| Identification | More | [Name]
Trimethylhydroquinone | [CAS]
700-13-0 | [Synonyms]
1,4-DIHYDROXY-2,3,5-TRIMETHYLBENZENE
2,3,5-TRIMETHYLHYDROQUINONE
3,6-DIHYDROXYPSEUDOCUMENE
TRIMETHYLHYDROQUINONE
1,4-Benzenediol, 2,3,5-trimethyl-
1,4-Benzenediol,2,3,5-trimethyl-
2,3,5-Trimethyl-1,4-benzenediol
2,3,5-trimethyl-4-benzenediol
2,3,5-Trimethylquinol
2,3,6-Trimethylhydroquinone
3,6-dihydroxypseudocumol
4-Benzenediol,2,3,5-trimethyl-1
-Cumoquinol
Hydroquinone, trimethyl-
Pseudocumohydroquinone
psi-Cumohydroquinone
tmhq
trimethyl-hydroquinon
3,6-Dihydroxypseudoquinone
Trimethylhydroqninone | [EINECS(EC#)]
211-838-3 | [Molecular Formula]
C9H12O2 | [MDL Number]
MFCD00002346 | [Molecular Weight]
152.19 | [MOL File]
700-13-0.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white, tan or orange powder | [Melting point ]
169-172 °C (lit.) | [Boiling point ]
295 °C (759.8513 mmHg)
| [density ]
0.9595 (rough estimate) | [vapor pressure ]
0-0.017Pa at 20-50℃ | [refractive index ]
1.4464 (estimate) | [Fp ]
191 °C
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
methanol: 0.1 g/mL, clear
| [form ]
Crystalline Powder | [pka]
11.28±0.28(Predicted) | [color ]
Beige | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
2 g/L (20 ºC) | [BRN ]
1909183 | [InChIKey]
AUFZRCJENRSRLY-UHFFFAOYSA-N | [LogP]
3.32 at 25℃ | [Dissociation constant]
10.8-12.9 | [CAS DataBase Reference]
700-13-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Trimethylhydroquinone(700-13-0) | [EPA Substance Registry System]
700-13-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R20:Harmful by inhalation.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
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 .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [RTECS ]
MX7820000
| [F ]
9-23 | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29072990 | [Safety Profile]
Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. |
| Questions And Answer | Back Directory | [The intermediate of Vitamin E]
Trimethylhydroquinone and isophytol are two intermediate in the synthesis of vitamin E, currently trimethylhydroquinone in world market is mainly produced by BASF and Roche, it can not meet the needs of vitamin E. The 2,3,5-trimethyl hydroquinone of China is put into operation by only a few companies, China has become the world's second largest feed production country, if the amount of vitamin E in animal feed reach the average level of foreign words, the annual consumption vitamin E is nearly 2000t. According to Chinese feed industry planning, the amount of feed demand synthetic vitamin E is about 2500t in 2005. Furthermore, the needs of vitamin E in pharmaceutical, food, cosmetics and other needs for vitamin E will grow steadily in the future. So in the last ten years, or even 20 years, the future market 2,3,5-trimethyl hydroquinone can not be not saturated. The development of this project has broad application prospects.
Vitamin E is not only used as a medicine, feed, food, cosmetic additives, but also get more and more applications in industry, such as industrial antioxidants, polyolefin non-toxic, biodegradable stabilizer. A sharp increase in domestic and international market demand for vitamin E is present. The naturally occurring vitamin E is very limited, so timely start-up and expansion of production of vitamin E will bring better economic benefits.
The above information is edited by the chemicalbook of Wang Xiaodong.
| [Chemical Properties]
It is crystalline solid. When heated, it can sublimate, when esposed to moisture, it can turn black easily. It can be slightly soluble in water, soluble in ethyl alcohol, insoluble in petroleum ether. Melting point is 173℃.
| [Uses]
The product is main ring of vitamin E, it can condensation with isophytol to get vitamin E.
Organic intermediates, pharmaceutical intermediates, it can be used for the synthesis of VE.
| [Production method]
By sulfonation, nitration, reduction, oxidation 1,2,4-trimethylbenzene can get 2,3,5-trimethyl benzoquionone ([935-92-2]). 2,3,5-trimethyl benzoquionone is yellow needle crystallization, melting point is 32℃ (38-29.5℃), the boiling point is 53℃(53Pa). Said step of products are generally to obtain a solution of petroleum ether or gasoline. In 2,3,5-trimethyl gasoline solution (petroleum ether), hydrosulfite solution is added with stirring, stir at room temperature for 3h, then filter, the cake should be washed with 0.5% hydrosulfite solution, and then dry to get trimethyl hydroquinone.
|
| Hazard Information | Back Directory | [Definition]
ChEBI: 2,3,5-trimethylhydroquinone is a member of the class of hydroquinones that is hydroquinone substituted by methyl groups at positions 2, 3 and 5. It is a member of hydroquinones and a methylbenzene. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 16, p. 378, 1968 DOI: 10.1248/cpb.16.378 | [storage]
4°C, stored under nitrogen | [Purification Methods]
Recrystallise the hydroquinone from water, under anaerobic conditions. [Beilstein 6 H 931, 6 IV 5997.] |
|
|