CAS 91-59-8 MFCD00004112-β-Naphthylamine β-萘胺 TAO{mole}

β-Naphthylamine β-萘胺

CAS 91-59-8 MFCD00004112

化学结构图

SMILES: NC1CCc2ccccc2C1

化学属性

Mol. Formula	C10H9N
Mol. Weight	143.19
Boiling Point	-
Density	1.061
Melting Point	102-104˚C
Solubility	<0.1 G/100 ML AT 22 ºC
Appearance	powder
Flash Point	-

别名和识别编码

Chemical Name	β-Naphthylamine
CAS Number	91-59-8
Alfabeta Name	NAPHTHYLAMINE 2-
MDL Number	-
Synonym	2-Naphthalenamine {LY} 2-Naphthalenamine {} {LY} 2-Naphthalenamine {} {} {LY} 2-Naphthalenamine {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Naphthalenamine {} {} {} {} {} {} {} {} {}
PubChem Substance ID	7057
EC Number	202-080-4
Beilstein Registry Number	3939429
Chemical Name Translation	β-萘胺
Merck Number	13,6425
Wiswesser Line Notation	L66J CZ
LabNetwork Molecule ID	LN00173158
InChI	InChI=1S/C10H9N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,11H2
Canonical SMILES	NC1=CC2=CC=CC=C2C=C1

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分类

2002/61/EC, Alpha Sort, Alphabetic, Amines, Analytical Standards, Analytical/Chromatography, Aromatics, Aryl Amines MAK III, Category 1, Chemical Class, Chromatography, Environmental Standards, European Community: ISO, DIN and DL 152, Method Specific, N, N-O, NA - NI, Naphthalenes, Oeko-Tex Standard 100, Volatiles/ Semivolatiles
{uni_hamburg} no charge; carbocycle; aromatic; large ring; fused rings; 6ring; 10ring; 1fragment
{SA} Analytical Standards, Analytical/Chromatography, Chromatography, Food & Beverage Standards, Food Dyes,
{SNA} Cancer Research,

产品应用

属环境致癌物质，诱导膀胱癌。

安全信息

Warnings 危化品目录(2015) IRRITANT

GHS Symbol

WGK Germany3

Hazard statements

H350 May cause cancer 可能致癌
H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
H302 Harmful if swallowed 吞食有害

Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Hazard Codes 6.1 T,N

RTECSQM2100000

Precautionary statements

P201 Obtain special instructions before use. 使用前获取专门指示。
P273 Avoid release to the environment. 避免释放到环境中。
P308+P313

Signal word Danger

Safety Statements

S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
S53 Avoid exposure - obtain special instructions before use 避免接触，使用前获得特别指示说明；
S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；

Risk Statements

R22 Harmful if swallowed 吞咽有害
R45 May cause cancer 可能致癌
R51/53

UN Number 1650 UN 1650 6.1/PG 2

Packing GroupII

Hazard Class6.1(a)

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 31 gm/kg/2Y
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Liver - tumors
REFERENCE :
   LANCAO Lancet.  (7 Adam St., London WC2N 6AD, UK)  V.1-    1823-
   Volume(issue)/page/year: 2,286,1951

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF

TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 94500 mg/kg/9Y-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Kidney, Ureter, Bladder - tumors
REFERENCE :
   BJCAAI British Journal of Cancer.  (Macmillan Press Ltd., Houndmills,
   Basingstoke, Hants. RG21 2XS, UK)  V.1-    1947-  Volume(issue)/page/year:
   44,892,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1500 mg/kg/8W-I
TOXIC EFFECTS :
   Tumorigenic - neoplastic by RTECS criteria
   Lungs, Thorax, or Respiration - tumors
REFERENCE :
   JJIND8 JNCI, Journal of the National Cancer Institute.  (Washington, DC)
   V.61-79, 1978-87. For publisher information, see JNCIEQ.
   Volume(issue)/page/year: 67,1299,1981

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Multiple routes
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 3077 mg/kg/78W-C
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Kidney, Ureter, Bladder - tumors
REFERENCE :
   AJPAA4 American Journal of Pathology.  (Lippincott/Harper, Journal
   Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740)  V.1-    1925-
   Volume(issue)/page/year: 13,656,1937

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 727 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J.,
   Prague, Czechoslovakia, Avicenum, 1986  Volume(issue)/page/year: -,466,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: AD277-689

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 2 ug/plate
REFERENCE :
   BECTA6 Bulletin of Environmental Contamination and Toxicology.
   (Springer-Verlag New York, Inc., Service C

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 5 mg/L
REFERENCE :
   PMRSDJ Progress in Mutation Research.  (Elsevier Science Pub. Co., Inc., 52
   Vanderbilt Ave., New York, NY 10017)  V.1-    1981- Volume(issue)/page/year:
   1,551,1981

TYPE OF TEST            : Sex chromosome loss and nondisjunction
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 50 mg/L
REFERENCE :
   PMRSDJ Progress in Mutat

TYPE OF TEST            : Mutatio

TYPE OF TEST            : Specific locus test
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 700 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   30,195,1970

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Mold - Neurospora crassa
DOSE/DURATION           : 200 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   32,1890,1972

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 7 nmol/tube
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 147,79,198

TYPE OF TEST

Restrict 危险品

Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}

其他信息

急性毒性:口服- 大鼠 LD50: 727 毫克/ 公斤; 腹腔-小鼠LD50: 200 毫克/公斤
{Che
用途二:属环境致癌物质，诱导膀胱癌。
萘胺的健康危害:萘胺有二种异构体，即甲萘胺(1-萘胺或α萘胺)和乙萘胺(2-萘胺或β萘胺)，分子量143.18。甲萘胺为黄色针状结晶，比重1.13，熔点50℃，沸点300.8℃; 易溶于醚和醇，微溶于水。乙萘胺为无色或粉红色片状晶体，比重1.061，熔点110.2℃，沸点306.1℃;溶于热水，醇、醚和苯。萘胺主要用于染料工业，并用作橡胶硫化的促进剂。甲萘胺还用于合成一些含萘基的化合物。两者均为染料等有机合成的中间体。生产1-萘胺时常共生 5%左右的2-萘胺。20世纪50年代大规模职业病调查认为2-萘胺为强致癌物，1-萘胺也有致癌性，主要是由于其代谢物引起膀胱癌，也能引起其他癌症。煤焦油和香烟烟雾中都含有。目前多数国家已禁止生产2-萘胺，并限制1-萘胺内共存的2-萘胺含量。萘胺可经呼吸道进入人体，也可从胃肠道和皮肤进入。萘胺进入人体后，小部分以原形由尿排出，绝大部分转变为有致癌作用的羟基衍生物及醌亚胺 (NH：C6H4：O)类衍生物。乙萘胺可引起接触性皮炎。急性中毒可以导致高铁血红蛋白血症或急性出血性膀胱炎。长期接触乙萘胺的主要危害为发生膀胱肿瘤，诱发期平均15～20年。小部分接触者可在调离工作后几年才发病。多为恶性膀胱癌，起病缓慢，早期症状为突然发生无痛性血尿或呈显微镜下血尿。膀胱镜检查可辅助确诊。长期接触者应定期进行尿常规及细胞学检查，如有异常应及时进行膀胱镜检查。确定诊断膀胱肿瘤后，应立即进行手术治疗。有的国家认为萘胺是人体致癌物，故规定工作场所不允许测出萘胺。我国要求严格控制，但未作具体规定。参考：中国医学百科全书。
可燃性危险特性:明火可燃; 受热放出有毒氮氧化物气体
用途一:萘胺的氨基与亚硝酸作用形成重氮盐，并可转烃成多种萘的衍生物，用于制造染料和有机合成，也用作有机分析试剂和荧光指标剂。
化学性质:2-萘胺又名乙萘胺和β-萘胺，白色至淡红色有光泽的片状晶体，能随水蒸气挥发。对人体有害，有致癌作用，国际癌症研究所（IARC）将联苯胺、2-萘胺及4-氨基联苯列为人类致癌物（证据充分），应特别小心使用。相对密度1.0614 (98/ 4℃)，熔点111～113℃，沸点306℃。不溶于冷水，但溶于热水，可溶于乙醇、乙醚和苯等。水溶液有蓝色荧光。能被硝酸银的热氨溶液还原。由2-萘酚与氨水和亚硫酸铵在高压下作用而制得。2-萘胺是一种重要的染料中间体，可用于制造偶氮染料、酞菁染料、活性染料(活性艳橙K-7R、活性金黄X-G、活性金黄KM-G、活性黄KM-RN、大红色基B)及J酸等。也用作有机分析试剂和荧光指示剂。还可作为有机合成的原料。本品可经呼吸道、胃肠道和皮肤进入。长期接触β-萘胺能引起膀胱癌变。对皮肤有弱刺激作用，可引起接触性皮炎，能引起高铁血红蛋白血症。确诊膀胱肿瘤后应及早手术治疗。预防首先应进行工艺改革，用1-磺酸乙萘胺代替β-萘胺。生产设备应严格密闭，防止有毒蒸气和粉尘的外逸。 ChemicalBook的Andy编辑整理。
上游原料:氢氧化钠 --> 硫酸 --> 二氯甲烷 --> 氢氧化铵 --> 盐酸羟胺 --> 亚硫酸钠 --> 多聚磷酸 --> 2-羟基萘 --> 亚硫酸
下游产品:2-氟萘 --> J 酸 --> 2-氨基-8-萘酚-6-磺酸 --> 5-氨基-2-萘酚 --> 2-萘基异氰酸酯 --> 活性黄176 --> 活性红180 --> 6-氨基-1-萘磺酸 --> 2-氨基-5,7-萘二磺酸
毒性分级:中毒
检测方法:HPLC,NMR,T
外观性质:白
略有芳香气味。
color:pink to purple
方法一:由于萘硝化不能得到2-硝基萘，因此生产方法与1-萘胺不同。2-萘胺由2-萘酚经加压氨解而得。
存储注意事项:光敏感
上游原料:氢氧化钠 --> 硫酸 --> 二氯甲烷 --> 氢氧化铵 --> 盐酸羟胺 --> 亚硫酸钠 --> 多聚磷酸 --> 2-羟基萘 --> 亚硫酸铵 --> 2-萘甲酸 --> 2