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Sigma-Aldrich

N-(Chloromethyl)phthalimide

97%

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About This Item

Empirical Formula (Hill Notation):
C9H6ClNO2
CAS Number:
Molecular Weight:
195.60
Beilstein:
140942
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Preparation of high capacity aminomethyl-polystyrene resin.
Zikos CC and Ferderigos NG.
Tetrahedron Letters, 36(21), 3741-3744 (1995)
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.

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