2-TERT-BUTYL-1,1,3,3-TETRAMETHYLGUANIDINE

한글명:2-TERT-BUTYL-1,1,3,3-TETRAMETHYLGUANIDINE

카스 번호29166-72-1

상품명:2-TERT-BUTYL-1,1,3,3-TETRAMETHYLGUANIDINE

CBNumberCB5464951

분자식C9H21N3

포뮬러 무게171.28

MOL 파일29166-72-1.mol

화학적 성질

끓는 점	88-89 °C/43 mmHg (lit.)
밀도	0.85
굴절률	n20/D 1.457
인화점	65 °C
저장 조건	under inert gas (nitrogen or Argon) at 2-8°C
산도 계수 (pKa)	13.81±0.70(Predicted)
물리적 상태	투명한 액체
색상	무색~연황색
BRN	2352408
InChI	InChI=1S/C9H21N3/c1-9(2,3)10-8(11(4)5)12(6)7/h1-7H3
InChIKey	YQHJFPFNGVDEDT-UHFFFAOYSA-N
SMILES	N(C)(C)/C(=N/C(C)(C)C)/N(C)C

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

22-34

안전지침서

26-36/37/39-45

유엔번호(UN No.)

UN 3267 8/PG 2

WGK 독일

F 고인화성물질

10-34

HS 번호

2925.29.7000

위험 등급

스토리지 클래스

8A - Combustible corrosive hazardous materials

Hazard Classifications

Acute Tox. 4 Oral
Skin Corr. 1B

NFPA 704:

	2
3		0

그림문자(GHS)

2-TERT-BUTYL-1,1,3,3-TETRAMETHYLGUANIDINE 화학적 특성, 용도, 생산

제조 방법
To an ovendried, 500-mL, three-necked, round-bottomed flask, equipped with a nitrogen inlet with gas bubbler, magnetic stirring bar, thermometer, condenser, and a 250-mL dropping funnel, were added triphosgene (14.8 g, 0.05 mol) and anhydrous toluene (120 mL). The mixture was kept under argon and cooled to ca. 10 C° with the aid of an external ice bath. A solution of N,N,N,N-tetramethylurea (18.0 mL, 0.15 mol) in dry toluene (50 mL) was then slowly added over a period of 30 min. After completion of the addition, the mixture was allowed to warm to ambient temperature, and stirring was continued for a further 1 h. During this time, a white precipitate formed, consisting of the Vilsmeier salt. Then, tert-butylamine (47.3 mL, 0.45 mol) was slowly added to the mixture over a period of 30 min. After completion of the addition, the mixture was heated under reflux for 5 h and then cooled to room temperature. Anhydrous diethyl ether (200 mL) was added and the white precipitate was quickly removed by filtration. This precipitate had to be collected as quickly as possible to avoid hydrolysis to the starting urea. The precipitate turns pale-yellow if hydrolysis is occurring. In some instances, additional diethyl ether (300 mL) was needed to ensure complete transfer of the solids to the filtration apparatus. The precipitate was washed with a further quantity of anhydrous diethyl ether (300 mL) (the filtrate must be colorless, indicating that all impurities have been removed) and immediately dissolved in aqueous 25% sodium hydroxide solution (100 mL). The mixture was then extracted with diethyl ether (3 × 300 mL). The combined organic layers were dried (potassium carbonate), filtered, and the solvent was removed under reduced pressure. The resulting colorless liquid was purified by distillation (bp 88–89 C°/36 mmHg) to afford 18.7 g (73%) of 2-tertbutyl- 1,1,3,3-tetramethylguanidine 1779.
일반 설명
2-tert-Butyl-1,1,3,3-tetramethylguanidine (Barton′s base) is an excellent alternative to traditional inorganic bases for promoting the coupling reaction.

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