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Merck
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Key Documents

26235

Sigma-Aldrich

2-(3-Chloropropyl)-1,3-dioxolane

≥97.0% (GC)

동의어(들):

4-Chlorobutyraldehyde ethylene acetal

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About This Item

실험식(Hill 표기법):
C6H11ClO2
CAS Number:
Molecular Weight:
150.60
Beilstein:
1236588
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥97.0% (GC)

형태

liquid

refractive index

n20/D 1.453

bp

93-94 °C/12 mmHg (lit.)

density

1.142 g/mL at 20 °C (lit.)

작용기

chloro
ether

SMILES string

ClCCCC1OCCO1

InChI

1S/C6H11ClO2/c7-3-1-2-6-8-4-5-9-6/h6H,1-5H2

InChI key

ZBPUNVFDQXYNDY-UHFFFAOYSA-N

애플리케이션

2-(3-Chloropropyl)-1,3-dioxolane (2-(3′-chloropropyl)-1,3-dioxolane) is a masked γ-chlorobutyraldehyde and was used for the introduction of 3-(1,3-dioxolan-2-yl)propyl moiety. It was also used in the synthesis of:
  • (±)-histrionicotoxin and (±)-histrionicotoxin 235A using a two-directional strategy
  • 4-iodobutyraldehyde, 5-iodovaleraldehyde and 5-iodo-2-petanone
  • corresponding phosphonate

기타 정보

Masked γ-chlorobutyraldehyde, useful for the introduction of the 3-(1,3-dioxolan-2-yl)propyl moiety; Preparation and use of the corresponding phosphonate

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

174.2 °F - closed cup

Flash Point (°C)

79 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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문서 라이브러리 방문

C.P. Forbes et al.
Journal of the Chemical Society. Perkin Transactions 1, 2353-2353 (1977)
Two-directional synthesis. Part 1: A short formal synthesis of (?)-histrionicotoxin and (?)-histrionicotoxin 235A.
Stockman RA.
Tetrahedron Letters, 41(47), 9163-9165 (2000)
S.A. Bal et al.
The Journal of Organic Chemistry, 47, 5045-5045 (1982)
R.E. Abbott et al.
The Journal of Organic Chemistry, 45, 5398-5398 (1980)
A Nagy et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(6), 2464-2469 (1996-03-19)
A convenient, high yield conversion of doxorubicin to 3'-deamino-3'-(2''-pyrroline-1''-yl)doxorubicin is described. This daunosamine-modified analog of doxorubicin is 500-1000 times more active in vitro than doxorubicin. The conversion is effected by using a 30-fold excess of 4-iodobutyraldehyde in anhydrous dimethylformamide. The

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