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238260

Sigma-Aldrich

1-Iodododecane

98%

Synonym(s):

Dodecyl iodide

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About This Item

Linear Formula:
CH3(CH2)11I
CAS Number:
4292-19-7
Molecular Weight:
296.23
Beilstein:
1738943
EC Number:
224-293-1
MDL number:
MFCD00001088
UNSPSC Code:
12352100
PubChem Substance ID:
24854151
NACRES:
NA.22

Assay

98%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.484 (lit.)

bp

159-160 °C/15 mmHg (lit.)

mp

−3 °C (lit.)

density

1.201 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCI

InChI

1S/C12H25I/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3

InChI key

GCDPERPXPREHJF-UHFFFAOYSA-N

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General description

SmI2-mediated coupling of 1-iodododecane and 2-octanone in the presence of LiBr, LiCl and hexamethylphosphoramide (HMPA) has been studied.

Application

1-Iodododecane has been used in the preparation of:
  • dodecylated graphite
  • alkyl functionalized single walled carbon nanotubes (SWNTs)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reactions of SmI2 with alkyl halides and ketones: Inner-sphere vs outer-sphere electron transfer in reactions of Sm (II) reductants.
Miller RS, et al.
Journal of the American Chemical Society, 122(32), 7718-7722 (2000)
Robin E Anderson et al.
Journal of nanoscience and nanotechnology, 7(10), 3436-3440 (2008-03-12)
Single walled carbon nanotubes (SWNTs) may be made soluble in a range of organic solvents without sidewall functionalization via their reduction by Na/Hg amalgam in the presence of dibenzo-18-crown-6. The [Na(dibenzo-18-crown-6)]n[SWNT] complex has been characterized by UV-Visible, Raman, and AFM
Martha Kafetzi et al.
Polymers, 13(3) (2021-01-27)
In this work, the synthesis and the aqueous solution self-assembly behavior of novel partially hydrophobically modified poly(2-(dimethylamino) ethyl methacrylate)-b-poly(oligo(ethylelene glycol) methyl ether methacrylatetabel) pH and temperature responsive random diblock copolymers (P(DMAEMA-co-Q6/12DMAEMA)-b-POEGMA), are reported. The chemical modifications were accomplished via quaternization
Functionalization of potassium graphite.
Soma Chakraborty et al.
Angewandte Chemie (International ed. in English), 46(24), 4486-4488 (2007-05-05)
Minhuan Li et al.
Science advances, 6(27), eaaw8938-eaaw8938 (2020-07-14)
Most systems have more than two stable crystalline states in the phase diagram, which is known as polymorphism. Crystallization in such a system is often under strong influence of competing orderings linked to those crystals. However, how such competition affects
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