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Solubility of Hydroquinone and Derivatives

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Solubility of

Eastman™ hydroquinone
and derivatives

Hydroquinone and hydroquinone derivatives in the following list are


used as intermediates for manufacturing a variety of products and
as polymerization inhibitors for vinyl monomers and unsaturated
polyester resins.

• Hydroquinone (HQ)
• Toluhydroquinone (THQ)
• Mono-tert-butylhydroquinone (MTBHQ)
• 2,5-Di-tert-butylhydroquinone (DTBHQ)
These hydroquinone derivatives are solids, and while Eastman offers
them in powder form to facilitate handling, some customers prefer
to predissolve these materials before use. Therefore, to aid in solvent
selection, the solubilities of these products were determined in a
variety of solvents. Since variations in solute, solvent, and conditions
can produce different results, customers are urged to evaluate
solubilities under specific use conditions.
Approximate solubilitya of Eastman™ hydroquinone
and derivatives in solvents and monomers
[Wt %, 24°C (75°F)]

OH OH OH OH
CH3 C(CH 3)3 C(CH 3)3

(CH 3)3C
OH OH OH OH

Flash point
Solvents TCC, °C (°F) HQ THQ MTBHQ DTBHQ
Glycol ether and glycol ether ester solvents
Eastman™ EP solvent 49 (120) 27 34 47 30
™ b
Eastman EEP solvent 58 (136) 14 28 52 25

Eastman EB solvent 62 (143) 24 32 42 27

Eastman EB acetate 71 (160) 10 24 42 24

Eastman DP solvent 93 (200) 30 — 44 —

Ester solvents
Ethyl acetate ⫺4 (24) 18 50 50 31
Isopropyl acetate 2 (35) 10 24 44 24
Isobutyl acetate 21 (69) 5 18 41 21
n-Butyl acetate 27 (81) 10 21 41 24
Isobutyl isobutyrate 40 (104) <5 10 14 18
Amyl acetate 41 (106) 5 18 41 24
™ c
Eastman Texanol ester alcohol 120 (248) 10 14 14 18

Alcohols
Methyl alcohol 10 (50) 30 48 >60 24
Ethyl alcohol, 95% 12 (54) 34 44 >60 21
Isopropyl alcohol, 99% 13 (55) 24 41 46 24
n-Butyl alcohol 36 (97) 21 30 47 21
2-Ethylhexyl alcohol 73 (164) 5 14 24 14

Ketones
Acetone ⫺20 (4) 17 55 66 25
Methyl ethyl ketone ⫺9 (16) 30 41 41 14
Methyl n-propyl ketone 8 (46) 24 39 44 32
Methyl isobutyl ketone 16 (60) 18 30 46 30
Methyl isoamyl ketone 36 (96) 14 27 44 30
Methyl n-amyl ketone 39 (102) 18 30 24 30
Cyclohexanone 44 (111) 30 41 30 5
OH OH OH OH
CH3 C(CH 3)3 C(CH 3)3

(CH 3)3C
OH OH OH OH

Flash point
Solvents/monomers TCC, °C (°F) HQ THQ MTBHQ DTBHQ
Glycols
Propylene glycol 104 (220) 23 26 41 10
Ethylene glycol 119 (246) 27 34 42 ⬍5
Dipropylene glycol 138 (280) 27 27 24 18
c
Diethylene glycol 143 (290) 32 34 41 14

Vinyl monomers
Vinyl acetate ⫺7 (20) 2 6 29 8
Acrylonitrile 0 (32) 6 18 46 12
Methyl methacrylate 10 (50) 5 16 41 19
Ethyl acrylate 16 (60) 5 18 44 22
Butyl acrylate 40 (103) 2 11 39 15
Acrylic acid 54 (130) ⬍1 6 23 3
Methacrylic acid 77 (170) ⬍0.5 ⬍1 7 ⬍1

Miscellaneous
Water — 7 7 — Insoluble
Benzene ⫺11 (12) Insoluble — — —
Toluene 7 (45) Insoluble — Insoluble —
Ethyl benzene 23 (74) — — — —
Xylene 28 (83) Insoluble — — —
Styrene monomer 30 (86) ⬍5 ⬍5 ⬍5 ⬍5
d
Triethyl phosphate 99 (210) 32 41 41 10

a
Properties reported here are typical of average lots. Eastman makes no representation that the material in any
particular shipment will conform exactly to the values listed.
b
Setaflash Point
c
Cleveland Open Cup
d
Pensky-Martens Closed Cup
Eastman Chemical Company
Corporate Headquarters
P.O. Box 431
Kingsport, TN 37662-5280 U.S.A.
Telephone:
U.S.A. and Canada, 800-EASTMAN
(800-327-8626)
Other Locations, (1) 423-229-2000
Fax: (1) 423-229-1193

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9155 South Dadeland Blvd.
Suite 1116
Miami, FL 33156 U.S.A.
Telephone: (1) 305-671-2800
Fax: (1) 305-671-2805

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Fascinatio Boulevard 602–614
2909 VA Capelle aan den IJssel
The Netherlands
Telephone: (31) 10 2402 111
Fax: (31) 10 2402 100

Eastman (Shanghai) Chemical


Commercial Company, Ltd. Jingan Branch Material Safety Data Sheets providing safety precautions,
1206, CITIC Square that should be observed when handling and storing Eastman
No. 1168 Nanjing Road (W) products, are available online or by request. You should obtain
Shanghai 200041, P.R. China and review the available material safety information before
Telephone: (86) 21 6120-8700 handling any of these products. If any materials mentioned
Fax: (86) 21 5213-5255 are not Eastman products, appropriate industrial hygiene
and other safety precautions recommended by their
Eastman Chemical Japan, Ltd. manufacturers should be observed.
AIG Aoyama Building 5F
2-11-16 Minami Aoyama Neither Eastman Chemical Company nor its marketing affiliates
Minato-ku, Tokyo 107-0062 Japan shall be responsible for the use of this information, or of any
product, method or apparatus mentioned, and you must make
Telephone: (81) 3-3475-9510 your own determination of its suitability and completeness for
Fax: (81) 3-3475-9515 your own use, for the protection of the environment and for the
health and safety of your employees and purchasers of your
Eastman Chemical Asia Pacific Pte. Ltd. products. NO WARRANTY IS MADE OF THE MERCHANTABILITY
#05-04 Winsland House OR FITNESS OF ANY PRODUCT, AND NOTHING HEREIN WAIVES
3 Killiney Road ANY OF THE SELLER’S CONDITIONS OF SALE.
Singapore 239519
Telephone: (65) 6831-3100 Eastman and Texanol are trademarks of
Fax: (65) 6732-4930 Eastman Chemical Company.

All other brands are the property of their respective owners.

www.eastman.com © Eastman Chemical Company, 2009.

D-170D 8/09
Printed in U.S.A.

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