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C31104

Sigma-Aldrich

3-Chloro-2-chloromethyl-1-propene

99%

Synonym(s):

1,1-Bis(chloromethyl)ethylene, Methallyl dichloride

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€111.00
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About This Item

Linear Formula:
CH2=C(CH2Cl)2
CAS Number:
1871-57-4
Molecular Weight:
125.00
Beilstein:
1560178
EC Number:
217-489-3
MDL number:
MFCD00000952
UNSPSC Code:
12352100
PubChem Substance ID:
24892333
NACRES:
NA.22

€111.00

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vapor density

3.12 (vs air)

Quality Level

100

Assay

99%

form

liquid

autoignition temp.

896 °F

expl. lim.

8.1 %

refractive index

n20/D 1.4753 (lit.)

bp

138 °C (lit.)

mp

−14 °C (lit.)

density

1.08 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCC(=C)CCl

InChI

1S/C4H6Cl2/c1-4(2-5)3-6/h1-3H2

InChI key

XJFZOSUFGSANIF-UHFFFAOYSA-N

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Application

3-Chloro-2-chloromethyl-1-propene can be used in the synthesis of 2,11-bis(methylidene)spermine, an inhibitor of spermine oxidase[1] and branched side chains of conjugated polymers.[2][3] It can also be used in the intermolecular [2+2] photocycloaddition during the total synthesis of (−)-grandisol.[4]

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

96.8 °F

Flash Point(C)

36 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7646
STBK9727
STBK1912
STBH9604
STBH7209

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Diketopyrrolopyrrole?based Conjugated Polymers Bearing Branched Oligo (Ethylene Glycol) Side Chains for Photovoltaic Devices.
Chen X, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 128(35), 10532-10536 (2016)
Enantioselective Intermolecular [2+ 2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (−)-Grandisol.
Poplata S and Bach T
Journal of the American Chemical Society, 140(9), 3228-3231 (2018)
Synthesis of well-defined three-and four-armed cage-shaped polymers via ?topological conversion? from trefoil-and quatrefoil-shaped polymers.
Satoh Y, et al.
Macromolecules, 50(1), 97-106 (2016)
Synthesis of 2, 11-bis (methylidene) spermine, a new inhibitor of spermine oxidase.
Grigorenko N A, et al.
Russian Journal of Bioorganic Chemistry, 42(4), 423-427 (2016)
Matthew K McBride et al.
Science advances, 4(8), eaat4634-eaat4634 (2018-08-29)
Liquid crystalline (LC) elastomers (LCEs) enable large-scale reversible shape changes in polymeric materials; however, they require intensive, irreversible programming approaches in order to facilitate controllable actuation. We have implemented photoinduced dynamic covalent chemistry (DCC) that chemically anneals the LCE toward

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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