215082
trans-1,4-Dichloro-2-butene
technical grade, 85%, remainder predominantly cis isomer
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About This Item
Linear Formula:
ClCH2CH=CHCH2Cl
CAS Number:
Molecular Weight:
125.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-779-7
Beilstein/REAXYS Number:
1719693
MDL number:
Assay:
85%
Form:
liquid
grade
technical grade
Quality Level
vapor pressure
10 mmHg ( 20 °C)
assay
85%
form
liquid
refractive index
n20/D 1.488 (lit.)
bp
74-76 °C/40 mmHg (lit.)
mp
1-3 °C (lit.)
density
1.183 g/mL at 25 °C (lit.)
functional group
chloro
storage temp.
2-8°C
SMILES string
ClC\C=C\CCl
InChI
1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+
InChI key
FQDIANVAWVHZIR-OWOJBTEDSA-N
Application
trans-1,4-Dichloro-2-butene was used as starting reagent in the synthesis of trans-tetrahydrofuran (THF) ring building block. It was also employed in the chemical synthesis of swainsonine [(1S,2R,8R,8 αR)-trihydroxyindolizidine] and 9-alkylpurines.
Other Notes
85%, remainder predominantly cis isomer
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
127.4 °F - closed cup
flash_point_c
53 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Z M Wang et al.
Chirality, 12(7), 581-589 (2000-06-22)
A highly efficient synthetic method for the trans-tetrahydrofuran (THF) ring building block was established and the title compound was synthesized in 19 steps from trans-1,4-dichloro-2-butene via a convergent route with a Wittig reaction as the key step.
A D Elbein et al.
Biochemistry, 26(9), 2502-2510 (1987-05-05)
The chemical synthesis of swainsonine [(1S,2R,8R,8 alpha R)-trihydroxyindolizidine] from trans-1,4-dichloro-2-butene was previously described [Adams, C. E., Walker, F. J., & Sharpless, K. B. (1985) J. Org. Chem. 50, 420-424]. A modification of that synthesis provided two other isomers, referred to
S Phadtare et al.
Journal of medicinal chemistry, 30(2), 437-440 (1987-02-01)
Alkylation of adenine (5a) or 2-amino-6-chloropurine (5b) with excess trans-1,4-dichloro-2-butene (4), effected by K2CO3 in dimethyl sulfoxide or tetra-n-butylammonium fluoride in tetrahydrofuran, led in 90-95% regioselectivity to 9-alkylpurines 6a and 6b. The title compounds 2a and 2b were obtained by
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 215082-25G | 04061837082894 |