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935-79-5

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Identification

Name
cis-1,2,3,6-Tetrahydrophthalic anhydride
CAS
935-79-5
Synonyms
1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
3A,4,7,7A-TETRAHYDRO-2-BENZOFURAN-1,3-DIONE
4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
CIS-1,2,3,6-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-4-CYCLOHEXEN-1,2-DIMETHANOIC ANHYDRIDE
CIS-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
CIS-4-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-DELTA4-TETRAHYDROPHTHALIC ANHYDRIDE
CIS-THPA
TETRAHYDROPHTHALIC ANHYDRIDE
THPA
1,3-isobenzofurandion,3a,4,7,7a-tetrahydro-,cis-
3-Isobenzofurandione,3a,4,7,7a-tetrahydro-,cis-1
4,7,7a-tetrahydro-3-isobenzofurandioncis-3a
cis-3a,4,7,7a-Tetrahydro-1,3-isobenzofurandione
#ncis-1,2,3,6-Tetrahydrophthalic anhydride
Cis-1,2,3,6-Tetrahydrophthalic
CIS-4-CYCLOHEXENEDICARBOXYLIC ANHYDRIDE: 1,2,3,6-THPA: THPA
CIS-1,2,3,6-TETRAHYDROPHTHALICACIDANHYDRIDE
cis-1,2,3,6-Tetrahydrophthalic anhydride (THPA)
EINECS(EC#)
213-308-7
Molecular Formula
C8H8O3
MDL Number
MFCD00065335
Molecular Weight
152.15
MOL File
935-79-5.mol

Chemical Properties

Appearance
WHITE FLAKES
Melting point 
98 °C
mp 
98 °C
Boiling point 
234.6°C (rough estimate)
density 
1.2143 (rough estimate)
vapor density 
5.2 (vs air)

vapor pressure 
<0.01 mm Hg ( 20 °C)

refractive index 
1.4447 (estimate)
Fp 
156 °C
storage temp. 
Inert atmosphere,2-8°C
Water Solubility 
REACTS
Sensitive 
Moisture Sensitive
BRN 
82341
CAS DataBase Reference
935-79-5(CAS DataBase Reference)
NIST Chemistry Reference
cis-1,2,3,6-Tetrahydrophthalic anhydride(935-79-5)
EPA Substance Registry System
935-79-5(EPA Substance)

Safety Data

Hazard Codes 
Xn
Risk Statements 
R41:Risk of serious damage to eyes.
R42/43:May cause sensitization by inhalation and skin contact .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Statements 
S22:Do not breathe dust .
S24:Avoid contact with skin .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
RIDADR 
UN 2698 8/PG 3

WGK Germany 
3

RTECS 
GW5775000
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29173990

Raw materials And Preparation Products

Material Safety Data Sheet(MSDS)

Questions And Answer(Q&A)

preparation
A flask containing 500 ml of dry benzene and 196 gm (2 moles) of maleic anhydride is heated with a pan of hot water while butadiene is introduced rapidly (0.6-0.8 liter/min) from a commercial cylinder. The solution is stirred rapidly and the heating is stopped after 3-5 min when the temperature reaches 50°C. In 15-25 min the reaction causes the temperature of the solution to reach 70-75°C. The absorption of the rapid stream of butadiene is nearly complete in 30-40 min. The addition of butadiene is continued at a slower rate for a total of 2\ hr. The solution is poured into a 1-liter beaker which is covered and kept at 0-5°C overnight. The product is collected on a large Buchner funnel and washed with 250 ml of b.p. 35-60°C petroleum ether. A second crop is obtained by diluting the filtrate with an additional 250 ml of petroleum ether. Both crops are dried to constant weight in an oven at 70-80°C to yield 281.5-294.5 gm (96- 97%, m.p. 99-102°C). Recrystallization from ligroin or ether raises the melting point to 103-104°C.
Preparation of Tetrahydrophthalic Anhydride

Hazard Information

Chemical Properties
WHITE FLAKES
Synthesis Reference(s)
Journal of the American Chemical Society, 64, p. 802, 1942 DOI: 10.1021/ja01256a018

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