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136891

Sigma-Aldrich

cis-1,2,3,6-Tetrahydrophthalic anhydride

95%

Synonym(s):

cis-4-Cyclohexene-1,2-dicarboxylic anhydride

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1 KG
¥6,510

¥6,510

Estimated to ship onMarch 30, 2025

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1 KG
¥6,510

About This Item

Empirical Formula (Hill Notation):
C8H8O3
CAS Number:
935-79-5
Molecular Weight:
152.15
Beilstein:
82341
EC Number:
213-308-7
MDL number:
MFCD00005916
UNSPSC Code:
12162002
PubChem Substance ID:
24848300
NACRES:
NA.23

¥6,510

Estimated to ship onMarch 30, 2025

Request a Bulk Order

vapor density

5.2 (vs air)

Quality Level

100

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

95%

form

flakes

mp

97-103 °C (lit.)

SMILES string

[H][C@@]12CC=CC[C@]1([H])C(=O)OC2=O

InChI

1S/C8H8O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-2,5-6H,3-4H2/t5-,6+

InChI key

KMOUUZVZFBCRAM-OLQVQODUSA-N

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Application

cis-1,2,3,6-Tetrahydrophthalic anhydride (THPA) can be used as:
  • A curing agent for epoxides.[1][2]
  • A chemical modifier in the modification of polystyrene via Friedel-Crafts acylation for enhancing the thermal stability of the polymer.[3]
  • A reactant for the synthesis of cis-tetrahydroisoindole-1,3-dione derivatives and cyclic diimides.[3]

Pictograms

Health hazardCorrosion
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H317,H318,H334,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

312.8 °F - closed cup

Flash Point(C)

156 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

JAN Code

136891-VAR:
136891-5G:
136891-1KG:4548173357577
136891-500G:
136891-2.5KG:
136891-BULK:
136891-100G:4548173357560

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Certificates of Analysis (COA)

Lot/Batch Number
STBD4960V
STBD0460V
STBB3135V
STBB3135
S85964

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Montmorillonite K-10 supported one-pot synthesis of some symmetric diimides and 3a, 4, 7, 7a-tetrahydroisoindole-1, 3-dione derivatives under solvent-free conditions using microwaves
Habibi D and Marvi O
J. Serb. Chem. Soc., 70(4), 579-583 (2005)
Influence of cure schedule and stoichiometry on the dynamic mechanical behaviour of tetrafunctional epoxy resins cured with anhydrides
Guerrero P, et al.
Polymer, 37(11), 2195-2200 (1996)
Polymer networks derived from curing of epoxidised linseed oil: influence of different catalysts and anhydride hardeners
Boquillon N and Fringant C
Polymer, 41(24), 8603-8613 (2000)
Chemical modification of polystyrene?IV. Electrophilic substitution of polystyrene with cis-1, 2, 3, 6 tetrahydrophthalic anhydride
Biswas M and Chatterjee S
European Polymer Journal, 19(4), 317-320 (1983)
Cong Zhang et al.
Journal of controlled release : official journal of the Controlled Release Society, 226, 193-204 (2016-02-21)
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