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TETRAMETHYLENE GLYCOL

EC / List no.: 203-786-5

CAS no.: 110-63-4

Mol. formula: C4H10O2

About Tetramethylene glycol

Tetramethylene glycol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 000 to < 1 000 000 tonnes per annum.
Tetramethylene glycol is used by consumers, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.
Butanediol and Tetramethylene glycol derivatives is used in a broad spectrum of applications in the chemical industry; amongst others in the manufacturing of technical plastics, polyurethanes, solvents, electronic chemicals and elastic fibres.
The hydroxyl function of each end group of the Tetramethylene glycol reacts with different mono- and bifunctional reagents:
for example with dicarboxylic acids to polyesters, with diisocyanates to polyurethanes, or with phosgene to polycarbonates.
Additionally Tetramethylene glycol is also a building block for the synthesis of polyesterpolyols and polyetherpolyols.

Tetramethylene glycol is an industrial solvent/chemical with a higher boiling point and lower volatility than the lower ethylene glycols.
Tetramethylene glycol is especially useful in polyester resins and as a plasticizer.
Tetramethylene glycol is also used as a chemical intermediate and as a solvent in the production of inks and dyes.
Tetramethylene glycol is often used as a process solvent in hydrocarbon purification processes and as a coupling agent in the production of textile lubricants and formulations.

Tetramethylene glycol is flammable.
Tetramethylene glycol tastes bitter.
Tetramethylene glycol can be miscible with water, soluble in alcohol, slightly soluble in ether.
Solely solidified in the coolant to form colorless needle-like crystals, react with dilute nitric acid to form succinic acid, and produce precipitation when encountering potassium carbonate solution.

Tetramethylene glycol is a colorless, organic liquid derived from butane by placement of alcohol groups at each end of the chain. 
Tetramethylene glycol is one of four stable isomers of butanediol. 
In the presence of phosphoric acid and high temperature, Tetramethylene glycol dehydrates to the important solvent tetrahydrofuran (THF). 
Tetramethylene glycol is being used in coatings, ink, plastics, adhesives and rubber. 
Tetramethylene glycol is used industrially as a solvent and in the manufacture of some types of fibers and plastics.

Uses
Tetramethylene glycol is used in the following products: adhesives and sealants, coating products and inks and toners.
Other release to the environment of Tetramethylene glycol is likely to occur from: indoor use as processing aid and outdoor use as processing aid.
Tetramethylene glycol is used in the following products: coating products, adhesives and sealants, polymers, lubricants and greases and cosmetics and personal care products.
Tetramethylene glycol is used in the following areas: formulation of mixtures and/or re-packaging.
Tetramethylene glycol is used for the manufacture of: chemicals.
Release to the environment of Tetramethylene glycol can occur from industrial use: in processing aids at industrial sites, for thermoplastic manufacture and as an intermediate step in further manufacturing of another substance (use of intermediates).
Tetramethylene glycol is used in the following products: coating products, adhesives and sealants, cosmetics and personal care products and laboratory chemicals. 
Tetramethylene glycol is used for the manufacture of: chemicals. 
Other release to the environment of Tetramethylene glycol is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.

Tetramethylene glycol mainly used in the manufacture of tetrahydrofuran, γ-butyrolactone, polyurethane and thermoplastic engineering plastic PBT resin.
Tetramethylene glycol can also be prepared N-methyl pyrrolidone, N-vinyl pyrrolidone and other pyrrolidone derivatives, also used in the preparation of vitamin B6, pesticides, herbicides and used as a variety of process solvents, plasticizers, lubricants, moisturizers, softeners, adhesives.

Synthesis
In industrial synthesis, acetylene reacts with two equivalents of formaldehyde to form Tetramethylene glycol. 
Hydrogenation of Tetramethylene glycol gives Tetramethylene glycol. 
Tetramethylene glycol is also manufactured on an industrial scale from maleic anhydride in the Davy process, which is first converted to the methyl maleate ester, then hydrogenated. 
Other routes are from butadiene, allyl acetate and succinic acid.

A biological route to Tetramethylene glycol has been commercialized that uses a genetically modified organism.
The biosynthesis proceeds via 4-hydroxybutyrate.

Tetramethylene glycol - Preparation Method

1-In the acetylene method, Tetramethylene glycol was prepared by reacting acetylene and formaldehyde in the presence of Cu-Bi catalyst at 98kPa and 80-95 °c.
2- Then was catalyzed by the skeleton nickel. 
372~2. 06MPa, 50~60 ℃ hydrogenation to Tetramethylene glycol salt, followed by Ni-Cu- Mn/Al2 03 further catalytic hydrogenation (13.7~20. 6MPa, 120~140 deg C) into Tetramethylene glycol, the ion exchange resin to remove metal ions, and then purified by distillation to obtain pure product.
Butadiene method from 1,3 A butadiene and acetic acid and oxygen for acetyl oxidation reaction, the formation of 1,4-= acetoxy -2-butene, and then after hydrogenation, prepared by hydrolysis.

Properties
Chemical formula: C4H10O2
Molar mass: 90.122 g·mol−1
Density    : 1.0171 g/cm3 (20 °C)
Melting point: 20.1 °C (68.2 °F; 293.2 K)
Boiling point: 235 °C (455 °F; 508 K)
Solubility in water: Miscible
Solubility in ethanol: Soluble
Magnetic susceptibility (χ): -61.5·10−6 cm3/mol
Refractive index (nD): 1.4460 (20 °C)


Synonyms
1,4-BUTANEDIOL
Butane-1,4-diol
110-63-4
1,4-Butylene glycol
Tetramethylene glycol
1,4-Dihydroxybutane
1,4-Tetramethylene glycol
Tetramethylene 1,4-diol
Sucol B
1,4-BD
DIOL 14B
UNII-7XOO2LE6G3
HO(CH2)4OH
NSC 406696
HOCH2CH2CH2CH2OH
7XOO2LE6G3
CHEBI:41189
DSSTox_CID_4666
Agrisynth B1D
DSSTox_RID_77492
DSSTox_GSID_24666
BDO
BU1
CAS-110-63-4
CCRIS 5984
HSDB 1112
EINECS 203-786-5
MFCD00002968
BRN 1633445
AI3-07553
4-hydroxybutanol
1,4butanediol
1.4-butanediol
Dabco BDO
1,4-butandiol
1,4-butane diol
1,4-butane-diol
butane 1,4-diol
butane diol-1,4
butane-1-4-diol
1,4- butandiol
Butan-1.4-diol
1.4 - butanediol
1,4 butylene glycol
1,4-Butanediol, 99%
EC 203-786-5
WLN: Q4Q
4-01-00-02515 (Beilstein Handbook Reference)
MLS001061198
1,4-Butanediol 4 M solution
CHEMBL171623
DTXSID024666
HMS3039N12
ZINC1599375
Tox21_202245
Tox21_303040
NSC406696
STL283940
AKOS000118735
1,4-Butanediol, for synthesis, 98%
CS-W016669
DB01955
NSC-406696
1,4-Butanediol, ReagentPlus(R), 99%
NCGC00090733-01
NCGC00090733-02
NCGC00257119-01
NCGC00259794-01
BP-21418
SMR000677930
1,4-Butanediol 100 microg/mL in Methanol
1,4-Butanediol, ReagentPlus(R), >=99%
B0680
FT-0606811
1,4-Butanediol, Vetec(TM) reagent grade, 98%
Q161521
J-503971
J-512798
F0001-0222
Z1259087047
UNII-TMS4MGA0H4 component WERYXYBDKMZEQL-UHFFFAOYSA-N
1,4-Butanediol solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material

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