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trans-1,4-Dichloro-2-butene

Name: <I>trans</I>-1,4-Dichloro-2-butene
Brand: ALDRICH
Price: 55.2 USD
Availability: InStock

98%

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Pack Size	SKU	Availability	Price
5 g		Available to ship TODAYfromMILWAUKEE	$73.60 $55.20
25 g		Available to ship TODAYfromMILWAUKEE	$257.00 $192.75

About This Item

Linear Formula:

ClCH₂CH=CHCH₂Cl

CAS Number:

110-57-6

Molecular Weight:

125.00

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24859448

EC Number:

203-779-7

Beilstein/REAXYS Number:

1719693

MDL number:

MFCD00000988

Assay:

98%

Form:

liquid

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Properties

vapor pressure

10 mmHg ( 20 °C)

Quality Level

200

assay

98%

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

Description

Application

trans-1,4-Dichloro-2-butene may be used for the alkylation of adenine to 9-alkylpurines.[1] It can react with diethyl malonate to form vinylcyclopropane derivative. It can also undergo asymmetric allylic alkylation with Grignard reagents in the presence of copper thiophene carboxylate catalyst.

Other Notes

85%, remainder predominantly cis isomer

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This Item	215082	D39207	593028
Sigma-Aldrich 324515 trans-1,4-Dichloro-2-butene	Sigma-Aldrich 215082 trans-1,4-Dichloro-2-butene	Sigma-Aldrich D39207 trans-1,4-Dibromo-2-butene	Sigma-Aldrich 593028 trans-4-Octene
assay 98%	assay 85%	assay 99%	assay 98%
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
mp 1-3 °C (lit.)	mp 1-3 °C (lit.)	mp 48-51 °C (lit.)	mp -
refractive index n20/D 1.488 (lit.)	refractive index n20/D 1.488 (lit.)	refractive index -	refractive index n20/D 1.412 (lit.)
form liquid	form liquid	form crystals	form -
density 1.183 g/mL at 25 °C (lit.)	density 1.183 g/mL at 25 °C (lit.)	density -	density 0.715 g/mL at 25 °C (lit.)

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pictograms

GHS02,GHS06,GHS05

signalword

Danger

hcodes

H226,H301,H312,H314,H330

pcodes

P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

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

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High Diversity on Simple Substrates: 1, 4?Dihalo?2?butenes and Other Difunctionalized Allylic Halides for Copper?Catalyzed SN2? Reactions.

Falciola C A, et al.

Chemistry?A European Journal , 14(34), 10615-10627 (2008)

Improved selectivity in the preparation of some 1, 1-difunctionalized 3-cyclopentenes. High yield synthesis of 3-cyclopentenecarboxylic acid.

Depres JP and Greene AE.

The Journal of Organic Chemistry, 49(5), 928-931 (1984)

Synthesis and biological properties of 9-(trans-4-hydroxy-2-buten-1-yl)adenine and guanine: open-chain analogues of neplanocin A.

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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Global Trade Item Number

SKU	GTIN
324515-25G	04061837083235
324515-5G	04061837083242

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