Basic information
- CAS
86-86-2- Standard SMILES
NC(=O)Cc1cccc2ccccc12- InChIKey
XFNJVKMNNVCYEK-UHFFFAOYSA-N- Molecular formula
- C12H11NO
- Average molar mass
- 185.22 g/mol
- Monoisotopic mass
- 185.08406397
Names & identifiers
- Preferred name
- 1-Naphthaleneacetamide
- IUPAC
- 2-naphthalen-1-ylacetamide
- English name
- 1-Naphthaleneacetamide
- Molecular formula
- C12H11NO
- Molecular weight
- 185.22
Names & synonyms
1-NAPHTHALENEACETAMIDE86-86-21-Naphthylacetamide2-(1-Naphthyl)acetamideNaphthaleneacetamide2-(naphthalen-1-yl)acetamideFrufixAmid-ThinNAAmalpha-NaphthylacetamideDirigol NAmid-Thin W
Show more names
RootonedirigolnRosetoneNAI-DPACNAA Amide
alpha-NAA amidealpha-Naphthaleneacetamide1-Naphthylamine, N-acetyl-alpha-Naphthaleneacetic acid amideDTXSID302091411KAX3RJ28NSC-34862DTXCID30914
Database identifiers
- CAS
86-86-2- PubChem CID
- 6861
- DTXSID
DTXSID3020914- ChEMBL
CHEMBL3186653- ChEBI
CHEBI:81810- UNII
- 11KAX3RJ28
- EC Number
- 201-704-2
- Nikkaji
- J798F
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 214
Experimental & physicochemical properties
Solubility0.039 mg/mL at 40 °C
Melting Point184 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 180 · 180-183 °C (lit.)
- Boiling point
- 319.45 °C · 319.45°C (rough estimate)
- Density
- 1.0936 · 1.0936 (rough estimate)
- refractive index
- 1.53 · 1.5300 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 16.1 · 16.10±0.40(Predicted)
- color
- White to Off-White
- BRN
- 1945547 · 1945547
- Henry's Law Constant
- 9.8 · 9.8×107 mol/(m3Pa) at 25℃, Maniere et al. (2011)
- Major Application
- agricultureenvironmental
- InChI
- 1S/C12H11NO/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H2,13,14)
- InChIKey
- XFNJVKMNNVCYEK-UHFFFAOYSA-N
- SMILES
- NC(=O)Cc1cccc2ccccc12
- CAS DataBase Reference
- 86 · 86-86-2(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 11 KAX3RJ28 · 11KAX3RJ28
- NIST Chemistry Reference
- 1 · 1-Naphthaleneacetamide(86-86-2)
- EPA Substance Registry System
- 1 · 1-Naphthaleneacetamide (86-86-2)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 5 · GHS05,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 302 · H302-H318-H361d-H412
- Precautionary statements
- 202 · P202-P273-P280-P301+P312-P305+P351+P338-P308+P313
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn,C,F
- Risk Statements
- 22 · 22-41-34-11
- Safety Statements
- 26 · 26-39-24/25-45-36/37/39-16
- WGK Germany
- 3 · 3
- RTECS
- 590000 · QJ0590000
- TSCA
- TSCA listed
- HS Code
- 29242990 · 29242990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Repr. 2
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (99.4%): Harmful if swallowed [Warning Acute toxicity, oral]；H318 (27.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H361d (64.8%): Suspected of damaging the unborn child [Warning Reproductive toxicity]；H412 (67.3%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P203, P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 162 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Commission Regulation (EC) No 33/2008
2008/941/EC, Reg. (EU) 2023/2592, Reg. (EU) No 2019/291, Reg. (EU) No 540/2011, Reg. (EU) No 786/2011
1-Naphthalenacetamide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 4 (99.4%)；Eye Dam. 1 (27.8%)；Repr. 2 (64.8%)；Aquatic Chronic 3 (67.3%)
Safety & protection
Protective Action Criteria (PAC)
5.1 [mg/m3]
56 [mg/m3]
330 [mg/m3]
Toxicology
RAIS Toxicity Values
0.25
OPP
Regulatory information
Regulatory Information
Commission Regulation (EC) No 33/2008
2008/941/EC, Reg. (EU) 2023/2592, Reg. (EU) No 2019/291, Reg. (EU) No 540/2011, Reg. (EU) No 786/2011
1-Naphthalenacetamide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- QJ0590000
- hs_code
- 29242990
- risk_code
- 22-41-34-11
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07,GHS08
- hazard_code
- Xn,C,F
- safety_code
- 26-39-24/25-45-36/37/39-16
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H318-H361d-H412
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Repr. 2
- Precautionary statements
- P202-P273-P280-P301+P312-P305+P351+P338-P308+P313
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm；Extracellular
Uses & manufacturing
Use ClassificationEnvironmental transformation -> Pesticides (parent, predecessor)
General Manufacturing Information1-Naphthaleneacetamide: ACTIVE
Applications
Description1-naphthylacetamide is a synthetic auxin plant growth regulator used to increase fruit yield, increase fruit thinning and for striking cuttings. It is moderately soluble in water, has a low volatility and tends not to be persistent in soil or aquatic systems. The risk of leaching to groundwater is low. It has a low to moderate toxicity to biodiversity. 1-naphthylacetamide has a moderate oral toxicity to mammals and is a reproduction/developmental toxin.
Uses1-Naphthylacetamide (cas# 86-86-2) is a compound useful in organic synthesis.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
湖北金梭生物科技有限公司00123456789 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
嘉兴市艾森化工有限公司0573-85285100 18627885956 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
上海特伯化学科技有限公司+86-21-60341587 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
上海睿升化工科技有限公司+86-021-50935922
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海石洋化工有限公司021-56795766 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
南京恰风和医药科技有限公司025-57018978 18251899859 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
上海兴鲁化工科技有限公司02120970332 · [email protected]
Additional notes
DefinitionChEBI: 1-naphthaleneacetamide is a member of the class of naphthalenes that is naphthalene which is substituted by a 2-amino-2-oxoethyl group at position 1. It is a synthetic auxin that is widely used in agriculture to promote the growth of numerous fruits, for root cuttings and as a fruit thinning agent. It has a role as a synthetic auxin. It is a member of naphthalenes and a primary carboxamide.
Related reactions
3 records
Compound notes
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