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192406

Sigma-Aldrich

2-Chloropropionitrile

95%

Synonym(s):

α-Chloropropionitrile, (±)-2-Chloropropionitrile, 2-Chloropropanenitrile

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About This Item

Linear Formula:
CH3CH(Cl)CN
CAS Number:
1617-17-0
Molecular Weight:
89.52
EC Number:
216-570-0
MDL number:
MFCD00001859
UNSPSC Code:
12352100
PubChem Substance ID:
24851546
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

refractive index

n20/D 1.413 (lit.)

bp

120-122 °C (lit.)

density

1.012 g/mL at 25 °C (lit.)

SMILES string

CC(Cl)C#N

InChI

1S/C3H4ClN/c1-3(4)2-5/h3H,1H3

InChI key

JNAYPRPPXRWGQO-UHFFFAOYSA-N

Application

2-Chloropropionitrile was used as initiator during the single-pot atom-transfer radical polymerization under microwave irradiation for the synthesis of polyacrylonitrile. It was used in the synthesis of:
  • nitrile functionalized methimazole-based ionic liquids
  • (+)- and (-)-anatoxin

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

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)

91.4 °F - closed cup

Flash Point(C)

33 °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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ATRP of acrylonitrile catalyzed by FeCl2/succinic acid under microwave irradiation.
Hou C, et al.
Journal of Applied Polymer Science, 101(3), 1598-1601 (2006)
Efficient new syntheses of (+)-and (-)-anatoxin-a. Revised configuration of resolved 9-methyl-9-azabicyclo [4.2. 1] nonan-2-one.
Ferguson JR, et al.
Tetrahedron Letters, 36(48), 8867-8870 (1995)
Amal I Siriwardana et al.
The Journal of organic chemistry, 75(24), 8376-8382 (2010-11-18)
The alkylation reaction of 2-mercapto-1-methylimidazole 1b with 2-chloroacetonitrile and 2-chloropropionitrile produced S-alkyl methimazole chlorides 2a and 2b which were subjected to anion metathesis with lithium bis(trifluoromethanesulfonyl)amide, LiNTf(2), to afford nitrile functionalized methimazole-based room temperature ionic liquids 3a and 3b in

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