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75-11-6 - Diiodomethane, 99%, stab. - Methylene iodide - A15457 - Alfa Aesar

A15457 Diiodomethane, 99%, stab.

CAS 번호
75-11-6
동의어
Methylene iodide

사이즈 가격 ($) 수량 재고 여부
25g 27.60
50g 37.20
100g 60.00
250g 123.00
500g 219.00
1000g 390.00
장바구니에 추가 대량 견적에 추가 항목 보기

Diiodomethane, 99%, stab.

MDL
MFCD00001079
EINECS
200-841-5

화학적 특성

화학식
CH2I2
화학 식량
267.84
융점
5-6°
비등점
180-181° dec.
인화점
None
밀도
3.322
굴절률
1.7400
감도
Light Sensitive
용해도
Miscible with alcohol and ether. Slightly miscible with water.

용도

Diiodomethane is used to determine the density of minerals and other solid samples due to its high density. It is used as an optical contact liquid to determine the refractive index of certain gemstones. In simmons-smith reaction, it acts as a reagent to generate methylene (carbine) free radical. It reacts with olefins to prepare cyclopropanes with high stereo specificity.

참고

Light sensitive. Keep container tightly closed in a dry and well-ventilated place. Incompatible with alkali metal salts, strong oxidizing agents, strong bases, metals, lithium, potassium, sodium, sodium oxides and alloys.

참조 문헌

The combination with Zinc-copper couple, L09811, generates ICH2ZnI, the reagent for the classical Simmons-Smith cyclopropanation of alkenes: J. Am. Chem. Soc., 80, 5323 (1958); examples: Org. Synth. Coll., 5, 85 (1973). Review: Org. React., 20, 1 (1973). Alternative systems include Zn powder/ Cu(I) halide: J. Org. Chem., 35, 2057 (1970); ultrasound irradiation: Tetrahedron Lett., 23, 2729 (1982), thermal activation: Synth. Commun., 22, 2801 (1992), or catalytic TMS-Cl: J. Org. Chem., 59, 2671 (1994) with ordinary zinc; or Zn/Ag couple: Tetrahedron Lett., 4593 (1972); 3327 (1974). Other reagents include trialkylaluminums: J. Org. Chem., 50, 4412 (1985): Org. Synth. Coll., 8, 321 (1993) and the most widely-used modification, diethylzinc: Tetrahedron, 24, 53 (1968); J. Org. Chem., 42, 3031 (1977); for use in the ring-expansion of ketones, see: Org. Synth. Coll., 6, 327 (1988). For use of a boronic acid-derived chiral dioxaborolane ligand in enantioselective cyclopropanantion, see: Tetrahedron Lett., 37, 7925 (1996); Org. Synth., 76, 86 (1998):

Selective ortho-methylation of phenols can be brought about by a one-pot method utilizing Et2Zn/ CH2I2 modification: Tetrahedron Lett., 30, 5215 (1989).

Allylic bromides are converted to homoallylic iodides by the Simmons-Smith reagent in the presence of CuI.2LiI in THF: J. Org. Chem., 54, 5202 (1989).

Wolcott, C. A.; Green, I. X.; Silbaugh, T. L.; Xu, Y.; Campbell, C. T. Energetics of Adsorbed CH2 and CH on Pt(111) by Calorimetry: The Dissociative Adsorption of Diiodomethane. J. Phys. Chem. C 2014, 118 (50), 29310-29321.

Wang, Y.; Sang, D. K.; Du, Z.; Zhang, C.; Tian, M.; Mi, J. Interfacial Structures, Surface Tensions, and Contact Angles of Diiodomethane on Fluorinated Polymers. J. Phys. Chem. C 2014, 118 (19), 10143-10152.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H302-H332-H315-H319-H335

Harmful if swallowed. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

주의 설명서: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,6066
바일슈타인
1696892
위험 등급
6.1
포장 그룹
III
통합 관세 코드
2903.39
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
PA8575000

권장

  • A10221

    Imidazole, 99%
  • A10973

    N,N'-Dicyclohexylcarbodiimide, 99%
  • A11032

    Chloroiodomethane, 98%, stab. with copper
  • A16625

    Potassium carbonate, anhydrous, 99%
  • 33337

    Magnesium sulfate, anhydrous, 99.5% min

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