甲基红

  • 基本信息
  • 制备方法及用途
  • 物化性质
  • 安全信息
  • 毒理性
  • MSDS
  • 结构与计算化学
  • 上游产品
  • 下游产品
  • 表征图谱

甲基红 基本信息

中文名称:
甲基红 
中文别名:
甲基红;
甲基;
酸性红 2 
英文名称:
Benzoicacid, 2-[2-[4-(dimethylamino)phenyl]diazenyl]-
英文别名:
methyl red;
C.I. Acid Red 2;
Methyl Red,indicator;
4-Dimethylamino-2'-carboxylazobenzene;
Acid Red 2;
4-Dimethylaminoazobenzene-2'-carboxylic acid;
2-Carboxy-4'-(dimethylamino)azobenzene;
2-[4-(dimethylamino)phenylazo]benzoic acid;
2-[[4-(dimethylamino)phenyl]diazenyl]benzoic acid;
p-(Dimethylamino)azobenzene-o-carboxylic acid;
Methyl red;
4'-dimethylaminoazobenzene-2-carboxylic acid;
Hydrazine sulfate;
O-METHYL RED;
2-(4-Dimethylaminophenylazo)benzoic acid 
CAS No.:
493-52-7
分 子 式:
C15H15N3O2
分 子 量:
269.30
精确分子量:
269.11600
PSA:
65.26000
MDL:
MFCD00002425
EINECS:
207-776-1
BRN:
750102
InChI:
InChI=1/C15H15N3O2/c1-18(2)12-8-9-14(13(10-12)15(19)20)17-16-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,19,20)/b17-16+
危险品标志:

HarmfulXnFlammableFToxicTIrritantXi
风险术语:
R10;R20/21/22;R20/21/22;R68;R23/25;R11;R36/37/38
安全术语:
S36/37;S24/25;S22;S45;S33;S24;S16;S7;S36;S26
分子结构式:
SDS:
查看

甲基红 制备方法及用途

制备方法

1.由邻氨基苯甲酸重氮化后,与N,N-二甲基苯胺反应而得。 2.在5kg邻氨基苯甲酸中加入12kg水和9.1L工业盐酸,搅拌使之充分混匀,然后直接加冰冷至0℃: 将事先配制好的34%的工业亚硝酸钠溶液 (8kg) ,在搅拌下缓慢加到盛有邻氨基苯甲酸盐酸盐容器的底部,进行重氮化反应,控制反应温度在0~5℃: 亚硝酸钠溶液用去5kg左右时,开始不断用淀粉碘化钾试纸和刚果红试纸分别检验至变蓝,停止加入亚硝酸钠溶液,继续搅拌10min,再行检验,仍为蓝色,反应即达终点。之后,加入40g尿素与60ml水混合成的溶液。半小时后,在快速搅拌下加入6.1L二甲基苯胺,同时,补加冰使溶液温度保持在0~5℃,搅拌2~3H,加入5kg结晶醋酸钠,继续搅拌3~4h: 静置过夜,吸滤。所得结晶中分次加入150kg水和2.5kg碳酸钠,用蒸汽加热后过滤,滤液中加入1∶ 1的盐酸溶液至刚果红试纸变蓝,析出的大量结晶,吸干后,加入6倍的纯水,蒸汽加热,再加入1∶ 1的盐酸溶液,吸干,检验合格后,加入3倍的乙醇,回流3~ 4h,冷却后结晶即为成品。

合成制备方法

1.由邻氨基苯甲酸重氮化后,与N,N-二甲基苯胺反应而得。

2.在5kg邻氨基苯甲酸中加入12kg水和9.1L工业盐酸,搅拌使之充分混匀,然后直接加冰冷至0℃:

将事先配制好的34%的工业亚硝酸钠溶液 (8kg) ,在搅拌下缓慢加到盛有邻氨基苯甲酸盐酸盐容器的底部,进行重氮化反应,控制反应温度在0~5℃:

亚硝酸钠溶液用去5kg左右时,开始不断用淀粉碘化钾试纸和刚果红试纸分别检验至变蓝,停止加入亚硝酸钠溶液,继续搅拌10min,再行检验,仍为蓝色,反应即达终点。之后,加入40g尿素与60ml水混合成的溶液。半小时后,在快速搅拌下加入6.1L二甲基苯胺,同时,补加冰使溶液温度保持在0~5℃,搅拌2~3H,加入5kg结晶醋酸钠,继续搅拌3~4h:

静置过夜,吸滤。所得结晶中分次加入150kg水和2.5kg碳酸钠,用蒸汽加热后过滤,滤液中加入1∶ 1的盐酸溶液至刚果红试纸变蓝,析出的大量结晶,吸干后,加入6倍的纯水,蒸汽加热,再加入1∶ 1的盐酸溶液,吸干,检验合格后,加入3倍的乙醇,回流3~ 4h,冷却后结晶即为成品。

用途简介

1.甲基红是常用的酸碱指示剂之一,常浓度为0.1%乙醇溶液,pH4.4(红)-6.2(黄)。也用于原生动物活体染色。

用途

1.甲基红是常用的酸碱指示剂之一,常浓度为0.1%乙醇溶液,pH4.4(红)-6.2(黄)。也用于原生动物活体染色。

甲基红 物化性质

外观与性状:
暗红色结晶粉末
密度:
0.839 g/mL at 25ºC
熔点:
178-182ºC
沸点:
479.5ºC at 760mmHg
闪点:
11ºC
折射率:
1.592
蒸汽压:
2.89E-10mmHg at 25°C
存储条件/存储方法:

-20密封保存,放置在通风,干燥的环境中

稳定性相关:

1.按规格使用和贮存,不会发生分解,避免与氧化物接触。

其它信息:

1.       性状:有光泽的紫色结晶或红棕色粉末

2.       密度(g/ m3,25/4℃):0.839

3.       相对蒸汽密度(g/cm3,空气=1):未确定

4.       熔点(ºC):178-182

5.       沸点(ºC,常压):未确定

6.       沸点(ºC,5.2kPa):未确定

7.       折射率:未确定

8.       闪点(ºF):11

9.       比旋光度(º):未确定

10.    自燃点或引燃温度(ºC):未确定

11.    蒸气压(kPa,25ºC):未确定

12.    饱和蒸气压(kPa,60ºC):未确定

13.    燃烧热(KJ/mol):未确定

14.    临界温度(ºC):未确定

15.    临界压力(KPa):未确定

16.    油水(辛醇/水)分配系数的对数值:未确定

17.    爆炸上限(%,V/V):未确定

18.    爆炸下限(%,V/V):未确定

19.    溶解性:微溶于水,溶于乙醇及乙酸,其酸溶液随时间的增长因羧基酯化而使变色灵敏度下降。

甲基红 安全信息

海关代码:
29270000
危险类别码:
R10;R20/21/22;R68
安全说明:
S36/37
安全标志:
S22:不要吸入粉尘。
S24/25:防止皮肤和眼睛接触。
危险标志:
Xn:Harmful;

甲基红 毒理性

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DG8960000
CHEMICAL NAME :
Benzoic acid, 2-((4-dimethylamino)phenylazo)-
CAS REGISTRY NUMBER :
493-52-7
LAST UPDATED :
199701
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C15-H15-N3-O2
MOLECULAR WEIGHT :
269.33
WISWESSER LINE NOTATION :
QVR BNUNR DN1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
12 gm/kg/57W-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

MUTATION DATA

TYPE OF TEST :
Unscheduled DNA synthesis
TEST SYSTEM :
Rodent - rat Liver
DOSE/DURATION :
10 umol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 46,1654,1986 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 8,161,1975 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 8,161,1975 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 82256 No. of Facilities: 2272 (estimated) No. of Industries: 36 No. of Occupations: 20 No. of Employees: 12342 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 82256 No. of Facilities: 2693 (estimated) No. of Industries: 24 No. of Occupations: 32 No. of Employees: 39756 (estimated) No. of Female Employees: 26156 (estimated)
毒理学数据:

1、致肿瘤数据:小鼠经口TDLo:12 gm/kg/57W-C,RTECS标准,肝-肿瘤;

2、致突变数据:微生物机体TEST系统突变:细菌-鼠伤寒沙门氏杆菌:50ug/plate;

DNA的repairTEST系统:细菌-枯草芽孢杆菌:2 mg/disc;

非程序DNA synthesisTEST系统:啮齿动物-鼠肝:10umol/L

生态数据:

该物质对环境可能有危害,对水体应给予特别注意。

甲基红 MSDS

Name: Methyl Red reagent ACS Material Safety Data Sheet
Synonym: C.I. Acid Red 2; 2-(4-Dimethylaminophenylazo)benzoic acid; C.I. 13020; p-(Dimethylamino)azobenzene-o-carboxylic acid; Methyl Red
CAS: 493-52-7
Section 1 - Chemical Product   MSDS Name:Methyl Red reagent ACS Material Safety Data Sheet
Synonym:C.I. Acid Red 2; 2-(4-Dimethylaminophenylazo)benzoic acid; C.I. 13020; p-(Dimethylamino)azobenzene-o-carboxylic acid; Methyl Red

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
493-52-7 Methyl Red 98 207-776-1
Hazard Symbols: None Listed.
Risk Phrases: None Listed.

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
Contact may cause transient eye irritation. This product contains an anionic dye. Similar dyes have not caused injury to the cornea or conjunctiva in documented exposure cases with human or rabbit eyes.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Chronic exposure may cause liver damage.

Section 4 - FIRST AID MEASURES
  Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
  General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Combustion generates toxic fumes. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
For small fires, use water spray, dry chemical, carbon dioxide or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

Section 7 - HANDLING and STORAGE
  Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
  Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 493-52-7: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Solid
Color: dark red to purple
Odor: none reported
pH: Not available.
Vapor Pressure: Negliglble.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 179-182 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Insoluble in water.
Specific Gravity/Density: Not available.
Molecular Formula: C15H15N3O2
Molecular Weight: 269.30

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Stable under normal temperatures and pressures. Materials containing similar functional groups can decompose at elevated temperatures.
Conditions to Avoid:
Dust generation, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 493-52-7: DG8960000 LD50/LC50:
Not available.
Carcinogenicity:
Methyl Red - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
 

Section 13 - DISPOSAL CONSIDERATIONS
  Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
 
IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 493-52-7: 2
Canada
CAS# 493-52-7 is listed on Canada's DSL List.
CAS# 493-52-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 493-52-7 is listed on the TSCA inventory.


SECTION 16 - ADDITIONAL INFORMATION
N/A

甲基红 分子结构与计算化学数据

分子结构数据

暂无

计算化学数据

1.疏水参数计算参考值(XlogP):3.3

2.氢键供体数量:1

3.氢键受体数量:5

4.可旋转化学键数量:4

5.互变异构体数量:无

6.拓扑分子极性表面积65.3

7.重原子数量:20

8.表面电荷:0

9.复杂度:349

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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