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Sigma-Aldrich

N-(Chloromethyl)phthalimide

97%

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About This Item

Empirical Formula (Hill Notation):
C9H6ClNO2
CAS Number:
17564-64-6
Molecular Weight:
195.60
Beilstein/REAXYS Number:
140942
EC Number:
241-541-4
MDL number:
MFCD00005898
UNSPSC Code:
12352100
PubChem Substance ID:
24853898
NACRES:
NA.22

Quality Level

200

assay

97%

form

powder

mp

131-135 °C (lit.)

solubility

chloroform: soluble 50 mg/mL

SMILES string

ClCN1C(=O)c2ccccc2C1=O

InChI

1S/C9H6ClNO2/c10-5-11-8(12)6-3-1-2-4-7(6)9(11)13/h1-4H,5H2

InChI key

JKGLRGGCGUQNEX-UHFFFAOYSA-N

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Application

N-(Chloromethyl)phthalimide was used:
  • in the synthesis of aminomethyl copoly-(styrene-l%-divinylbenzene) resins of high purity
  • in esterification of 12S-hydroxylabda-8(17),13(16),14-trien-19-oic acid, new labdane-type diterpenoid
  • in esterification of 13-ethoxylabda-8(17),11,14-trien-19-oicacid, new labdane-type diterpenoid

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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M Iwamoto et al.
Bioorganic & medicinal chemistry, 9(7), 1911-1921 (2001-06-27)
Three new labdane-type diterpenoids, labda-8(17),13-dien-15,12R-olid-19-oic acid (1), 12S-hydroxylabda-8(17),13(16),14-trien-19-oic acid (2) and 13-ethoxylabda-8(17),11,14-trien-19-oic acid (3), along with known diterpenoids, trans-communic acid (4), totarol (5), 12-methoxyabieta-8,11,13-trien-11-ol (6), and 7 alpha,8 alpha-epoxy-6 alpha-hydroxyabieta-9(11),13-dien-12-one (7) were isolated from the stem bark of Thuja standishii.
Preparation of high capacity aminomethyl-polystyrene resin.
Zikos CC and Ferderigos NG.
Tetrahedron Letters, 36(21), 3741-3744 (1995)

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