393665

Sigma-Aldrich

1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane

90%, technical grade

Linear Formula:
Br2C3H2(CH2Cl)2
CAS Number:
Molecular Weight:
296.82
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

90%

mp

48-50 °C (lit.)

SMILES string

ClCC1(CCl)CC1(Br)Br

InChI

1S/C5H6Br2Cl2/c6-5(7)1-4(5,2-8)3-9/h1-3H2

InChI key

RCRVZCIUKQNOIS-UHFFFAOYSA-N

Related Categories

General description

1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane is a halogenated cyclopropane derivative. It has been reported to be synthesized from 3-chloro-2-(chloromethyl)-1-propene. It is formed as an intermediate during the synthesis of [1.1.1]propellane by Szeimies method.

Application

1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane may be used as a starting material in the synthesis of [1.1.1]-propellane and ((3-ethynylbicyclo[1.1.1]pentan-1-yl)ethynyl)trimethylsilane.

Packaging

10, 100 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Cyprien Lemouchi et al.
Journal of the American Chemical Society, 135(25), 9366-9376 (2013-06-04)
The rod-like molecule bis((4-(4-pyridyl)ethynyl)bicyclo[2.2.2]oct-1-yl)buta-1,3-diyne, 1, contains two 1,4-bis(ethynyl)bicyclo[2.2.2]octane (BCO) chiral rotators linked by a diyne fragment and self-assembles in a one-dimensional, monoclinic C2/c centrosymmetric structure where two equilibrium positions with large occupancy imbalance (88% versus 12%) are identified on a...
[1.1. 1] Propellane: Reaction with Singlet Dihalocarbene.
Lee WB, et al.
Bull. Korean Chem. Soc., 19(3), 367-369 (1998)
Improved Preparations of 3-Chloro-2-(chloromethyl)-1-propene and 1, 1-Dibromo-2, 2-bis (chloromethyl) cyclopropane: Intermediates in the Synthesis of [1.1. 1] Propellane.
Lynch KM and Dailey WP
The Journal of Organic Chemistry, 60(14), 4666-4668 (1995)
Concerning the synthesis of [1.1. 1] propellane.
Belzner J, et al.
Chemische Berichte, 122(2), 397-398 (1989)

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