700-13-0 Usage
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 lookchem of Wang Xiaodong.
Chemical Properties
Different sources of media describe the Chemical Properties of 700-13-0 differently. You can refer to the following data:
1. 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℃.
2. off-white, tan or orange powder
Uses
Different sources of media describe the Uses of 700-13-0 differently. You can refer to the following data:
1. 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.
2. Trimethylhydroquinone is used for synthesizing vitamin E and used as medical intermediate.
3. Trimethylhydroquinone is a key precursor for the synthesis of tocopherols (vitamin E) and (±)-madindolines.
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.
Synthesis Reference(s)
Chemical and Pharmaceutical Bulletin, 16, p. 378, 1968 DOI: 10.1248/cpb.16.378
Safety Profile
Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Recrystallise the hydroquinone from water, under anaerobic conditions. [Beilstein 6 H 931, 6 IV 5997.]
Check Digit Verification of cas no
The CAS Registry Mumber 700-13-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 0 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 700-13:
(5*7)+(4*0)+(3*0)+(2*1)+(1*3)=40
40 % 10 = 0
So 700-13-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O2/c1-5-4-8(10)6(2)7(3)9(5)11/h4,10-11H,1-3H3
700-13-0Relevant articles and documents
Kinetics of highly selective catalytic hydrogenation of 2,3,5-trimethylbenzoquinone on Raney nickel catalyst
Mukhopadhyay, Sudip,Chandnani, Kavita H.,Chandalia, Sampatraj B.
, p. 254 - 258 (2000)
This work focuses on the catalytic hydrogenation of 2,3,5-trimethylbenzoquinone (TMBQ) to 2,3,5-trimethylhydroquinone (TMHQ). Kinetic interpretation has been made by studying the important process parameters using Raney nickel as the catalyst. Thus, at 100% TMBQ conversion level, as high as 100% selectivity to TMHQ was accomplished. Experimentation was performed to acquire the most suitable process conditions from the viewpoint of process research and development.
Metal–organic framework derived Pd/ZrO2@CN as a stable catalyst for the catalytic hydrogenation of 2,3,5-trimethylbenzoquinone
Li, Shasha,Pan, Jianping,Wu, Xiaoxue,Fu, Yanghe,Xiao, Qiang,Zhang, Fumin,Zhu, Weidong
, (2019)
Metal–organic frameworks (MOFs) have recently been identified as versatile sacrificing templates to construct functional nanomaterials for heterogeneous catalysis. Herein, we report a thermal transformation strategy to directly fabricate metal Pd nanoclusters inlaid within a ZrO2@nitrogen-doped porous carbon (Pd/ZrO2@CN) composite using Pd@NH2-UiO-66(Zr) as a precursor that was pre-synthesized by a one-pot hydrothermal method. The developed Pd/ZrO2@CN as a robust catalyst delivered remarkable stability and activity to the catalytic hydrogenation of 2,3,5-trimethylbenzoquinone (TMBQ) to 2,3,5-trimethylhydroquinone (TMHQ), a key reaction involved in vitamin E production. The hydrogenation was carried out at 110?°C with 1.0?MPa H2, and it resulted in 98% TMHQ yield as the sole product over five consecutive cycles, outperforming the analogue Pd/ZrO2@C without nitrogen doping templated from Pd@UiO-66(Zr). The excellent catalytic properties of Pd/ZrO2@CN likely originated from the highly stable ultrafine Pd nanoclusters inlaid within ZrO2@CN matrix on account of the strong interaction between N and Pd, as well as on the Lewis acidity of ZrO2, which was beneficial to the hydrogenation.
PROCESS FOR THE PREPARATON OF HYDROQUINONES
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Page/Page column 10, (2021/06/26)
The present invention relates to a process for the manufacturing the hydroquinones from the respective quinones in a cyclic alkyl carbonate using a reducing agent.
SYNTHESIS OF CHROMANOL AND 2-METHYL-1,4-NAPHTHOQUINONE DERIVATIVES
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Page/Page column 49-51; 61, (2020/03/05)
The present invention relates to a process for the production of chromanol and 2-methyl-1,4-naphthoquinone derivatives, more specifically to a process for preparing a compound of the general formula (I) or (II) wherein the variables are as defined in the claims and the description.
