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185140

Sigma-Aldrich

3,3′-Dichloropivalic acid

≥97%

Synonym(s):

2,2-Bis(chloromethyl)propionic acid

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About This Item

Linear Formula:
CH3C(CH2Cl)2CO2H
CAS Number:
67329-11-7
Molecular Weight:
171.02
EC Number:
266-644-1
MDL number:
MFCD00004198
UNSPSC Code:
12352100
PubChem Substance ID:
24850671
NACRES:
NA.22

Quality Level

100

assay

≥97%

form

solid

mp

64-66 °C (lit.)

functional group

carboxylic acid
chloro

SMILES string

CC(CCl)(CCl)C(O)=O

InChI

1S/C5H8Cl2O2/c1-5(2-6,3-7)4(8)9/h2-3H2,1H3,(H,8,9)

InChI key

DDSPBKFTRPWDLI-UHFFFAOYSA-N

General description

3,3′-Dichloropivalic acid reacts with ethane-1,2-diamine to yield isomeric tetra-amine derivatives, tetra amino carboxylic acid and carboxamidotriamino alcohol.

Application

3,3′-Dichloropivalic acid was used in the synthesis of 3,3′-dichloropivaloyl chloride.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9484
2103CK
3101TK
02103CK

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Paul V Bernhardt et al.
Inorganic chemistry, 43(5), 1681-1688 (2004-03-03)
Reaction between ethane-1,2-diamine and 3,3'-dichloropivalic acid results in different, isomeric tetra-amine derivatives, one a tetraamino carboxylic acid and the other a carboxamidotriamino alcohol, depending upon reaction conditions. Intended conversion of the Cu(II) complex of the former to a cyclam-like macrocycle
A novel rearrangement reaction conversion of 3-(chloromethyl) azetidin-2-ones to azetidine-3-carboxylic acid esters.
Bartholomew D and Stocks MJ.
Tetrahedron Letters, 32(36), 4795-4798 (1991)

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