富马酸,反丁烯二酸

富马酸,反丁烯二酸用途

【用途一】
用于制造不饱和聚酯树脂、农药、酸味剂及氨基酸等
【用途二】
用作媒染剂
【用途三】
作酸味剂，大多与柠檬酸并用。可用于生面湿制品和果汁饮料，最大使用量0.6g/kg；也可用于碳酸饮料，最大使用量0.3g/kg。
【用途四】
反丁烯二酸用于生产不饱和聚酯树脂，这类树脂的特点是耐化学腐蚀性能好，耐热性也好；反丁烯二酸与乙酸乙烯的共聚物是良好的粘合剂，与苯乙烯的共聚物是制造玻璃钢的原料，反丁烯二酸所制得的增塑剂无毒，可用于与食品接触的乙酸乙烯乳胶。该品是医药和光学漂白剂等精细化学品中间体，在医药工业中用于解毒药二巯基丁二酸的生产，将反丁烯二酸用碳酸钠中和，即得到反丁烯钠（[17013-01-3]），进而用硫酸亚铁置换得到反丁烯二酸铁，是用于治疗小红血球型贫血的药物富血铁。该品作为一种食品添加剂——酸味剂，用于清凉饮料、水果糖、果冻、冰淇淋等，大多与酸味剂柠檬酸并用，反丁烯二酸与氢氧化钠反应制成的单钠盐，也用作酸味调味品，还用作合成树脂、媒染剂的中间体。
【用途五】
标定标准碱液。从铈、镧、镨和铷中分离钍。合成树脂。媒染剂。抗氧剂。

富马酸,反丁烯二酸名称

[ CAS 号 ]:
110-17-8

[ 中文名 ]:
富马酸

[ 英文名 ]:
fumaric acid

[中文别名 ]:

[英文别名 ]:

U-1149
FEMA 2488
FUMARSAEURE
but-2-en-1,4-dioic acid
TMEDA
trans-2-Butenedioic Acid
Fumarsure
trans-butenedioic acid
Fumaric acid
fumaric

富马酸,反丁烯二酸生物活性

[ 描述 ]:

Fumaric acid,与烟酸酶缺乏症相关,是癌症引起的内源性代谢物。

[ 相关类别 ]:

天然产物 >> 酸和醛

研究领域 >> 癌症

研究领域 >> 代谢疾病

[ 靶点 ]

Human Endogenous Metabolite

[参考文献]

[1]. Whelan DT, et al. Fumaric aciduria: a new organic aciduria, associated with mental retardation and speech impairment. Clin Chim Acta. 1983 Aug 31;132(3):301-8.

[相关活性小分子]

富马酸,反丁烯二酸物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
355.5±25.0 °C at 760 mmHg

[ 熔点 ]:
298-300 °C (subl.)(lit.)

[ 分子式 ]:
C₄H₄O₄

[ 分子量 ]:
116.072

[ 闪点 ]:
183.0±19.7 °C

[ 精确质量 ]:
116.010956

[ PSA ]:
74.60000

[ LogP ]:
-0.01

[ 外观性状 ]:
白色粉末或无色晶体

[ 蒸汽压 ]:
0.0±1.7 mmHg at 25°C

[ 折射率 ]:
1.526

[ 储存条件 ]:
室温

[ 稳定性 ]:
Stable at room temperature. Decomposes at around 230 C. Incompatible with strong oxidizing agents, bases, reducing agents. Combustible.

[ 水溶解性 ]:
0.63 g/100 mL (25 ºC)

富马酸,反丁烯二酸MSDS

详细MSDS(安全技术说明书)

富马酸,反丁烯二酸毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LS9625000

CHEMICAL NAME :: Fumaric acid

CAS REGISTRY NUMBER :: 110-17-8

BEILSTEIN REFERENCE NO. :: 0605763

LAST UPDATED :: 199710

DATA ITEMS CITED :: 14

MOLECULAR FORMULA :: C4-H4-O4

MOLECULAR WEIGHT :: 116.08

WISWESSER LINE NOTATION :: QV1U1VQ -T

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9300 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 587 mg/kg

TOXIC EFFECTS :: Gastrointestinal - other changes Liver - other changes Blood - hemorrhage

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6800 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Behavioral - excitement Lungs, Thorax, or Respiration - respiratory stimulation

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Behavioral - excitement Lungs, Thorax, or Respiration - respiratory stimulation

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TEST SYSTEM :: Rodent - rat

DOSE/DURATION :: 40 mg/kg

REFERENCE :: JJCREP Japanese Journal of Cancer Research. (Elsevier Science Pub. BV, POB 211, 1000 AE Amsterdam, Netherlands) V.76- 1985- Volume(issue)/page/year: 77,750,1986 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 33940 No. of Facilities: 2317 (estimated) No. of Industries: 27 No. of Occupations: 44 No. of Employees: 30637 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 33940 No. of Facilities: 5692 (estimated) No. of Industries: 40 No. of Occupations: 58 No. of Employees: 136448 (estimated) No. of Female Employees: 48919 (estimated)

富马酸,反丁烯二酸安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H319

[ 警示性声明 ]:
P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36

[ 安全声明 (欧洲) ]:
S26

[ 危险品运输编码 ]:
UN 9126

[ WGK德国 ]:
1

[ RTECS号 ]:
LS9625000

[ 海关编码 ]:
2942000000

富马酸,反丁烯二酸合成路线

详细合成路线

富马酸,反丁烯二酸上下游产品

富马酸,反丁烯二酸上游产品

富马酸,反丁烯二酸下游产品

富马酸,反丁烯二酸制备

【方法一】
将苯(或80%的丁烯)与过量的空气在流化床或固定床反应器中被循环的酸液吸收，生成顺丁烯二酸；再经脱色过滤，顺丁烯二酸在硫脲催化作用下转化为反丁烯二酸，反应物经过滤洗涤、干燥即得成品。
也可用糠醛液相氧化法制得产品。在250mL的烧瓶中加入58.5gKClO3粉末，适量的V2O5/MoO3(0.8：1)催化剂和100mL 0.5mol/L的盐酸溶液，在不断搅拌和110℃下，以lmL/min的速度滴加20mL的糠醛，加完后继续反应2h。然后冷却至室温，过滤，回收滤液。滤饼置于100mL蒸馏水中搅碎、过滤得富马酸粗品，经稀盐酸重结晶得成品。
【方法二】
工业上有多种方法生产反丁烯二酸。其主要来源是在催化剂存在下将苯（或丁烯）氧化生成顺丁烯二酸（或顺丁烯二酸酐），再经异构化而得。将苯（或80%的丁烯）与过量空气在流化床或固定床反应器中进行氧化反应生成顺丁烯二酸酐，被循环的酸液吸收成顺丁烯二酸。再经脱色过滤，顺丁烯二酸在硫脲催化剂作用下进行异构化，反应物经过滤，洗涤，干燥即得反丁烯二酸。异构化催化剂也采用过硫酸铵-溴化铵混合物或金属盐、胺盐、硫醇及10-20%的盐酸。碳水化合物如蔗糖、葡萄糖、麦芽糖经黑根菌发酵也可制得反丁烯二酸。用糖类发酵的方法，1t产品需耗粮食8t，经济上很不合算，国内研究以液体石蜡代替粮食发酵，以C16-C18含量较多的液蜡为碳源，经80-88h发酵，液蜡转化率在50%左右，提取率在50%以上。糠醛法　以糠醛为原料，经氯酸钠氧化而得。

富马酸,反丁烯二酸海关

[ 海关编码 ]: 2942000000

富马酸,反丁烯二酸文献

A metabolic-based approach to improve xylose utilization for fumaric acid production from acid pretreated wheat bran by Rhizopus oryzae.

Bioresour. Technol. 180 , 119-27, (2015)

In this work, wheat bran (WB) was utilized as feedstock to synthesize fumaric acid by Rhizopus oryzae. Firstly, the pretreatment process of WB by dilute sulfuric acid hydrolysis undertaken at 100°C fo...

Physiology and pathophysiology of organic acids in cerebrospinal fluid.

J. Inherit. Metab. Dis. 16(4) , 648-69, (1993)

Concentrations of organic acids in cerebrospinal fluid (CSF) appear to be directly dependent upon their rate of production in the brain. There is evidence that the net release of short-chain monocarbo...

HMDB: a knowledgebase for the human metabolome.

Nucleic Acids Res. 37(Database issue) , D603-10, (2009)

The Human Metabolome Database (HMDB, http://www.hmdb.ca) is a richly annotated resource that is designed to address the broad needs of biochemists, clinical chemists, physicians, medical geneticists, ...

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