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74-95-3 - Dibromomethane, 99%, stab. with 50ppm BHT - Methylene bromide - A10456 - Alfa Aesar

A10456 Dibromomethane, 99%, stab. with 50ppm BHT

CAS 번호
74-95-3
동의어
Methylene bromide

사이즈 가격 ($) 수량 재고 여부
100g 15.00
500g 26.10
2500g 96.10
장바구니에 추가 대량 견적에 추가 항목 보기

Dibromomethane, 99%, stab. with 50ppm BHT

MDL
MFCD00000168
EINECS
200-824-2

화학적 특성

화학식
CH2Br2
화학 식량
173.85
융점
-53°
비등점
96-98°
밀도
2.495
굴절률
1.5410
용해도
Miscible with water, chloroform, acetone, ether and alcohol.

용도

Dibromomethane is used as solvent in organic synthesis. It acts as an intermediate in the manufacture of specialty chemicals, agrochemicals and pharmaceuticals. It is useful as extractant and utilized for the determination of 5-nitroimidazoles (5-NDZ) in environmental waters. It is involved in the convertion of catechols to their methylenedioxy derivatives.

참고

Store in cool place. Incompatible with strong oxidizing agents, aluminum and magnesium.

참조 문헌

For in situ formation of dibromomethyllithium by reaction with lithiated 2,2,6,6-Tetramethyl­piperidine, A18712, and use in a one-pot ester homologation sequence, safer and more convenient than the classical Arndt-Eistert (diazomethane) method, see: Org. Synth. Coll., 9, 426 (1998):

Reaction with NaHMDS generates monobromocarbene, which reacts with alkenes to give bromocyclopropanes: Synthesis, 201 (1972). It can also be generated by reaction with diethylzinc in the presence of O2: J. Chem. Soc., Chem. Commun., 364 (1975).

The Simmons-Smith reaction (see Diiodomethane, A15457) may be extended to the use of dibromomethane in the cyclopropanation of simple electron-deficient alkenes, using a reducing agent prepared from NiBr2, NaI and Zn: Bull. Chem. Soc. Jpn., 56, 1025 (1983); or with CuCl/Zn: J. Org. Chem., 55, 2491 (1990).

With TiCl4/Zn, methylenation of ketones occurs, as a useful mild alternative to the Wittig reaction: Tetrahedron Lett., 23, 4293 (1982); Org. Synth. Coll., 8, 386 (1993). For a variant using Zn, CuCl and catalytic TiCl4, see: J. Org. Chem., 54, 2388 (1989).

With alcohols, formaldehyde acetals can be formed under phase-transfer conditions: Bull. Chem. Soc. Jpn., 66, 2149 (1993). Diols give methylenedioxy derivatives, which are components of many biologically-important molecules. For use of KF in DMF as base in the methylenation of catechols, see: Tetrahedron Lett., 3361 (1976). KOH in DMSO has been recommended for the methylenation of base-stable carbohydrate diols: Synthesis, 421 (1982). For the methylenation of ribonucleosides under phase-transfer conditions, see: Synthesis, 715 (1981).

Chorazewski, M.; Troncoso, J.; Jacquemin, J. Thermodynamic Properties of Dichloromethane, Bromochloromethane, and Dibromomethane under Elevated Pressure: Experimental Results and SAFT-VR Mie Predictions. Ind. Eng. Chem. Res. 2015, 54 (2), 720-730.

Stoeckel, D.; Wallacher, D.; Zickler, G. A.; Thommes, M.; Smarsly, B. M. Elucidating the Sorption Mechanism of Dibromomethane in Disordered Mesoporous Silica Adsorbents. Langmuir 2015, 31 (23), 6332-6342.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H332

Harmful if inhaled.

주의 설명서: P261-P271-P304+P340-P312a

Avoid breathing dust/fume/gas/mist/vapours/spray. Use only outdoors or in a well-ventilated area. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.

기타 참조

Merck
14,6061
바일슈타인
969143
위험 등급
6.1
포장 그룹
III
통합 관세 코드
2903.39
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
PA7350000

권장

  • A10807

    1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 98+%
  • A12575

    1-Methylimidazole, 99%
  • A12766

    1,2-Dibromoethane, 99%
  • A13651

    Chlorotrimethylsilane, 98+%
  • A15457

    Diiodomethane, 99%, stab.

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