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240559

Sigma-Aldrich

1,4-Butanediol

ReagentPlus®, ≥99%

Synonym(s):

1,4-Butylene glycol, Tetramethylene glycol

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About This Item

Linear Formula:
HO(CH2)4OH
CAS Number:
110-63-4
Molecular Weight:
90.12
Beilstein/REAXYS Number:
1633445
EC Number:
203-786-5
MDL number:
MFCD00002968
UNSPSC Code:
12352100
PubChem Substance ID:
24854421

vapor density

3.1 (vs air)

Quality Level

100

product line

ReagentPlus®

assay

≥99%

autoignition temp.

698 °F

refractive index

n20/D 1.445 (lit.)

bp

230 °C (lit.)

mp

16 °C (lit.)

density

1.017 g/mL at 25 °C (lit.)

SMILES string

OCCCCO

InChI

1S/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2

InChI key

WERYXYBDKMZEQL-UHFFFAOYSA-N

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General description

1,4-Butanediol is an industrial solvent that is mainly used in the preparation of important polymers such as polyurethanes and polybutylene terephthalate (PET).

Application

1,4-Butanediol may be used in the preparation of 3-buten-1-ol and tetrahydrofuran via dehydration. It may also be used as a reducing agent for carbonyl compounds to form the corresponding alcohols via transfer hydrogenation reaction.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H336

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

273.2 °F - closed cup

flash_point_c

134 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBH4476V
STBB6542
S78138
S40953
09221DZ

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Kinetics and mechanism of tetrahydrofuran synthesis via 1, 4-butanediol dehydration in high-temperature water
Hunter SE, et al.
The Journal of Organic Chemistry, 71(16), 6229-6239 (2006)
Dehydration of 1,4-butanediol into 3-buten-1-ol catalyzed by ceria.
Sato S, et al.
Catalysis Communications, 5(8), 397-400 (2004)
Reduction of aldehydes and ketones by transfer hydrogenation with 1, 4-butanediol.
Maytum HC, et al.
Organic Letters, 9(21), 4387-4389 (2007)
New diol processes: 1, 3-propanediol and 1, 4-butanediol
Haas T, et al.
Applied Catalysis A: General, 280(1), 83-88 (2005)
Harry Yim et al.
Nature chemical biology, 7(7), 445-452 (2011-05-24)
1,4-Butanediol (BDO) is an important commodity chemical used to manufacture over 2.5 million tons annually of valuable polymers, and it is currently produced exclusively through feedstocks derived from oil and natural gas. Herein we report what are to our knowledge
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