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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:
Molecular Weight:
296.23
Beilstein:
1738943
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

functional group

alkyl halide
iodo

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

Signal Word

Warning

Hazard Statements

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

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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
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
Functionalization of potassium graphite.
Soma Chakraborty et al.
Angewandte Chemie (International ed. in English), 46(24), 4486-4488 (2007-05-05)
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

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