoles.
Pirovano V, et al.
Organic Letters, 20(2), 405-408 (2018)
Enantioselective 1, 3-dipolar cycloaddition reaction between diazoacetates and α-substituted acroleins: total synthesis of manzacidin A.
Kano T, et al.
Journal of the American Chemical Society, 128(7), 2174-2175 (2006)

문서

Butyl methyl ether; Acetic acid; 2-Butanone; Ethyl acetate; Tetrahydrofuran; 1-Butanol; Isopropyl acetate; Heptane; Propyl acetate; 3-Methylbutanol; 4-Methyl-2-pentanone; Isobutyl acetate; Butyl acetate; Dimethyl sulfoxide; Anisole; Cumene

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