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Merck
CN

215082

反式-1,4-二氯-2-丁烯

technical grade, 85%, remainder predominantly cis isomer

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关于此项目

线性分子式:
ClCH2CH=CHCH2Cl
化学文摘社编号:
分子量:
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
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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%,残留主要为顺式异构体


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Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

存储类别

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

法规信息

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分析证书(COA)

Lot/Batch Number

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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



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货号GTIN
215082-25G04061837082894