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Key Documents

193496

Sigma-Aldrich

2-Iodobenzyl chloride

98%

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About This Item

Linear Formula:
IC6H4CH2Cl
CAS Number:
Molecular Weight:
252.48
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

refractive index

n20/D 1.635 (lit.)

bp

147-149 °C/32 mmHg (lit.)

mp

29-31 °C (lit.)

functional group

chloro
iodo

SMILES string

ClCc1ccccc1I

InChI

1S/C7H6ClI/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2

InChI key

FTMNWZHKQGKKAU-UHFFFAOYSA-N

Application

2-Iodobenzyl chloride was used in the synthesis of:
  • succinimido[3,4-b]indane
  • 1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine-2,4-dione
  • 1-(2-iodobenzyi)-1,1-diethylamine
  • 1-(2-iodobenzyl)pyrrolidine
  • 1-(2-iodobenzyl)piperidine
  • 1-(2-iodobenzyl)hexahydroazepine
  • 4-(2-iodobenzyl)morpholine
  • 4-(2-iodobenzyl)thiomorpholine
  • 1-benzoyl-4-(2-iodobenzyl)piperazine
  • 1-(2-iodobenzyl)indole-2-carbaldehyde

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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An Approach to α-substituted Amines.
Williams L, et al.
Tetrahedron, 50(48), 13697-13708 (1994)
Sushama A. Dandekar et al.
The Journal of organic chemistry, 64(5), 1543-1553 (2001-10-25)
The tricyclic title compounds, 4 and 5, were synthesized by initial alkylation of the lithium monoenolates of N,N,N',N'-tetramethylbutanediamide (6) and N,N,N',N'-tetramethylpentanediamide (19) with 2-iodobenzyl chloride in liquid NH(3) at -60 degrees C to afford 2-(2-iodobenzyl)-N,N,N',N'-tetramethylbutanediamide (9) and 2-(2-iodobenzyl)-N,N,N',N'-tetramethylpentanediamide (20) in
1-Azatriene cyclisation as a route to annelated pyrido [4, 3-b] indoles.
Gilchrist TL ,et al.
Tetrahedron, 53(12), 4447-4456 (1997)

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