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80-70-6 - 1,1,3,3-Tetramethylguanidine, 99% - TMG - A12314 - Alfa Aesar

A12314 1,1,3,3-Tetramethylguanidine, 99%

CAS 번호
80-70-6
동의어
TMG

사이즈 가격 ($) 수량 재고 여부
25ml 20.60
100ml 50.50
500ml 168.00
장바구니에 추가 대량 견적에 추가 항목 보기

1,1,3,3-Tetramethylguanidine, 99%

MDL
MFCD00008323
EINECS
201-302-7

화학적 특성

화학식
C5H13N3
화학 식량
115.18
융점
<-30°
비등점
162°
인화점
60°(140°F)
밀도
0.918
굴절률
1.4690
감도
Air Sensitive
용해도
Miscible with water.

용도

1,1,3,3-Tetramethylguanidine is employed as a polyurethane foam catalyst, as an accelerator for the syntheses of polysulfured rubber. It is also used as a strong base in the photochemical (couplers) and in the pharmaceutical (steroids) industries. It is essential for the preparation of alkyl nitriles from alkyl halides and 3'-alkylthymidines from 3'-nitrothymidines. It serves as an efficient and selective catalyst for the benzoylation of alcohols. It replaces the expensive bases 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) and 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) in organic synthesis.

참고

Air sensitive. Incompatible with strong oxidizing agents, mineral and organic acids, carbon dioxide. Keep away from sources of ignition.

참조 문헌

Strong organic base useful for the formation of organic-soluble salts, and as a basic catalyst, e.g. in Michael addition reactions: J. Org. Chem., 27, 3175 (1962); Tetrahedron Lett., 569 (1973). Preferred catalyst in the Michael addition of aliphatic nitro compounds to unsaturated esters: Synthesis, 44 (1972); 953 (1989); Tetrahedron Lett., 30, 993 (1989).

Useful base for formation of TBDMS ethers of alcohols with tert-Butyl­dimethyl­chlorosilane, A13064: J. Org. Chem., 49, 4657 (1984).

For use in the Baylis-Hillman reaction, see: J. Chem. Soc., Perkin 1, 2831 (2001).

Inexpensive and efficient ligand for the palladium-catalyzed Heck reaction: Synlett, 1885 (2005).

Other uses include: Acylation of amino acids by methyl trifluoroacetate: Synthesis, 399 (1976). Formation of Boc-amino acids with tert-butyl phenyl carbonate: Org. Synth. Coll., 6, 203 (1988). Cleavage of peptides from resins: Tetrahedron, 40, 4237 (1984). Selective cleavage of a primary benzyloxycarbonyl (Cbz, Z) group in the presence of either Boc or secondary Cbz: J. Chem. Soc., Perkin 1, 1905 (1988). See also 4-Chloromethyl­pyridine hydrochloride, A12859 and Appendix 6.

/n

Liang, S.; Zhou, Y.; Liu, H.; Jiang, T.; Han, B. Immobilized 1,1,3,3-Tetramethylguanidine Ionic Liquids as the Catalyst for Synthesizing Propylene Glycol Methyl Ether. Catal. Lett. 2010, 140 (1-2), 49-54.

Huczynski, A.; Janczak, J.; Stefanska, J.; Rutkowski, J.; Brzezinski, B. X-ray, spectroscopic and antibacterial activity studies of the 1:1 complex of lasalocid acid with 1,1,3,3-tetramethylguanidine. J. Mol. Struct. 2010, 977 (1-3), 51-55.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H226-H302-H314-H318

Flammable liquid and vapour. Harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.

주의 설명서: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

바일슈타인
969608
위험 등급
8
포장 그룹
II
통합 관세 코드
2925.29
TSCA(독성물질규제법)"
Yes

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