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158496

Sigma-Aldrich

Proton-sponge®

99%

동의어(들):

1,8-Bis(dimethylamino)naphthalene, N,N,N′,N′-Tetramethyl-1,8-naphthalenediamine

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About This Item

Linear Formula:
C10H6[N(CH3)2]2
CAS Number:
20734-58-1
Molecular Weight:
214.31
Beilstein:
396782
EC Number:
244-001-6
MDL number:
MFCD00003920
UNSPSC 코드:
12352100
PubChem Substance ID:
24849762
NACRES:
NA.22

분석

99%

형태

solid

mp

49-51 °C (lit.)

solubility

chloroform: soluble 50 mg/mL, clear (faint yellow to dark yellow to dark red)

SMILES string

CN(C)c1cccc2cccc(N(C)C)c12

InChI

1S/C14H18N2/c1-15(2)12-9-5-7-11-8-6-10-13(14(11)12)16(3)4/h5-10H,1-4H3

InChI key

GJFNRSDCSTVPCJ-UHFFFAOYSA-N

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

Proton-sponge is a nucleophilic base used in alkoxycarbonylation, dehydrofluorination, arylation, and intramolecular cyclization reactions.

Proton-sponge is also referred to as 1,8-dimethylamino naphthalene. It is very strong base with weak nucleophilic character due to steric effects. It also participates in the reactions between arachno-6,9-C2B8H14 and selected acyl chlorides. It has been tested as an effective H+ scavenger.

애플리케이션

Proton-sponge can be used in the synthesis of C-substituted t-BuNH-8,9-R,R′-nido-7,8,9-C3B8H9 (R,R′ = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds. It was also used in the preparation of saturated fluoroalkyl(hydrido) complexes of Iridium.
Very strong base with weak nucleophilic character due to steric effects.

법적 정보

Proton-sponge is a registered trademark of Merck KGaA, Darmstadt, Germany

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Mario Bakardjiev et al.
Dalton transactions (Cambridge, England : 2003), 39(17), 4186-4190 (2010-04-15)
Treatment of C-substituted nido dicarbadecaboranes 5,6-R',R-5,6-C(2)B(8)H(10) (1) (where R',R = H,H (1a); H,Me, (1b); Me,Me, (1c); H,Ph, (1d) and Ph,Ph, (1e) with 1,8-bis-(dimethylamino)naphthalene (proton sponge = PS) and t-BuNC in CH(2)Cl(2), followed by acidification, generated a series of pure neutral
1, 8-Bis (dimethylamino) naphthalene
Barner BA
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Mario Bakardjiev et al.
Inorganic chemistry, 52(15), 9087-9093 (2013-07-28)
Reactions between arachno-6,9-C2B8H14 (1) and selected acyl chlorides, RCOCl, in the presence of PS (PS = "proton sponge", 1,8-dimethylamino naphthalene) in CH2Cl2 for 24 h at reflux, followed by in situ acidification with concentrated H2SO4 at 0 °C, generate a
Unusual Reactivity of ?Proton Sponge? as a Hydride Donor to Transition Metals: Synthesis and Structural Characterization of Fluoroalkyl (hydrido) Complexes of Iridium (III) and Rhodium (III).
Hughes RP, et al.
Organometallics, 20(14), 3190-3197 (2014)
Nanocluster Formation and Stabilization Fundamental Studies. 2. Proton Sponge as an Effective H^+ Scavenger and Expansion of the Anion Stabilization Ability Series.
Ozkar S and Finke RG.
Langmuir, 18(20), 7653-7662 (2002)
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