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B86206

Sigma-Aldrich

cis-2-Butene-1,4-diol

97%

Synonym(s):

(2Z)-2-Butene-1,4-diol, (Z)-1,4-Dihydroxy-2-butene, (Z)-2-Buten-1,4-diol, (Z)-2-Butene-1,4-diol, cis-1,4-Dihydroxy-2-butene, cis-But-2-en-1,4-diol

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About This Item

Empirical Formula (Hill Notation):
C4H8O2
CAS Number:
6117-80-2
Molecular Weight:
88.11
Beilstein/REAXYS Number:
1679241
EC Number:
228-085-1
MDL number:
MFCD00002924
UNSPSC Code:
12352100
PubChem Substance ID:
24892082
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.478 (lit.)

bp

235 °C (lit.)

mp

4-10 °C (lit.)

density

1.072 g/mL at 20 °C (lit.)

SMILES string

[H]\C(CO)=C(/[H])CO

InChI

1S/C4H8O2/c5-3-1-2-4-6/h1-2,5-6H,3-4H2/b2-1-

InChI key

ORTVZLZNOYNASJ-UPHRSURJSA-N

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pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

260.6 °F - closed cup

flash_point_c

127 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T Okuda et al.
The Journal of antibiotics, 37(7), 718-722 (1984-07-01)
A novel antibiotic, penitricin, Ro 09-0804, has been produced in the culture filtrate of Penicillium aculeatum NR 5165. This antibiotic was purified by repeated extraction of culture filtrate with 1-butanol, and passage of the crude extracts through Sephadex G-10, followed
Yanke Liang et al.
The Journal of organic chemistry, 76(24), 9962-9974 (2011-10-28)
The first psico-oxetanocin analogue of the powerful antiviral natural product, oxetanocin A, has been readily synthesized from cis-2-butene-1,4-diol. Key 2-methyleneoxetane precursors were derived from β-lactones prepared by the carbonylation of epoxides. F(+)-mediated nucleobase incorporation provided the corresponding nucleosides in good
Matthew K Kiesewetter et al.
Journal of the American Chemical Society, 133(41), 16390-16393 (2011-09-24)
The catalytic condensation of cis-2-butene-1,4-diol with CpRu(MQA)(C(3)H(5)) (Cp = cyclopentadienyl, MQA = 4-methoxyquinoline-2-carboxylate) generates poly(2-butenediol), an unsaturated telechelic polyether diol with molecular weights between 400 and 4600 g/mol. This Ru(IV) allyl catalyst enchains 2-butene-1,4-diol primarily as the linear trans-2-butenyl ether
T Okuda et al.
The Journal of antibiotics, 37(7), 723-727 (1984-07-01)
A novel antibiotic, penitricin showing anti-Gram-negative activity, has been isolated from the culture filtrate of Penicillium aculeatum. Chemical and physico-chemical studies determined the structure of penitricin as hydroxymethylcyclopropenone (1), which was confirmed by chemical synthesis from propargyl alcohol. Biological activity
Dong-Myeong Shin et al.
Advanced materials (Deerfield Beach, Fla.), 32(10), e1905771-e1905771 (2020-01-28)
Lithium-ion batteries have remained a state-of-the-art electrochemical energy storage technology for decades now, but their energy densities are limited by electrode materials and conventional liquid electrolytes can pose significant safety concerns. Lithium metal batteries featuring Li metal anodes, solid polymer
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